I wonder how much of Stripe’s margin comes from junk fees that aren’t on any of the pretty dashboards, only the CSV that takes 24 hours to generate.
How do we see vertical Software M&A and fund raising shaping up for 2026? A lot of founders we speak with are trying to figure out what 2026 might actually look like if they're thinking about raising capital or selling....
Today, if there’s a good idea, prepare to see 100s of it. There’s a lot of sameness. In this market, leadership excellence wins. @marissamayer's experience is a major edge, but so is her ability to know how to put it...
The first 3 years of starting a company really wears you down. Finding product-market fit is hard. But once you get some success and push through that wall, that’s when it gets good. Unfortunately, too many people run out of...
I got so much positive response to my previous post about hosting a VC AI tool show and tell that I created a form to capture interest - if you'd like to stay in the loop please fill this out...
Postscript 's Chris Brubaker is not afraid to color outside the lines of finance. In fact, it may be his superpower. As a master at partnering with sales and an advocate for finance leaders to have tech skills past the...
One of the things that surprised me about YC is how long we continue to advise founders. We thought we'd just help them get started and then hand them over to later stage investors, but in fact we're still talking...
Before $20,000,000 in ARR Maybe even before $50,000,000 in ARR Do not hire anyone with "strategist" in the first few lines of their LinkedIn bio

If you had to arrange one marriage in your business, it should be between your finances and your operations. Most businesses don’t struggle because they lack effort. They struggle because finance and operations are not aligned. Finance shows the what. Operations show the how. If your...
I see this pattern over and over in great exits. Founders don’t start by trying to sell. They start by solving a real problem well. Arman Iranpour (@ArmanIranpour) and Matt Aleali (@aleali_mahdi) were real estate investors frustrated by how slow and...
The strategic problem for openAI is that if the input box isn’t the product, then either the product is dozens of new apps or dozens of features in existing apps, and that means they’re competing with every startup on earth...
The Mega-Fund Math vs Reality Below is a simple case study on fund math. People are asking if a16z can really do a 3-5x on a $15B fund. To 3x net on $15B, you need ~$45B back. Assume ~5% ownership at exit. 👉 That...
I caught up with a portfolio founder who is doing super well. Profitable. Throwing off $1m+ in annual cash. Growing quickly. Doesn’t need to raise. But he didn’t take a holiday break - because he’s the bottleneck. If your company...
1/ The Back Door Is Open How Acute Infection Could Make Anti-Infectives Investable Again Anti-infectives never died. The business model did. Low prices. Short courses. High resistance risk. Pharma walked. Now look at Alfasigma stepping into HSV encephalitis. Small deal. Narrow indication. Big implication....

I passed on Airbnb in 2008. My note to the founders said I had "concerns about travel-oriented startups." A masterpiece of missing the point. Here's what I got wrong: https://t.co/syj5L8gRxz
I think the truth that few investors like to swallow is that the best companies really never needed them. Either for their money or their advice and connections. Those companies would’ve been great anyway.
Retell AI is one of the strongest companies we've invested in -- they've got an incredible team and product, and outlandish growth. They're hiring their first product manager if you or anyone you know might be interested: https://lnkd.in/gvRtGBXw

