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​TOP 10 IN TECH

​a weekly SaaS newsletter
Curated SaaS and tech insight from around the web repackaged for people to put to good use

February 12th, 2026

2/12/2026

 
1. SaaS METRIC OF THE WEEK: Margins by Revenue Stream. Understanding gross margins by revenue stream is crucial for a) SaaS profitability and b) Figuring out what products/features work and what don't. Check out the SaaS CFO's article on proper rev stream accounting and a detailed SaaS P&L setup to enable accurate margin analysis across your revenue streams. Best-in-class SaaS gross margin for revenue is 80% as your reference point.


2. PROFITS: Just how profitable should a SaaS Company be? This article from OnlyCFO looks to benchmark profitability data in SaaS and here are the main takeaways: Gross Margins are Crucial: Companies with low gross margins (around 50%) face a hard limit on profitability, even with efficient operations (one of the reasons SaaS is favored); As SaaS companies grow decreases in OpEx as a percentage of revenue should occur, as should Sales and Marketing costs (typically the biggest component of OpEx).


3. UNFAIR ADVANTAGES: Gaurav Vohra's Unfair Advantages Framework is a new one for your tech dictionaries. It's all about identifying unique, hard-to-replicate strengths: Proprietary data, customer networks, logged industry experience. It lets you leverage what others can't - it's a startup superpower moat IMO.


4. STRENGTHS AND WEAKNESSES: Expanding on number 3 above, this article explores how to turn a competitor's strength into your own advantage: Reposition their wins as your opportunities to differentiate, pivot, and outpace - really critical in today's competitive SaaS markets (with some good examples).


5. AEO: The SEO vs AEO battle has officially started. This was a great post shared with me last week from Think & Co which lays out how AI search is changing how answers are surfaced (I've alreday seen some ChatGPT-specific referrals come in via my day job) - but as mentioned a couple of weeks back, SEO still rules; AEO is the new distribution layer - best not to have all your eggs in the SEO basket.


6. PRICING: Packaging up offerings and finding the optimal pricing and features structures for both customers and business unit economics is incredibly hard and never right. The team at Heavybit knows this very well, and their article on using feature flags is a great read. This tactical guide breaks down early-stage pricing strategies that can actually work, from value-based to tiered. But beware - Changing prices doesn't exactly create goodwill. A solid breakdown from SaaStr shows that bit of the playbook: grandfather existing customers, anchor changes to new value (features, limits, outcomes), and use packaging - not blunt price hikes - to move ARPU.


7. GROWTH: People are more awesome than Brands - according to this article, the highest-leverage B2B media format is now a person, not a logo. As AI floods the web with bullshit generic content, trust is accruing to operators sharing lived experiences. Build your audience via individuals and people - then let the brand follow.


8. ONBOARDING: AI onboarding has reset the bar for us all: 60 seconds to value or users bounce according to this article. The best teams flip Onboarding from teaching UI to educating the agent, killing the "click tax." (new term for me). The real leverage comes when AI executes tasks (like Onboarding - not just guides), personalizes paths in real time, and delivers some share-worthy first output.


9. CANCELLATIONS: Cool fact - did you know that high-performing cancellation flows recover 10–30% of at-risk subscribers. Recurly shows the biggest wins come from "intent-based branching" (pause vs downgrade vs cancel.


10. CASE STUDY: A lot of traditional SaaS B2B companies are failing at AI - but Intercom isn't. Here is how.


POD OF THE WEEK: Claude Code launched and is a ripper of a product - this Podcast may already be outdated with how fast they are moving - but tons of content on some kick ass pro techniques (and watch, don't listen as it has some good demos).

Top 10 in Tech - What to know for Week ending February 6, 2025

2/5/2026

 
​1. SaaS METRIC OF THE WEEK: SaaS METRIC OF THE WEEK: Not all ARR is created equal - and some is faster! This week’s breakdown from The SaaS CFO explains how to split AI ARR from traditional SaaS ARR—vital as more tools blend AI features, infra, services, and usage-based models.

2. MOSTLY METRICS: I like this newsletter a lot - SaaS isn’t dead, it’s just priced like everyone gave up doing the maths. Median EV/NTM revenue is now 3.9x (a 10-year low), despite retention metrics holding steady (ServiceNow at 98%) and Rule of 40 profiles improving over the last coupla years. The Bears are betting that AI will kill SaaS, and that incumbents can’t use their data moats.

3. PRODUCTIVITY: Tomasz Tunguz draws a sharp parallel between Ford’s assembly line innovation and AI-assisted coding in relation to productivity. Just as the Model T drove a 90% productivity gain and wiped out 80% of automakers, AI dev tools are cutting build time 55–81% in under five years. But the outcome flips: instead of capital consolidating power, AI commoditizes it. Cheaper, faster software creation means more builders, more startups, and massive second-order job creation, not fewer developers.

4. BUYERS 1: New report - 6sense’s 2025 Buyer Experience Report points out the obvious - buyers still decide before talking to sales. But overall, journeys due to AI are shorter; seller contact happens ~6–7 weeks earlier; 80% of deals still go to the pre-contact favorite; buying stakeholders average 11–14 people, but only 3–4 ever engage sellers. AI can pull sellers in earlier, but not really influence anything later.

5. BUYERS 2: A follow-up to #4 above - are your Funnels lying to you? This article reframes buying as a circular orbit, not a long pipeline. About 60% of buyers are insulated, and out-of-market, ~35% are evaluating, and just ~5% are validating. 80% of vendor shortlists are locked before sales contact. Broad-beam brand builds mental availability for future cycles; narrow-beam proof only works once your buyers re-enter your orbit. Miss day-one considerations, and you’re probably done.

6. UNFAIR ADVANTAGES: Gaurav Vohra's Unfair Advantages Framework is a new one for your tech dictionaries. It’s all about identifying unique, hard-to-replicate strengths:  Proprietary data, customer networks, logged industry experience, lets you leverage what others can't - it's a startup superpower moat.

7. STRENGTHS AND WEAKNESSES: Expanding on number 5 above, this article explores how to turn a competitor's strength into your own advantage: Reposition their wins as your opportunities to differentiate, pivot, and outpace - really critical in today's competitive SaaS markets (with some good examples)

8. FOUNDER QUESTIONS: What can drive success for all y'all at the early stages in 2025? Check out these 16 questions you can use and be prepared to answer around strategy, customer focus, scaling plans, etc.

9. SALES: PLG is all fun and games in the early days, but at some point, as companies scale, it has to grow up. The shift to Sales Led Growth (or a hybrid of) isn’t necessarily a strategic thing - it’s customer-driven. Signals to watch: enterprise feature requests (like SSO, security/ISO/SOC/GDPR stuff), organic team expansion, and inbound for bigger contracts. Winners don’t “add sales,” - build the PLG-SLG hybrid around PQLs, usage signals, and shared ownership across product, marketing, and sales (see Calendly and Asana and the case study below).

10. CASE STUDY: Following on from #9 above, I really like Supabase on the Company and product size, so take a look at this Case Study that shows what product and community-led growth actually looks like in practice. By going open-source first, Supabase lets developers experience value before buying, turning GitHub stars and Discord into a high-intent funnel. Content is written by builders, not marketers. I just love the integration simplicity personally (similar in vein to how Stripe focused on simplicity and integration).

POD OF THE WEEK: Going through a bit of a slump in growth? Check this podcast out on 5 questions to ask (when your product stops growing).

Top 10 in Tech - What to know for Week ending January 30, 2026

1/29/2026

 
1. SaaS METRIC OF THE WEEK: Cap Table - I'm bending this week's post to make it fit - I just think this article is pretty cool, and your Cap Table is a definite metric, I'll fight you on this. Your Cap Table isn’t just an ownership spreadsheet - it’s used as a decision-making constraint. It defines control, dilution, hiring leverage, follow-on funding options, and exit outcomes. Messy early cap tables compound quickly, especially with SAFEs, friends-and-family deals, advisor equity, and uneven founder splits. Clean cap tables preserve optionality; broken ones can quietly kill deals (moral), and most importantly, future raises.

2. CO-FOUNDERS: Starting from an idea, but being non-technical often means looking for or finding a technical co-founder. This article makes the argument that non-technical founders stall by outsourcing progress. Be productive first - talk to customers, validate demand, ship scrappy versions, reduce market risk. TL;DR - Productive founders will attract productive co-founders and efficiently build product.

