Your Total Addressable Market (TAM) is $10 Billion? That’s great for your VCs. It’s terrible for your marketing. I used to make this mistake, too. I thought a "Massive ICP" meant massive opportunity.
For the Sunday crowd, we released the Shopify Winter’26 edition this week. Come appreciate this work of art, especially on desktop https://t.co/UbOtgVGU2Z
Features are officially commoditized. Any team can build what your product does with Cursor in weeks. The companies winning aren't playing the same game anymore. The old playbook was simple: Listen to buyers. Build what they ask for. Ship faster...
Getting to $300k ARR was hard. Getting to $3M will be impossible if you keep selling to your TAM. You have traction. You have revenue. But the strategy that got you to $300k isn't the one that gets you to $3M.
Getting to $300k ARR was hard. Getting to $3M will be impossible if you keep selling to your TAM. You have traction. You have revenue. But the strategy that got you to $300k isn't the one that gets you to...
Stuart Faught turned small focused SaaS ideas into 18 acquisitions by sticking to a simple repeatable approach on @acquiredotcom. The playbook: > Build for one clear niche > Validate traction early > Use partners instead of ads > Document everything upfront > Sell when the business...
Campfire wasn’t planning to raise again… Then they 10x’d revenue YTD, landed AI-native rockets like Decagon, and VCs started preempting. Term sheets in under a week. Watch 👉 https://t.co/TSr37V0Z82 #SaaS #AI https://t.co/Ajy9mKDi2U
"I ran a startup for 5 years. I thought we moved fast. Then I joined OpenAI—and realized I had no idea what fast actually meant." Head of Product for @OpenAI's Codex @embirico and I chat about: 🔸 How OpenAI built the...
Your job as a startup founder is to find ways to innovate on distribution strategy as much as you innovate on product strategy.
I love B2B SaaS startups like these. Hyperniche. Hyperfocussed. A HR/talent contact data platform on @acquiredotcom. > $158K TTM revenue > $72K TTM profit > 700K+ HR leader database Listing here: https://t.co/Gw1nCjb4CK https://t.co/HsiMTD2o8o
I wasn't getting what I wanted out of OpenAI api this morning so switched over to Anthropic -- for this feature Took about 20 seconds to "hot swap" per @Benioff's point on LLMs as the new disk drives I don't think...
Founders checking @metricablecom to see their MRR growing: https://t.co/pR5aUMFM2e
What happens when a finance leader becomes a founder? John Glasgow built Campfire with $3.5M raised… and still had half the cash left. Investors literally told him: you need to spend more. Watch 👉 https://t.co/TSr37V0Z82 https://t.co/T7hvpjJI62
2025 in the end was better for IPOs than 2022-2024, but still pretty Meh per @WSJ But 2027 (plus or minus)? Databricks, Anthropic, OpenAI, SpaceX, Canva, Stripe, etc? Probably will be the great stretch for IPOs of all time. ...
2026 planning is officially done. Last weekend, we locked in the roadmap for the next 12 months. We made some hard decisions. We killed some legacy projects. We doubled down on what’s actually working. (And yes, we managed to break...
I've covered 9,000+ tech funding events at my SaaS news site. I just launched a searchable database of those funding events. I built this with Replit which was an amazing and frustrating experience. Fast coding but a lot of errors....
AI ops tools combine. They don't compete. Whenever a new tool launches, people go "RIP existing tools" (especially if it's from OpenAI). But they're missing the point. The field of ops and AI automation is WAY too big to be covered by one single...
The vast majority of AI use in 5 years from now will be on things we don’t even do today. In most areas of work, we actually haven’t reached peak demand. In fact we’re very far from it. We haven’t reached...
Hooray, you got profitable But did you re-accelerate growth? 👉That's got to be Job #1 in 2026 The markets are clear here https://t.co/ABDiIIggDK
I almost switched to over to an $80,000 a year vendor the other — after many, many years on the competiton. What stopped me? The $7,500 migration fee It’s not that I can’t afford it. It’s just that, combined with...
If you're working on your Strategic Plan for 2026 as a Founder then this is for you. For each of my clients inside my GTM Programs, I've been working to get them ready for 2026. My goal is to help...
The new Shopify Partners site is 🔥 https://t.co/Rah0HCMTkI
@SimonHoiberg Whats your approach to distribution? Especially now that building is "easy". @SimonHoiberg
CROs at slow-growing B2B companies basically become experts at raising prices. Chief Price Raising Officers. That’s where the short-term growth is, at low growth. You make the quarter by forcing the existing base to pay even more. Whether they want to. ...