3. SOLO: Fast follow from #2 above. And according to this article (bit of a biased domain name, though, tbf) - going Solo is no longer taboo, and 1/3 of all startups are currently flying solo. Driven by better tools, a bucket ton of AI leverage, and lower operating costs. The tradeoff hasn’t disappeared - speed and control go way up, but resilience and perspective are the things that go down.

4. BENCHMARKS: Mostly Metrics kicks off some good benchmarks for 2026 - they surveyed 132 SaaS companies (≈50% >$25M ARR, ~25% >$100M). Median renewal rates sit around 91% (top quartile ~95%, bottom ~84%). CS headcount peaks at $10–50M ARR then compresses at scale. 56% of CS teams are paid on expansion, but 63% don’t control it. Median CS variable comp is just ~20%, and the data show that product quality and customer fit drive renewals more than comp plans or org structure.

5. LEAD: New term for you to ponder, "Leading from the front" isn’t just a military-ism for most of us in startup land, though - it’s the difference between high-trust teams and checked-out ones. Stay SaaSy breaks down how great leaders model urgency, own the hard stuff, and never ask for what they won’t do themselves.

6. GROWTH: Growth is now a trust problem, not a funnel problem? With SEO (see #7 below to question that), paid, and corporate social collapsing under AI pressure, Elena Verna argues growth shifts to trust-based systems: employee-led distribution, creator credibility, community, and product-led brand. Retention also follows the same logic: when features commoditize, customers stick with products they trust will keep delivering outcomes, not just efficiency.

7. VELOCITY: Fast follow from 6 above; If growth is now a trust problem, velocity is the new authority. Om Malik argues that modern networks don’t reward being right, deep, or durable - they reward momentum. What travels fastest wins: first take beats best takes, access beats independence, memes beat meaning. The algorithms look to be optimizing for speed (and that ain't necessarily).

8. SEO: Oh shit - turns out, I'm kinda wrong - search (and SEO) isn’t dead. Graphite + Similarweb data across 40k sites shows organic traffic is down just -2.5% YoY, not the -25% to -50% collapse everyone’s been yelling about. AI Overviews do hit CTR (-35%) but only show ~30% of the time, mostly on low-value informational queries. Commercial search still holds, and 90% of Google clicks remain organic. SEO is changing, not dying.

9. CHURN: AI is facing a retention reckoning we can all learn from. ChartMogul data across 3,500 companies shows AI-native apps have ~40% GRR and ~48% NRR (for perspective - that's worse than B2C and far behind B2B SaaS (82% NRR)). The issue is all those “AI tourists” - low-cost, easy-to-buy tools that are just as easy to cancel. Pricing matters: AI products >$250/month look like real SaaS (70% GRR, 85% NRR). Durable ARR comes from deeper workflows, higher price points, annual plans, and narrowing the gap between shipping AI and actual adoption.

10. CASE STUDY: Here is the start of a great 3-part article from Notion covering the challenges faced by (VC-backed) startups towards $100m in revenue. Fun (?) fact: Only 1.2% of us achieve this milestone.

POD OF THE WEEK: Reed Hastings, ex-Netflix CEO, breaks down how to scale trust, talent, and bold bets - without turning your company into the Hunger Games. No PIPs, no micromanagement—just clear values, adult treatment, and $100M risks like House of Cards with no-BS masterclass in culture.

Top 10 in Tech - What to know for Week ending January 23, 2025

1/22/2026

 
​1. SaaS METRIC OF THE WEEK: Cash Runway - most founders don’t even know how many months of cash runway they have left, so here is a new, updated for 2026, Cash Runway model for y'all.

2. OUTCOME-BASED PRICING: Another term for your AI Tech Dictionaries is outcome-based pricing. It’s a pricing strategy tied directly to the value your product delivers to customers, very much a pricing model driven by the growth of AI.

3. AI RESEARCH: VentureBeat flags four new terms for your AI Tech dictionary this year: continual learning (models updating without retraining or catastrophic forgetting - looking at you ChadGPT)), world models (AI learning physical reality from video and interaction, not labels), orchestration layers (routing between models, tools, and agents to stop multi-step failures), and refinement loops (systems that critique and improve their own outputs, cutting cost while boosting accuracy).

4. STATE OF STARTUPS: Carta’s State of Startups report shows capital concentrating, teams are staying lean longer, and AI is eating the stack. Total US startup funding rebounded to ~$110B in 2025, but round counts stayed low. AI startups now capture about 44% of all VC dollars, including about 55% at Series E+. Median net retention sits at 108%, CAC payback is looooooooong - 36 months, and founders are delaying first hires to out. to about 3/4 of a year. The market isn’t back - super different - tighter, faster, and more selective.

5. OPEN APIs: Are Open APIs dying? Tomasz Tunguz highlights a new defensive posture from incumbents: Salesforce is restricting Slack’s API access, Datadog has cut off Deductive AI, and platforms are increasingly treating data and integration as strategic choke points. For many startups, “build on top” now comes with real platform risk in this climate.

6. DATA VIZ: Better charts don’t just change decisions; they can be monetized. This guide lays out some fundamentals of why charts matter (explore patterns, explain concepts, spread ideas) - and the rules that separate insight from chart visualization crimes (pick the right chart, label directly, use small multiples, make it standalone, avoid misleading axes).

7. SALES 1: Even though he hasn't, David Sacks’ “Rule of 10” for sales and revenue has aged well and is a tidy way to stop guessing comp - set AE quota at ~10x base (10% comms, 50/50 OTE), plan for ~70% quota capacity attainment, and give managers a quota at ~80% of team QC.

8. SALES 2: Fast follow from #7 above, Capacity ain’t headcount. Doubling your reps doesn’t double revenue. Capacity planning breaks when you ignore attrition, hiring lag, ramp time, sub-100% attainment, support ratios, seasonality, and mismatch.

9. MARKETING: A follow-up from a bunch of marketing-led articles last week that seemed to get a lot of clicks (though surprisingly no feedback), marketing has a dual mandate: emotional repetition builds mental availability for the ~95% not-buying-yet set, while rational proof converts the ~5% who are in-market with their hands on their wallets. Real quick takeaway - Activation wins quarters. Brand wins cycles.

10. CASE STUDY: This is interesting (aport from all the pop-ups), OpenAI’s early pitch deck, broken down.

POD OF THE WEEK: I like Cursor and use it for product-based work - so this is great for me - the non-technical PM’s guide to building with Cursor.

January 15th, 2026

1/15/2026

 
​1. SaaS METRIC OF THE WEEK: Fundraising Metrics. Make your fundraising way less chaotic by getting these metrics dialed in. Unless you are pre-revenue, Investors will expect to see detailed ARR, CAC, LTV, retention rates, and engagement metrics. A strong data deck (or data room) can answer investors' questions and show a clear path to growth.

2. PRICING: Kicking off this new year right with some pricing upgrade levers that may actually work for ya. You can kill monthly billing to reduce early churn on agentic products; Remove seat limits but tighten usage caps tied to value; Raise entry-tier pricing to "encourage" upgrades.

3. CAPITAL: Oh! Is your AI stack quietly funded by junk bonds? Tom Tunguz breaks down how hyperscalers are leaning hard on debt to finance their AI capex - the AI biz model here is seriously mad, commodity-based products that need tens of billions in data center, GPU, and power financing- and what happens if growth slows before cash flows catch up?

4. BRAND vs DEMAND: In a recent survey, 168 B2B CMOs say brand matters, but the reality is that their budgets don't back that up. Actual spend sits at ~70% demand / ~25–30% brand, even though the ideal mix looks closer to 50% / 40%. 73% believe brand makes demand more efficient, yet only 28% can tie their brand to pipeline - so when cuts come, 55% protect demand and just 11% protect brand. Which brings us to the second part: reach is a brand-based challenge. Brand expands the pool; demand converts it - nice little sales tech-ism for the week.

5. EDUCATION: A follow-up from all of the above (2-4) - Clouded Judgement makes a sharp point most AI startups miss: education IS the go-to-market (see #4 above). Buyers don’t know what to build, let alone buy (see #3 for that). The winners teach the market which problems matter, how they should be solved, and why their worldview is right. Free tiers, sandboxes, fast time-to-value aren’t growth hacks - they’re education engines (see #2). Until customers learn by doing, demand stalls or churns.

6. LEADERSHIP: When you take a look around, most leaders perform with certainty. This article argues that it’s a risk. The best leaders run leadership similar to GTM teams: small experiments, fast feedback, public learning. Shorter cycles beat perfect plans, curiosity beats confidence (and IMO teams trust you more when you stop pretending you have the answers).

7. DEV: Has the cost of shipping software dropped due to AI? This piece makes a serious case that agentic coding collapses implementation time, not thinking time. Month-long internal tools now ship in days. Coordination overhead disappears. $50k builds become $5k problems. The real moat isn’t necessarily the code anymore - it’s domain knowledge plus taste. And don't forget - all those people with knowledge have to come up the ranks somewhere.

8. SYSTEM OF RECORDS: Another Clouded Judgement article, and this is my wheelhouse, so this spoke to me - sure AI is cool - but  the harder automation gets, the more enterprises need a hard core (and un-cool) source of truth that agents can reliably read/write. Systems of record don’t disappear; they get embedded as the truth layers that govern agent workflows and outputs.

9. REQUIREMENTS: This is also my wheelhouse, and I'm sure it's the same for many of you B2B-SaaS operators. Most projects/implementations don’t exactly start with clarity, but they do start with intent. This product-focused article argues the real skill isn’t forcing certainty early, it’s moving forward without pretending (I call it holding hands in the fog). Progressive elaboration and rolling-wave planning let you extract the signals from complexity, commit where you can, and deliberately leave the rest provisional/in the backlog. It’s a great article to frame how you can create momentum without boxing yourself into poor decisions or plans.

10. CASE STUDY: Series B+ raises. Most of us should be so lucky to get to this stage, but how do you raise funds beyond Series B (roughly 15% that raise seed make it to Series B). Scale Ventures’ Stacey Bishop gives the lowdown.

POD OF THE WEEK: Two enterprise AI operators who’ve shipped 50+ AI products (across OpenAI, Google, Amazon, and Databricks) break down what actually works when building and scaling AI.

Top 10 in Tech - What to know for Week ending December 19, 2025

12/18/2025

 
1. SaaS METRIC OF THE WEEK: Rounding out the year with your holiday reading list - A Guide to SaaS Metrics from, and covers all the greatest hits and more (ARPA, LTV:CAC, Burn Multiples, etc).

2. NCT: Crack open your tech dictionaries, I have a new acronym to lob your way. OKRs are old school.  Ravi Mehta’s NCT (Narrative, Commitments, Tasks) model simplifies goal setting. So instead of vague objectives, start with a clear Narrative explaining the “why” behind each goal. Next, set 3-5 measurable commitments for the quarter, with Tasks as actionable steps. The difference is that OKRs can be overly ambitious, but NCTs focus on achievable milestones that align closely with strategic priorities, more Agile in a way, as course corrections are easier (and it increases team accountability).

3. PRODUCT DISCOVERY: Does your discovery motion look good on paper but not so much IRL? This article breaks down four product discovery models your teams actually use can use - Dual-Track Agile, Continuous Discovery, Opportunity Solution Trees, and Outcome-Driven Discovery - and it also shows where each one fails in practice. Useful if your discovery motion looks good on slides but not in shipped outcomes.

4. B2B AI: SaaStr makes it painfully clear: “AI-enhanced” is not a biz model. There are only three ways B2B AI actually makes money now: replacing a full workflow; replacing human labor with agents; or selling AI infrastructure itself. Everything else gets priced to zero.

5. VENTURE:  SaaStr again, this time they look at data from Vencap, which shows how unforgiving venture really is. Most VC funds don’t meaningfully outperform public markets, and outcomes hinge on one or two breakouts per fund. Useful read if you’re fundraising (or wondering why great VCs are rare). This article also backs up the basic premise that shit's overfunded.

INNOVATION: Such an overused and poorly understood phrase, often synonymous with economic progress. This article argues that it isn't true. Treating innovation as a magical growth lever obscures strategy, and it’s uneven and one of several forces that actually drive progress.

MICRO MANAGEMENT: It's bad, right?  Depends. This article makes the case for being Pro - it’s a spectrum of involvement. Some forms of it (teaching, co-ownership, guiding on high-risk work) accelerate learning and alignment, especially early on or when trust isn’t fully built. The key isn’t rigid delegation vs control - it’s clear expectations, context, and honest signals about why you’re (overly) involved.

BENCHMARKS: High Alpha’s 2025 SaaS Benchmarks are out (covering 800+ companies). Here are some highlights - but there are way more: top-quartile growth ~300% in <$5M ARR bands, upper NRR hitting 110%+, gross margins ~85% (at scale), and best-in-class ARR per employee near $350K–$400K+ on later stage teams.

EQUITY (and other things): Mostly Metrics breaks down when employee equity stops helping and starts becoming a problem - it’s not just dilution math, but hiring incentives, refresh pools, and retention traps that can bloat cap tables with little upside. Suggestion: early option pools of ~10–15% and first-hire grants often <1%, but pushing too hard can distort incentives (and screw over future raises).

CASE STUDY: Outbound ain't dead. Check out how Workflows.io scaled to $2M+ ARR by combining your old school classic cold outreach to an ICP list with automated email plus LinkedIn campaigns layered on AI-signals (website visits, founder connections, social engagement).

POD OF THE WEEK: The New AI Benchmarks fromJanelle Teng at Bessemer Venture Partners.

Top 10 in Tech - What to know for Week ending December 12, 2025

12/11/2025

 
1. SaaS METRIC OF THE WEEK: SaaS METRIC OF THE WEEK:  CAC PAYBACK: The 'payback' period is the nuance of why we measure CAC. How long until we break even? Benchmark-wise, the negative trough is way longer than you think, so take a seat! New B2B customers, on average, take 2 years and 2 months to become profitable. This really highlights a deepening dependency on access to capital to fund a SaaS company's growth through these SaaS Cash Flow Trough. BONUS: Here are last week's CAC Payback benchmarks.


2. TESTING (MARKETING): According to this Reforge article, marketers often don't see the expected big returns from testing because they avoid major risks. Making bigger bets with strong business cases can lead to transformational success - it has some great IRL example bets from Groupon and Google, and there is also a "Big Bet Calculator" embedded in the article for you to use.


3. GOVERNANCE: Here is Mark Suster's series on his Medium Blog covering StartUp Boards. With a follow-up article that shows a board structure by stage! He also provides a blog post AND a 43-slide deck.


4. BUBBLE: The tech-ism cycle is generally always boom, bubble, bust, boom again (but a little more chill). Is AI going to be any different? Doubt it. Another good tech-ism is that we always overestimate short-term impact and underestimate long-term transformation. Crazy Stupid Tech breaks this down: hype comes first, usefulness comes later, and the real returns go to whoever survives the whipsawing.


5. AI MOATS: Fast follow-up from above, and this was discussed a few weeks back - Stratechery now also makes the argument that, when it comes to AI, the real moats aren't models - they're distribution and compute control. As of today, Google wins with integration, Nvidia wins with infrastructure, and OpenAI wins with velocity (for now). The takeaway for startups: your moat won't be "better AI," - side quest - here is a list of AI Startups that have raised $100m plus this last year.


6. TECH DEBT: Hey - we all have it. Everyone knows they'll have to pay down tech debt sooner or later - Hyperact takes a Product perspective and claims that tech debt is a product choice, not an engineering mistake. Worth the read, as we all need to consider tech debt further up the decision tree.


7. VERTICAL SAAS: I got this report from Stripe - Vertical SaaS is evolving and the category is maturing fast: 70% of companies now sell more than one product, fintech is the second product for nearly half of them, and AI adoption sits just over 50%.


8. ENTERPRISE SAAS: Gartner says global IT spend will break $6T in 2026, with enterprise software jumping 15.2%. But here's the kicker: most of that growth isn't new logos or usage - it's price hikes and AI add-ons. Budgets are rising, but tolerance probably isn't, so if you're selling into the enterprise, expect harder ROI scrutiny (even if those wallets technically "grow.").


9. FINANCIAL PLANNING: The end-of-year planning season is here, and SaaStr has a surprisingly useful AI benchmarking tool that builds a C60-style financial plan in seconds. Revenue, burn, CAC, payback, hiring - all benchmarked instantly against thousands of SaaS peers.