Wealthfront IPO'd today at $2.6B 🎉 The 17-year journey: 2008: Founded as "kaChing" 2014: Peak at $700M valuation 2018: Down round to $500M 😬 2022: $1.4B UBS deal collapses 2025: IPO @ $14/share, $485M raised The pivot that saved them? Cash accounts now drive 75% of...
Duolingo went “AI first" 6 months ago. Revenue grew 41%. The stock dropped 64%. Here's what they missed 👇 On paper, things looked great. > ~$260M revenue with 73% margins > 33% YoY growth in bookings > 135M MAUs Yet...
If you are investing in Agentic AI for internal org efficiency, I highly suggest creating a new GL account to track this spend. Don't comingle it with "internal use software." We should treat Agentic AI spend just like employee and...
Founders realizing they need to work on distribution from day 1: https://t.co/ADYBNNLJja
The long pole in the tent for so many of these AI startups is getting great at selling and converting pilots. Someone should create some content on doing the "perfect pilot" for all of them to use.
“Because as workflows get more automated and more agent driven, the fragility point often has nothing to do with the model and everything to do with whether the agent pulled the right value from the right system at the right...

This week on Clouded Judgement: Systems of Record are Evolving - Median software multiple: 4.9x - High Growth software median: 14.5x - Mid Growth software median: 7.5x - Low Growth software median: 3.7x - 10Y: 4.2% Article in next post 👇 https://t.co/UNwSW8tzzJ
This week on Clouded Judgement: Systems of Record are Evolving - Median software multiple: 4.9x - High Growth software median: 14.5x - Mid Growth software median: 7.5x - Low Growth software median: 3.7x - 10Y: 4.2% https://lnkd.in/gqZjDGnS
John Glasgow was one of the only finance leaders in his YC batch—and for good reason. 500 diligence requests + spreadsheet chaos = the spark that led to Campfire. Great convo on Episode 222 of The SaaS CFO Podcast. Watch here 👉 https://t.co/TSr37V0Z82...
After working with 100+ B2B SaaS businesses, some patterns are impossible to ignore: The teams that struggle with pipeline growth usually fall into the same traps. - Chasing volume at the expense of quality. - Relying on the latest tech...
So few companies get the power of the long tail in an ecosystem. IMHO: Ecosystem = Long Tail. Amazon, Apple, Shopify, Salesforce, HubSpot are all examples of companies that have *thrived* by embracing and leveraging the long tail of their...
This article by Ray Iyer is a searingly insightful view of the dangers of vertical competition emerging around consumer AI assistants. "Every retailer—grocery or otherwise—should be asking two questions: 1. How many layers sit between you and your customer? Count...
Let's make the CMO be the CMO again. Your CMO should be the best storyteller at your company. Full stop. That's my bias, but I'm sticking with it. The CMO is not the CFO (crazy, right?) The CMO should be...
Some great analysis from the AHrefs team deserves more attention -- because it shows you how to spam, er... authentic-mention-build your way to visibility in the zero click marketing platform that is ChatGPT. Respect to Glen Allsopp for this banger...
Maintaining accuracy across a long context window is one of the most important variables for AI agent advances from here on out. It looks like GPT-5.2 is a major upgrade on this front. This is very bullish for enterprise AI...
If you’re still doing tasks a machine can do, you’re holding your business back.
If you want predictable revenue, create predictable customer outcomes.
I’ve been using Replit for 5 months and probably 300 hours in And just saw this feature … now Exposing features once you are feature-rich is a non-trivial task https://t.co/xkt2ZQNvbC
We frequently get asked how a founder can tell when it's the best time to think about raising capital or making an exit. The truth is, it depends on a handful of factors. In this video, I walk through some...
Nice column setup for managing customer service at a car dealership using Fizzy.
A lot of teams are trying new AI tools because the demos look smooth and the promise feels real. But when we evaluated each analyzer across the core dimensions of CRO, a surprising number scored zero. They failed on the fundamentals: Who is...
The next era of finance won’t be dashboards and spreadsheets. It’s going to be AI sitting on top of clean, structured data and understanding how your business works. A few months back I got my hands on Maxio’s MCP (Model...
I asked 100 successful sales leaders why startups fail to scale revenue. Their answer? It was not because the product is bad. They stall because they’re growing on the backs of the wrong customers. In this The Science of Scaling...
Surge CEO Edwin Chen expects to see many $100M revenue/employee startups in the next couple of years "When we started Surge, we wanted to build it differently. With a super small, super elite team. What's crazy is that we actually...
In 44 months, I grew Retention(.)com from $0 to $20M ARR. These are the 8 BIGGEST mistakes I made along the way (and the revenue levels I made them at) 🧵
If no one's complaining that your SaaS or service is too pricey, you're probably pricing too low. If your MVP is not buggy and ugly (at least a bit), you launched too late. If no one's giving you hate on social, you're...