10. CASE STUDY: Super interesting article updating the classic startup playbook. MVP → PMF → scale is old school - unlocking hidden loops, data flywheels, distribution hacks, and agent-driven workflows are all part of the new playbook, along with design roles around outcomes and what it takes to be a leader in this new company design.


POD OF THE WEEK: This one is for all you metric nerds (like me:-)) - Don't forget to allocate CAC between new and existing customers. This oversight leads to misleading KPIs, inaccurate CAC payback, flawed LTV-to-CAC ratios, and unreliable unit economics.

Top 10 in Tech - What to know for Week ending December 5, 2025

12/4/2025

 
1. SaaS METRIC OF THE WEEK: Time to Profit - Probably one of the most important metrics in the post-COVID Civid/free money era. Most startups die not from bad ideas but from running out of cash before reaching sustainability. Shorter TTP forces discipline: fewer vanity bets, tighter PMF proofs, and faster elimination of anything that doesn't compound.


2. CONTRACTS: This is the report none of us knew we needed - but it's the unsexy stuff that matters as there are sone insightful gems: A guide on SaaS Contracts, complete with benchmarks such as customer signature roles (3/4 are Executives), AI and ML clauses (big increases in recent years), and the big one, time to sign - 3-5 days-ish (SMB to Enterprise). Have a read - I bet you will have some serious takeaways.


3. PMF: Product-Market Fit is a spectrum and a gradual one, moving through stages of demand, customer satisfaction, and efficiency. Success means balancing high customer need with scalable growth. Check out this dynamic scale - it's pretty interesting as it enables measures across multiple dimensions.


4. MARKETING AGENTS: Some AI-adventurous marketers (vibe marketers?) are swapping their ENTIRE teams for AI agents. Check out SafetyCulture, who use AI-powered lead enrichment. Their outbound and follow-up workflows drove near-100% lead coverage, 2× more opportunities, and 3× meeting-rate lifts -  without growing headcount.


5. SPATIAL INTELLIGENCE: New phrase for your tech dictionaries. a16z argues the next big leap is world models - what they mean by that consultant-ism is that soon AI will understand space, physics, and cause-and-effect. This shift unlocks agents that can act in real environments, not just talk about them—use cases for robots, AR, self-driving, logistics. Words are the table stakes - real-world shit is the moat.


6. STATE OF AI: Another week, another State of AI report - this time McKinsey, who note that AI adoption has flat-lined at 47 percent, yet enterprise spend is going vertical. The bottleneck isn't the models - it's companies. Most are stuck in pilot hell, drowning in fragmentation, shadow apps, and zero governance. A key takeaway for everyone to understand is that real gains typically emerge when companies redesign processes around AI rather than simply layering new tools on top of existing workflows. Also, check this neat infographic on Agent use by industry and business function.


7. STATE OF AI (FOR REALZ VERSION): I have had this conversation multiple times this week, even before OpenAI announced its "Code Red" emergency; it's obvious they were under pressure. What's the long-term (and sustainable) business model for Agentic AI? It's a commodity expectation ($20/month for an account - sure!) - it's generating massive amounts of revenue, but it's MASSIVELY expensive to serve in its current state to run these models. Check this article for a deeper read on OpenAI's emerging challenges.


8. INSURANCE: My day job is running a sexy Insurtech, and the insurance we need to operate globally is eye-watering. Mostly Metrics has a great breakdown of what tech companies actually need for coverage – from cyber to EPLI to the stuff your broker forgets to mention. The (mostly ironic) surprise: most startups are underinsured in the risky areas and wildly overpaying everywhere else.


9. AGILE BRANDING: I love the good ol' marketing-ism of "50% of our marketing works; we just don't know which 50%." Well, hey - from a brand perspective - there is an Agile Framework to figure out how. Kantar's new research says most of us waste brand spend by guessing. And you can figure that out with fast, iterative testing of real consumer tensions, experiments, and (AI-assisted) creative screening. TL;DR: agile brand-building beats big campaigns and guesswork, and you can measure your way into relevance instead of hoping for it.


10. CASE STUDY: Everyone loves a good exit story, but First Round's Merger Playbook is an IRL story of Crossbeam's merger from its CEO, who breaks down a brutally honest playbook on merging with your fastest-growing competitor. It ain't pretty - 18 months of stalled talks, 70/30 equity fights, gun-jumping landmines, ripping out whole codebases, cross-boarding 30,000 customers, and firing half the C-suite.


POD OF THE WEEK: Bit of a case study - from SaaStr, who have used an AI inbound agent where 71% of their closed-won sponsorship deals in Q4 came from AI-qualified inbound leads.

Top 10 in Tech - What to know for Week ending November 28, 2025

11/27/2025

 
​1. SaaS METRIC OF THE WEEK: GES: Growth Endurance Score is a metric that assesses a company's ability to sustain growth over time. GES measures this efficiency by factoring in both net retention and customer acquisition efficiency. A high GES correlates with long-term business health and resilience. This score provides valuable insights for businesses aiming for consistent, sustainable growth. Bessemer has drilled deeper into it and plotted ARR growth lost YoY, and found that the decay is fairly predictable at 30%. That's a benchmark - in other words, you should expect next year's growth rate to be 70% of the current year, as the stakes get higher.


2. AI BENCHMARKS: HubSpot benchmarked 500 startups' AI-GTM setups in this 3-part report (part 2 and part 3 here) - 37% say AI lowered CAC and 72% improved upsell/cross-sell.  Those Startups dedicating 50%+ of their GTM tech stack to AI hit meaningful scale: higher ARR brackets, and outsized efficiency.  Some major barriers remain for many of us: 23% cite high cost, 17% cite a lack of AI expertise.


3. GROWTH LEVERS: Fast follow from number 2 above, a lot of startups say AI growth is now cheap. Kyle Poyar's Growth Unhinged shows how top PLG teams spend less on new channels, yet sell more via AI-driven content, intent-outbound, and search. If you're not treating AI as your growth stack, you're probably falling behind.


4. MOATS: A16z revisits their 2020 classic: margins don't make great companies, moats do. In this new AI-infused era, defensibility still comes from the old pillars - network effects, brand, scale, switching costs, proprietary tech - and now, momentum reeeeaaallly matters too. High margins alone can be a red flag that your product isn't using AI.


5. WRITING: Here is a bit that flips on the AI panic: it's not writers getting replaced, it's readers. It's kinda like SEO - writers start optimizing for LLMs as their true audience, trading human readers for influence and speculative digital immortality....let the enshitifcation or dead internet theory flow!


6. HIRING: Hey founders - here is a pretty accurate techism: You will never be able to hire anyone better than you. Y'all set the talent ceiling, so curate your team like your product. Recruiting is the game.


7. NAME: Who knew that picking a company name could be complicated? Picking a company name looks simple - but most of us skip the hard parts. According to First Round Review's playbook, you should derive names from your positioning statement, brainstorm hundreds of options, test how your audience pronounces and remembers them, then vet for domain, trademark, and growth-fit.


8. AI WARS v2: I've talked about the Public Cloud AI wars underway in the past, and the Clouded Judgement blog has picked up on it too - Model scores don't rule anymore. With Gemini 3.0 that Google launched last week, Google isn't just chasing benchmark wins, it's bundling AI into Android, Chrome, Workspace, and more (like doubling AI capacity every 6 months!). Anyway, Google AI is all over my shit this week - here is how to turn it all off! The fight now is distribution, tools, and ecosystem -where we all touch AI every day.


9. VALUATIONS: There is a lot in here. The latest from Data Driven VC shows that top-tier private tech companies are losing ~20% of their value month over month; AI & crypto are still dominating; and EV/NTM revenue multiples have compressed significantly across sectors.


10. CASE STUDY: Check this deep-dive on Microsoft's AI strategy - which traces the "big pause" in datacenter build-out, how the Azure-OpenAI tie-up evolved, and why the real battleground now is tokens and infrastructure economics (see #8 above!).


POD OF THE WEEK: Lenny's Newsletter breaks down the clearest coldstart guide to building with AI: how to scope an AI product, when not to use models, evaluation traps, and what real teams ship first. If you're building anything AI-adjacent in 2026, use this to get your brain started.

Top 10 in Tech - What to know for Week ending November 21, 2025

11/20/2025

 
1. SaaS METRIC OF THE WEEK: Fundraising Metrics. For all of you hitting 2026 in fundraising mode, make your fundraising way less chaotic by getting these metrics dialed in. Unless you are pre-revenue, Investors will expect to see detailed ARR, CAC, LTV, retention rates, and engagement metrics. A strong data deck (or data room) can answer investors' questions and show a clear growth path.


2. GO TO MARKET: Go to market motions can be pretty specific, and your GTM motions can impact your marketing strategy and your org chart.  Robert Kaminski has distilled GTM motions into five types in this article, based on number of use cases. The summary diagram at the bottom is excellent.


3. AI BUBBLE: It's been a rowdy week in the public markets, and Coatue, like me, loves some good charts (18 in this report) and makes the case that AI is early and not in the bubble zone. $250B in funding, $100B in revenue… and only 2% of enterprise workloads on GenAI today. The mismatch between investment and adoption actually looks quite massive (and I reckon quite unsustainable).


4. SEED: Seed VC is busted! In 2021, 55% of seed rounds had at least one institutional VC - in 2024, it's dropped to 38%. LPs are pulling back, seed funds are missing targets, and exits aren't coming fast enough or at all. NextView warns: many firms raised too much, too fast, and now lack the reserves or conviction to back winners through to liquidity. Sidebar, but even in the top quartile in venture, "Doing Great" isn't enough to raise money.


5. MARKETPLACES: How do Marketplaces work with AI in the mix? Answer - they go mutant. a16z outlines how AI-native marketplaces will flip the advantage from owning the supply to owning the brain in the middle. Search, summarization, recommendations, pricing - all through agents.


6. VALUATIONS: The latest from Multiples.vc: Some Public SaaS is back above 6x revenue (median), but still far from the pre-COVID/free money-era highs. Median EV/NTM revenue is 6.8x, with only 26% of companies above 10x. Dev Tools lead at 10.5x; PropTech drags at 2.7x. 21% of the index is still unprofitable. Market's not frothy - it's got selective.


7. BEZOS?: Jeff Bezos may be over his flying-phallic-rockets-era and back into operator mode as co-CEO of Project Prometheus, a new AI startup that's already hauled $6.2B in funding (Bezos is one of the funders). It's not chatbots - it's physical systems, aerospace, and hard AI.


8. SAME-SAME: Do you have a hard time with product discovery - there seems to be sooooo much out there. Well, according to David Kellogg, "The Sea of Sameness" is real (and IMO it's getting worse). AI and SaaS startups are flooding the market with lookalike products, identical landing pages, and copy-paste taglines. Kellblog lays out why most companies fail to position clearly: they focus on features, not meaning. If buyers can't tell what makes you different in seconds, too bad, you lose. His advice? Anchor your positioning in a deep understanding of why you exist and say something only you can say.


9. GROWTH LEVERS: Updated for 2025 - Growth isn't just about hacking anymore - check this deep dive from Kyle Poyar and data from Chartmogul on the "outliers" - which are the companies that made it to $20m ARR (this chart is awesome). The big difference is that Groth levers shift and adapt over time for the outliers - from activation and monetization to expansion and retention. They all compound and have an outlier impact.


10. CASE STUDY: Cursor is one of my new favorite apps (I've pivoted it into use on the Product and Operations side), and this case study goes deep inside Cursor and breaks down how the business operates and grew by targeting high-intent engineers, shipping relentlessly, and making copilots feel native to dev flows.


POD OF THE WEEK: From the AI Engineer Summit, Sayash Kapoor cuts through the hype and shows why today's agents fail in the wild - good guidance on evals, failure modes, and how to build agents that friggin work. 

Top 10 in Tech - What to know for Week ending November 14, 2025

11/13/2025

 
1. SaaS METRIC OF THE WEEK: CAC - In a modern SaaS world that has maturing companies using both Sales Led Growth (SLG) and Product Led Growth (PLG) motions and teams, how do you calculate CAC? The answer is really that they should be kept separate.


2. MULTIPLIER EFFECT: Not all startups create equal impact. Some become engines. Endeavor's data shows that when a founder builds a breakout company, it often leads to dozens of new startups, hundreds of hires, and a cycle of reinvestment.


3. WEB ANALYTICS: Traffic is no longer a reliable metric. With 60%+ of Google searches now ending in zero clicks, and LLMs answering questions directly, your beautifully optimized landing page may never get seen. Growth Unhinged dives into why old-school analytics tools are failing and what teams are tracking now. How the hell will attribution even work anymore???


4. AI PRODUCT STRATEGY: Everyone's layering/wrapping/whatevering AI onto their products - but OpenAI shows how to build product with AI at the core. This teardown outlines their real strategy: multi-modal UX, agent interfaces, and ecosystem dominance. Key takeaway? AI-native ain't necessarily AI-featured.


5. LAYOFFS: It's been a shitty start to Q4 if you work in one of the big tech companies. The AI wave isn't just triggering layoffs — it's redefining how those roles are backfilled. Saastr unpacks why many tech jobs aren't returning (well, at least not in human form). AI is stepping in, quietly reshaping org charts and headcount plans.


6. AI & JOBS: Fast follow from #5 above. Don't panic, not all jobs are being eaten by AI.......yet. Bloomberry crunched 180M listings and found the real risk is clustered: entry-level admin, data entry, and some basic CS roles. For now, the creative, strategic, and cross-functional skills still have some air cover.


7. MULTIPLES: Tomasz Tunguz has been pretty off-task lately, but he's back with a great post that dives into public SaaS comps and shows the growth premium is still alive - just narrower. In 2021, fast growers earned a 5x multiple bump. Today it's closer to 1.5x. Growth still matters, but efficiency is what gets you paid.


8. DELIVERY: A project isn't just a pile of tasks. Second Thoughts argues that viewing projects as task bundles kills real outcomes. Instead: start with the outcome, then shape your workstreams backward.


9. GTM: ICONIQ loves a good report, and their latest, the 2025 GTM report (PDF here), shows that the early-stage pipeline is slowing, while top performers are building multi-threaded motion: PLG signals, outbound rigor, and deep post-sale expansion loops. CAC payback medians jumped to 24 months, but NRR is still holding strong above 120% for best-in-class.


10. CASE STUDY: CHAT GPT -  If you're wondering how AI tools like ChatGPT are really used day-to-day, check these 15 charts that explain how tech and venture are evolving from when access to money was cheap/free. From shrinking median round sizes to late-stage volume collapsing, this is a pretty great visual cheat sheet for understanding where we are at. ChatGPT retention/reach, and check chart 7, which matches 5, 6, and 7 above all in one chart.


POD OF THE WEEK: Being an advocate for people's happiness is part of my day job and mentoring mindset set, so it's nice when McKinsey comes out with a podcast on why it's cool to be kind.

Top 10 in Tech - What to know for Week ending November 7, 2025

11/6/2025

 
1. SaaS METRIC OF THE WEEK: ASP or Average Sales Price. ASP tracks the average price new customers pay when signing up. Unlike ARPA, which includes renewals and expansions, ASP spotlights initial deal size—a key signal for sales performance and pricing strategy. Track it by region, plan, or channel to optimize revenue growth.


2. UN-SCALE: I've talked about this a few times - we're all focused on building out that repeatable, scalable business model, but along the way, there are things that have to be done that are totally un-scalable.  This article highlights three specific non-scalable things sales teams should be doing right now.


3. AI-WARS: With OpenAI's new Browser, 'Atlas', and Perplexity's Comet, a new AI war has started for the Browser - shots are being fired at the dominance of Chrome. Security nightmare? You betcha, but it's part of a bigger play to own the full stack: model, agent, and now interface. The Chrome vs. ChatGPT battle is officially on.


4. AI SECURITY: Another week, another AI report but this one complements the AI Security nightmare in #3 above, Aikido's 2026 State of AI Security has to be a bit of a wake-up call: 90% of AI/ML repos have unresolved security issues, and model-level risks (e.g., prompt injection, training data poisoning) are rising - not even bringing up the browser issues. Security needs to shift - again.


5. FUNDRAISING: Going into fundraise mode is a bit of a full-time job, so check this great free AI-powered fundraising kit. Includes investor matching, warm intro prep, and a due diligence checklist. (and built by founders, not VCs - with a sprinkle of AI on top).


6. LEADERSHIP: Conflict is not necessarily a bad thing, and avoiding conflict is the fastest way to stall your team. In that article, Hypergrowth Partners makes the argument that great companies normalize tension and use it as a growth lever.


7. MARKETING: In many circles, LinkedIn is seen as a bit cringe, but it compounds. MKT1 breaks down the "LinkedIn Flywheel" - how founders and operators can use lightweight posting, engagement, and repackaging to build real pipeline without becoming a <insert vocal fry> thoughtfluencer.


8. TASTE: In our ever increasingly overcrowded SaaS markets, taste can be a competitive advantage. Sam Tomlinson explains why it's more than just aesthetics, as taste can help teams pick the right problems, craft better products, and earn trust faster.


9. SALES: Outreach analyzed millions of sales activities to uncover what's working as we start wrapping up 2025. Top reps are now sending 20% fewer emails but book 25% more meetings. Personalization still wins, but speed to first touch and persistence look to be the real differentiators.


10. CASE STUDY: How Intercom built a $50MM ARR Empire using strategic Content Marketing and SEO.


POD OF THE WEEK: Also a bit of a case study, and I've already shared this out a few times. Cursor is turning into a project manager's dream product-management system - featuring Dennis Yang from Chime.

Top 10 in Tech - What to know for Week ending October 31, 2025

10/30/2025

 
1. SaaS METRIC OF THE WEEK: CARR - Contracted Annual Recurring Revenue. This is a forward-looking SaaS revenue metric that estimates the maximum revenue size of a SaaS company, measuring current recurring revenue from your SaaS P&L and future revenue that sits in newly won customer contracts.


2. PRODUCT-MARKET FIT: Finding Product-market fit isn't a one-and-done event—just as the product you ship, it's an ongoing process. This updated playbook breaks down the key signals, from retention curves to sales velocity, and the tactical moves to iterate faster. If you're still guessing, this is your roadmap.


3. UNDERSELL: If expansion fits into your growth strategy (it should) take a read of two-part series from Tomasz Tunguz and  Bill Binch - part one is deliberately underselling as a sales strategy to minimize churn and increase upsell/expansion opportunities as a land and expand strategy and post 2 is an expansion of land and expand witch details how to structure a Startup sales team for optimal land & expand.


4. COMPENSATION: Early-stage comp is more art than science, and most founders are so hectic at this point that it's easy to get it wrong. This First Round piece offers tactical advice on what to break (like "market rate" rules), what to follow (like transparency), and how to build trust before you build out pay bands. A little more in talky format here.


5. PRODUCT: Here is a tech-ism I like - AI changes everything and nothing at all. Teresa Torres is here to remind us all that AI is great and all, but great product work still always starts with understanding user needs. (and here is how you find out what they care about).


6. MENTOR: SaaS founders don't need perfect advisors; we all need people who've broken shit and learned from it. This guide covers why mentorship matters, how to earn it, and how to keep it useful. Includes outreach templates and cadence tips that can work.


7. VENTURE: Good VC pulse check. This pod n' post breaks down the "Great VC Shuffle," what's driving TAM fatigue in AI (bubble anyone?), and why $1B ARR is still just getting started (broken liquidity pipeline). Good follow-up to the State of Software signals from last week's newsletter.


8. LIQUIDITY: Fast follow from #8 above. If IPOs stay rare and private rounds dry up, who buys the next crop of SaaS companies? Lemkin breaks down the likely acquirers (and what they're really after). Probably means some top-of-the-heap consolidation is on the way.


9. DECIDE: Good decision-making isn't just speed, it's perception, insight, and good judgment - which this Forbes article consultingly wraps up as discernment. It also has 10 sharp rules to upgrade how you make calls as a founder or operator. Not new ideas, just well-said reminders worth keeping as an easily accessible reminder. I prefer this analogy, too - A fire ain't no emergency if you are the Fire Department.


10. CASE STUDY: AWS and AI - AWS currently dominates Public Cloud (did you forget what happened last week?) - we all assumed it was supposed to dominate AI too. But bloat, bureaucracy, and missed bets are showing up and slowing it down. Bloomberg breaks down why Amazon's cloud empire is stalling while others race ahead.


POD OF THE WEEK: No matter what Robbie says in this Podcast from Lenny's Podcast - Google Search IS changing (60% of Google Search is now unclicked). But launching AI Overviews was cool, and he has also scaled Stories and Reels at Instagram.

Top 10 in Tech - What to know for Week ending October 24, 2025

10/23/2025

 
1. SaaS METRIC OF THE WEEK: Burn Multiples tells you how efficiently your startup converts cash burn into ARR. It's the clearest signal of whether your growth is efficient - or just an expensive way to burn money. This breakdown covers benchmarks by stage and why 1.5x is the new magic number for survival.


2. FINANCE: Think you understand your P&L? Probably not well enough. This teardown by OnlyCFO explains how each line of the income statement connects to growth, margin, and cash. Especially useful: benchmarks, red flags, and why you can't ignore gross margin math at early stages.


3. AI: The 2025 State of AI report just dropped from Airstreet, and it's (313 slides) huge. Training costs for frontier models are flattening, while open-source LLMs continue to close the quality gap. AI safety is (finally) growing up, with more labs publishing evals and investing in red-teaming. AI-first startups are now scaling into tens of billions in revenue (bubble anyone?), NVIDIA still dominates the hardware race, and power supply is fast becoming the new bottleneck. The PDF Version is here, as the Google Slides are a little annoying.


4. STATE OF SOFTWARE: This one plays hard into both #1 and #3 above. The ICONIQ State of Software 2025 is mandatory reading because IMO it's a reality check: the old playbook is officially dead. While the Rule of 40 is still the strongest predictor of valuation, median growth for SaaS companies has dropped to 19% YoY (down from 29% in 2022). AI-Native companies are rewriting what's possible, scaling 2-3x faster than traditional SaaS peers. A new (and bonkers)  data point: they're hitting $100M ARR in just 1-2 years, often with fewer than 20 employees. Side note for #1 above - public SaaS firms with Burn Multiples below 1.5 are commanding a 40% valuation premium.


5. GTM: So, based on #4 above, traditional Go-to-Market isn't dead, but maybe it's dying? So shit gotta change. Jason Lemkin warns that mediocre, copy-paste GTM executions are failing faster than ever. AI hasn't replaced sales and marketing; it's made bad playbooks easier to scale, so only truly excellent, AI-augmented execution wins. Buyers want outcomes, not promises.


6. FACILITATE: A super fun and VERY bookmark-able resource this week. It's a library of tools available to facilitate your next session with people or a team, including team building, brainstorming, icebreakers, and check-ins. They are all there!


7. FUNDRAISING: What does it take to raise a Series A? How do you break through the $10M ARR barrier and secure growth capital? More Intelligent offers a comprehensive guide, along with must-hit fundraising milestones—from scaling your go-to-market motion to tightening unit economics and KPIs.


8. VIBE CODING: I give Vibe Coding a (deserving) amount of shit, but to its credit, the idea is maturing. This piece traces that shift - from building fast with AI-assisted tools. Platforms like Solid are bridging the gap with full-stack code and proper control. But the "vibe wall" is real: fast prototyping hits limits without control and scalability.


9. PRICING: Your pricing is broken (but that's kinda OK) - but hey, it's not totally because of your tiers. Kyle Poyar breaks down why most SaaS pricing fails: it's static, and it mashes with my commentary of pricing is like software - it's never done. The best teams iterate on pricing every quarter, not every couple of years, to track the real value. His post unpacks seven pricing traps (like sticking with usage-based just because it's trendy), and gives a roadmap for fixing your monetization blind spots.


10. CASE STUDY: The $2 Trillion Founder Playbook is all about how Larry Page quietly reclaimed control of Google after being sidelined. Page played the long game—shedding titles, backing bold bets like Gmail and Android, and redesigning Google's structure for scale.


POD OF THE WEEK: The video version of number 5 above about the new Go-to-Market thinking needed for success in today's markets from SaaStr.

Top 10 in Tech - What to know for Week ending October 17, 2025

10/16/2025

 
1. SaaS METRIC OF THE WEEK: Forecasting: Forecasting MRR is more art than science - but this post gives you both. A smart walk-through of how to project MRR using cohort-based logic, with a FREEEEE Excel template that looks like it might actually work well.


2. GTM: Tomasz Tunguz just dropped the GTM guide every startup needs. Learn when to hire your first AE (after 10 founder-led deals is a great tech-ism), how to pick your sales model (field vs inside vs self-serve or a hybrid), and why the best GTM teams layer focus before they layer headcount. Includes pipeline targets, comp models, and team structures from $1M to $100M ARR.


3. AI PRODUCT: There is a bit of OpenAI in this week's newsletter - so let's start here with an AI-ism. AI features aren't AI products. This teardown of OpenAI's strategy shows what it takes to go beyond a wrapper: latency-aware UX, agent loops, invisible value, and goal-driven design. But shit moves so fast - that even AI apps don't move as fast as the market.


4. OPENAI: OpenAI Dev Day 2025 happened last week, and a few bombs dropped: GPT-5.5, a native app SDK, and "Agents as a Service." But the bigger shift? Distribution. A new AMD chip deal, first-party hosting, and native monetization rails signal OpenAI's ambition to own the full stack - infrastructure to app store and operating system.


5. TALENT: Is there a tech talent shortage, or is it just a mismatch? The WSJ reports that while layoffs have flooded the market, companies still can't find the right skills for AI, security, and infrastructure.


6. MARKET: Check out the GTMfund's take on the State of the Market: 75% of seed-stage startups have <12 months runway, 60% of Series A+ aren't hitting growth targets, and 25% of sales teams are shrinking. Shheeeeeeeeet. Buyers are more risk-averse, and PLG is on the rise again - not for price, but for speed.


7. SALES 1: Early-stage selling is heavy on Founder-Led sales, but founders often get sales wrong because they confuse product belief with buyer readiness. This playbook is great and covers how to build a sales process from scratch, including market mapping, email scripts, handling objections, founder-led tactics, and why closing isn't the hard part - it's getting to the first meeting.


8. SALES 2: What do you do when growth stalls? Jason Lemkin lays it out for us: double down on sales efficiency, revisit churn (see 10 below), and stop assuming marketing will save you. TL;DR: The answer is almost always "more pipeline."


9. MULTI-LLM: I often run multiple LLM agents on one task just to verify output - I have a lot of hallucination trust issues emerging. Simon Willison explores the rise of using agents in parallel for coding - as it's not just faster, but safer. Think multi-threaded prompts, error-checking via ensemble output, and LLM diversity as a helpful hedge against those friggin hallucinations.


10. CASE STUDY: A two-year mission to reduce churn. This post breaks down what actually worked with onboarding tweaks, activation metrics, internal alignment (and what didn't). The big takeaway is that there are no silver bullets, just sustained efforts to figure it out.


POD OF THE WEEK: Finishing it with a little more OpenAI, Reforge founder Brian Balfour on why ChatGPT is on track to become the next major distribution platform.

Top 10 in Tech - What to know for Week ending October 10, 2025

10/9/2025

 
1. SaaS METRIC OF THE WEEK: AI METRICS AI ARR isn't always what it seems. MostlyMetrics breaks down how companies are stretching definitions to inflate AI-related revenue — bundling, attribution games, and vague "AI features." Timely reminder: inspect the footnotes, stay cynical!


2. ESOP: Employee Share Option Plans are a wonderful idea to incentivize and retain great staff, but under the hood, ESOPs are complex, especially with changing valuations, both positive and negative, in today's market. Check out Airtree Venture's best practices for communicating the value of  ESOP to teams. This article also has a bonus financial model template (value calculator, salary package calculator, and vesting schedule). Check this cheat sheet for common ESOP terms.


3. BUYERS vs USERS: The person writing you a check is not necessarily the same person getting value out of your business. So take a read of this insightful article from HeavyBit on differentiating messaging based on this premise and the different profiles.


4. ESOP BENCHMARKS: A fast follow from above is this wonderful site that has compiled a set of Option benchmark data, comprising over 20,000 option grants from more than 1,650 startups across the US and Europe, sorted by Seed or Venture stage. Carta has also recently done the math and found that for seed-stage valuations ($1M to $10M), the median pool size is 12.9%


5. LINGO: Here is a mega Tech Dictionary update for you because AI is changing who writes what, and when, so we need new terms for all that: Vibe Coding, Spec-Driven Dev, Prompt Jail, and more.


6. AGENTIC: This article and also Slide Deck breaks down what the "Agentic Era" of software actually means IRL: autonomy, context awareness, and goal-driven UX.


7. VENTURE: Carta's Q2 report is out and shows early-stage VC is still holding steady -  but overall LP appetite is cooling. Time to liquidity is also growing, and markups are slowing.


8. BUBBLE: Is AI in a bubble? One-hundred-friggin-percent it is! But maybe all bubbles aren't all bad? Azeem Azhar takes a look at how over-capitalized hype cycles can actually drive real breakthroughs, as long as excess gets channeled into things like infrastructure.


9. GROWTH HACKING: Hacks that work edition: Growth hacking isn't dead—it's evolving. Foundation shares some cutting-edge strategies to scale in competitive markets. From viral loops to leveraging micro-influencers, there is some true gold in there.


10. CASE STUDY: Complementing #9 above, real growth hacking is about rapid iteration across product, marketing, and data. This First Round piece unpacks what growth hacking actually means today, with examples from Airbnb, Dropbox, and more.


POD OF THE WEEK: Growth by experimentation, Albert Cheng shares how his teams run 1,000+ experiments a year (!) to unlock growth.

Top 10 in Tech - What to know for Week ending October 3, 2025

10/2/2025

 
1. SaaS METRIC OF THE WEEK: Churn. See #2 for more on Churn. According to CatchJS, though, we're all calculating churn rates wrong. If you love Statistics, the article is well worth reading, and it even gives some Python code to perform the more complicated probability-based equation they recommend. You can then check out this tool (as a handy Google Sheet) from Newfund as a way to analyze the strength of revenue streams for any B2B startup. A complementary article outlining the methodology behind the tool is here (and you should read it first).


2. CHURN: See #1 above;  it's the ultimate leaky bucket. BVP's guide on tackling customer churn explains how to identify root causes and implement strategies to reduce attrition (that can be terminal). Analyzing churn data, improving customer onboarding, and enhancing product value to retain users are all in there. The guide also provides actionable steps for creating a comprehensive churn action plan to plug those leaks.


3. SALES: Do technical products need a different type of sales process vs traditional enterprise SaaS products? Check this guide on Tech SDRs. These Reps, understanding developer needs, are key to selling DevTools efficiently.


4. PRICING: Are AI subscriptions broken? This piece argues usage is too spiky, infrastructure too costly, and churn too high for any SaaS-originated flat-rate pricing to hold. Pay-as-you-go may be the only model that scales sustainably.


5. UNIT OF WORK: How the heck do we all quantify what a "unit of work" is with AI? In SaaS, we all know it pretty well - it's a user capacity or a workflow. In AI, it's waaaaay fuzzier. This post digs into how designing around discrete, value-linked units will make AI tools more usable (and billable).


6. AI PAYMENTS: Speaking of billable (see above if ya skipped it). Google just launched AP2: Agents to Payments. It's an open protocol for connecting LLM agents to tools, data, and real-world actions — including transactions and Units of Work ;-) It's kinda like Stripe for autonomous AI workflows.


7. OPERATIONS: Oh - this one is short but good (and bleeds into these two longer reads here and here)! High performing companies run on "accountability machines" - simple, repeatable systems that clarify ownership and drive consistent execution.


8. SEARCH vs ASK: As mentioned in a newsletter earlier this month, with 60% of Google searches ending in zero clicks, the shift from search to ask is accelerating. ChatGPT already sees 300M+ monthly queries, so how much of that traffic is search-like? This article reframes this as an SEO problem for an "Ask Engine" world — where ranking means getting cited by an LLM, not just showing up on Google - how do you even measure that??


9. FUNDRAISING: Ouch - This article doesn't mince words: most investors don't care about your business. What they do care about is how fast it can grow and how big the outcome could be. If you're building slowly and sustainably, you're maybe not the product for them.


10. CASE STUDY: I love studies on what NOT to do, and AI is a great one - it can 10x your output, or blow up your credibility. This firsthand account of an intern using AI to write code, emails, and even Slack messages is equal parts impressive, amusing, and alarming.


POD OF THE WEEK: Why AI will make everyone a manager, and how the same skills you use to manage people today will be essential for also managing AI.

Top 10 in Tech - What to know for Week ending September 26, 2025

9/25/2025

 
1. SaaS METRIC OF THE WEEK - VC MATHS: IRR vs Return Multiple — they sound similar but measure totally different things. This post breaks down the math VCs actually use to rank funds, justify exits, and explain why speed sometimes beats size.


2. CHIP WARS: After the US government took a 10% stake in Intel last month, Intel and NVIDIA just announced a major partnership. Intel will manufacture NVIDIA's next-gen AI chips — a move that could reboot Intel's foundry biz and reshape the AI infrastructure race. Huge signal bringing together two of the biggest players in the industry.


3. M&A: Navigating some kind of acquisitions process is a relatively unexplored topic in this newsletter, so check this guide to running an M&A process as a Founder from First Round Review.


4. LANDING PAGES: Want to get better at creating effective landing pages? Scrapbook's SaaS landing page optimization checklist provides a guide to creating compelling headlines, using high-quality visuals, optimizing for mobile, indexing, and, of course, including strong CTAs to boost conversions. BONUS: How to write killer CTAs.


5. PITCH DECK: A great pitch deck resource from Alexander Jarvis, who hosts almost 540 of them (and 10,000 pages)! The cool feature here is that you can search/filter startup decks by stage, topic, and country.


6. SALARIES: Want to retain startup talent? Their pay still matters. This breakdown shows how overall compensation mix (cash vs equity) impacts retention, with really clear data points by role, stage, and geography. Bookmark this for your next comp review for sure.


7. DATA MOATS: The idea that data creates a durable moat? It may be overhyped. The Platforms Substack argues most pure "data moats" leak — fast. Unless you've got proprietary generation and tight reinforcement loops, someone else can out-model you.


8. BOTS: One-third of the internet is now bots (see the live feed of that here)  — and we have some very good bots out there, but most of these are not the good kind. Vice digs into how fake traffic, scraped content, and automated engagement are distorting the web. It's not just noise, it's business models built on BS that's enshittingifying what we have.


9. MANAGEMENT: Ever feel weird running a startup like it's a friggin' classroom? If you nodded your head, you're not alone. This piece unpacks "educational trauma" — why many leaders default to teacher mode, and how to build an adult-to-adult culture instead.


10. CASE STUDY: OpenAI isn't just building models — it's building a distribution machine. This breakdown shows how ChatGPT's product, pricing, and plug-ins mirror some classic SaaS GTM… but it all moves faster than traditional SaaS ever could. And it's publishing how people use their products.


POD OF THE WEEK: Complementing number 2 in this week's newsletter is from a16z on the Chip Wars. A Deep dive into the AI chip race, TSMC choke points, and why NVIDIA's real moat isn't just hardware.

Top 10 in Tech - What to know for Week ending September 19, 2025

9/18/2025

 
1. SaaS METRIC OF THE WEEK: CLTV to CAC Ratio: This is the classic signal of go-to-market efficiency. Everyone quotes 3:1 (too low, likely not PMF, too high, you ain't spending enough on marketing) — but this breakdown goes deeper with benchmarks by sales motion (PLG vs enterprise), contract size, and stage. Bonus: includes a free model template to run your own numbers.


2. VENTURE: PitchBook's Q2 report is out: global VC fundraising is down 32% YoY, and new fund launches hit a decade low. But dry powder is very much still around (and remains high), and early-stage rounds are holding firm. The market is slow, but not dead.


3. BOTTOMS UP: Bottoms up adoption is hard to crack😉 (learn more about the bottoms up model here). For example, according to Gergely Orosz, Hashcorp has a total of 4,300 customers, but only ~800 of them generate 90% of their annual revenue. And here is how to forecast.


4. AI: Like the great SaaS Ponzi schemes I joke about — AI may be worse. When we all have 100 agents, who's actually doing the work? SaaStr explores what may happen next: consolidation, vertical focus, and agent collapse?


5. WORKFLOWS: Workflows are eating SaaS. Clouded Judgement breaks down why every SaaS company wants to be a system of action — not just record. Usage-based pricing, AI features, and margin pressure are all fueling the shift.


6. SCALING: Sure, software is scalable, but Startups don't scale by adding people — they scale by building systems. This breakdown covers how to layer ops, reduce founder dependency, and keep complexity from killing momentum.


7. LOOP MARKETING: Hubspot has a brand new term for your teh dictionary: Loop Marketing. It's all about ditching more traditional funnels we all know well and embracing real-time feedback loops designed to connect product, content, and community to drive growth. Sounds a bit froo froo, but this matters because now about 60% of all Google searches end in zero clicks - users are getting answers from AI overviews without ever visiting your website. Looping means getting cited there.


8. SOFTWARE 3.0: Bessemer takes a crack at mapping the future of dev tooling in the AI era and are calling it "Software 3.0," - which is eval-first workflows, agentic infrastructure, and tools that help devs manage hallucinations, kinda the new style of bugs.


9. PRIVATE MARKETS: Super interesting question: What if AI doesn't just disrupt how companies operate — but how they're valued? Colossus explores how AI could reshape underwriting, due diligence, and exits in private markets.


10. CASE STUDY: Do your profit margins need a tweak? Here are 40 strategies for improving your profit margins from Sameer Dholakia, with a case study on SendGrid (from high burn to growth and IPO)


POD OF THE WEEK: From CJ Guftason, how much revenue do you need to IPO in 2025?

Top 10 in Tech - What to know for Week ending September 12, 2025

9/11/2025

 
1. SaaS METRIC OF THE WEEK: Attribution - Marketing attribution models help marketers assess the data behind user touch points and conversions to understand the return on Investment and effort. Learn more here on Single-touch attribution models, Multi-touch attribution models, attribution tools,  and more to make better data-driven marketing decisions.


2. HOMEPAGES: IS your homepage a barrier to sales, opportunities, value prop comms?? This article makes the case that it is (as potential users want to get their hands on the end product as quickly as possible) - it's a time to value play across PLG and classic Sales lead SaaS.


3. CONTRADICTION: Point Nine Capital discusses the importance of embracing contradictions in business and also uses one of my new favorite phrases, "Startup Advice Industrial Complex". Startup Leaders should balance conflicting priorities, such as growth vs. profitability and innovation vs. stability, to drive success. In theory, understanding and managing these paradoxes should lead to more resilient and adaptable companies (and teams).


4. DESIGN: For the first time ever, I got the most comments from last week's post based on the Pod of the week - focused on Design Thinking for non-humans (agents, cars, etc), so I figure I should up the Product/Design listings in this newsletter. Most SaaS software/tools today feel like Costco - designed for bulk use, not necessarily individual joy. This sharp piece explains why "good design" now means consistency, speed, and scale over delight or elegance.


5. VC LANDSCAPE: AI now powers 47% of all new VC-backed startups. The Median time from pitch to term sheet? Just 6 days!!!!! Whut?? Infra is hot (as I mentioned last week), fintech is cooling, and round sizes are holding steady. Always Charts galore with The Data Driven VC.


6. MARKETS: Silicon Valley Bank's H2 2025 report is out (yup - SVB is still very much around): flat funding, cautious investors, and a "slow burn" recovery - all the negative hits still on repeat. But signs of life in AI infra and B2B SaaS. Profitable growth remains in vogue - burn multiples are under the microscope. SaaStr also takes a deep look into the market and adds color - some startups are thriving, while others are circling the drain.


7. AI MARKET SIZE: SaaStr pulled some data from a bunch of different sources and made a bold call: AI will be bigger than cloud by 2030. (Despite being 15 years its junior). AI is scaling so much faster, embedding deeper, and monetizing more aggressively than cloud ever did (or could).


8. VENTURE: Anyone that's raised here has heard the dreaded phrases: "Too early," "too crowded," "not in our thesis" - VC-isms. This article breaks down the real reasons VCs say no. 10 rejection themes, decoded with some brutal clarity. A must-bookmark/read in prep for your next raise.


9. EARNINGS: Snowflake just posted $900M in Q2 revenue, growing 35% YoY. Tomasz Tunguz unpacks the numbers - usage-based pricing is working, AI workloads are rising, but headcount growth is flat. Efficiency remains the neo-scale.


10. CASE STUDY: SaaStr shipped 3 IRL apps using Vibe Coding (and lived to tell the tale). What worked: shipping fast with small teams. What didn't: vague specs and AI guesswork. Brutally honest, super helpful.


POD OF THE WEEK: Benchmark's Miles Grimshaw drops gold on what actually makes startups venture-scale. Jason Lemkin (SaaStr) and Marc Benioff are also there and go deep on what makes SaaS great — and what breaks it. ​
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