Back in the day, folks talked about Sand Hill VCs going to Bucks and doing deals over breakfast But the hipper VCs were in Palo Alto. And they did breakfast at Il Fornaio Another one that couldn’t make it in...
Congrats to Tracy Young Ralph Gootee and the TigerEye Team. So proud to work with this team all these years and can't wait to see what they do as a part of Lennar.
As a founder, I found that one of the hardest things about fundraising is managing the fundraise and the business at the same time. Both are full time jobs. And doing both haphazardly is the worst of all worlds.
New Job 2026, part X No, not for me, *for you*! Thread AI is based out of NYC and has built the platform the help companies and public sector actually use AI. Two amazing founders - Mayada Gonimah and Angela...
🚨 Lean AI Leaderboard Update A new speed record was just set. Higgsfield AI went from $100M → $200M run-rate in 2 months. Let that sink in. Here’s what makes this unprecedented 👇 • $200M run-rate in < 9 months...
Most founders don’t realize how exposed they are until they’re already in a deal. One buyer, one offer, one path forward. At that point you’re not negotiating, you’re just trying to get to the finish line without losing it. The buyer feels...
I've had a lot of fun sharing AI-powered tools I've built to help us run Precursor, and I have learned a lot from folks like Sarah Smith and Chang Xu based on what they are doing. I am thinking of...
If you’re struggling to raise, I think it’s sometimes helpful to ask yourself how someone would’ve built this business when the venture capital industry didn’t exist. Some of the techniques founders used back then were GOAT. Reading business / startup...
The first startup ideas tried to build were awful. We built too much. We built without close rapport with customers and built the wrong things. This was pre Lean Startup. Fast forward. Now that everyone knows about the Lean Startup...
In 2008 / 2009, when founders said they couldn’t raise money, they meant they literally couldn’t raise anything. Now when people say they can’t raise money, they mean they can’t raise more than like $100k.
What does it mean to be a founder-focused investment bank? Founder-focused means that a bank is fully unconflicted and focused on the interests of founders. In other words, the bank doesn't accept revenue from anyone that could be a buyer...

Sometimes, it takes a little dilution to reach Trillionaire status Where will you land? Try https://t.co/NlPWFTrkQ8 https://t.co/kU3hxso4IY
Much has been said about the challenge of standing out in VC, amid a growing pool of competing capital. Nothing works better than actually doing the work, delivering, performing. Thank you @dunn for your trust ⭐️
Startup people reach for the word “pivot” when they want a decision to sound intentional. I’ve seen teams use it for everything from a careful course correction to quietly walking away from a plan that stopped holding up. Same word....
Stop waiting for your startup’s product to be perfect because it never will be and that's okay so launch, get feedback, improve.
Today, Ben Johnson announced his new company, Tero ( https://www.usetero.com/ ), and I’m thrilled that we at NextView Ventures are joining him on this journey. Read why we invested below 👇 There’s something uniquely powerful about a second-time founder setting...
The best founders are relentless problem solvers. They have founder-problem fit; but more importantly, they have an innate desire to just keep solving whatever the next problem is. Founder-problem fit matters. But relentless problem-solving wins.

Typical equity rich, cash poor founder on https://t.co/E5wtQ9xial $370B net worth, but only $19M liquid https://t.co/oF2st2owCX
ElevenLabs will probably be worth more than Twilio by mid-2026 Really seems like a missed opportunity there
There are a lot of types of co-founder relationships that can work. But the ones I’ve seen w/ the highest success rate are when the co-founders have immense trust from having known each other for a long time AND are...

People underestimate how profitable “soft skills” businesses can be. Live on @acquiredotcom: A 15-year social skills training platform built on live, coach-led practice. > $561K TTM revenue > $275K TTM profit > 4,400 active members Full listing: https://t.co/woKnEzxZXN https://t.co/Ejax6k1Lqx
So at the end of the year I wrote an investment down to $0, my biggest write-off so far. $4m to $0. But my co-investor? He marked up his investment. From about $15m to $30m. How is this possible?...
If I were starting a product-company today, I would first start by building an audience that’s relevant to said product before even thinking about the product. Way easier to build and sell if you have close rapport with future potential...
For 11 years, I’ve sent a weekly newsletter. Five hundred seventy-two issues built around links people consistently tell me they actually read. That cadence works. I’m keeping it. But frequency isn’t the same thing as usefulness. A lot of operator...
People often think social posting is most beneficial for consumer products, but being a thought leader as the CEO of a fintech, developer, or SaaS company also pays off big time.

There are 7 days until Founder Friends Seoul. @ericbahn will be chatting with Ethan Cho and you know is gonna be a great chat when two super unhinged, honest, and hilarious humans hang. If you're in Seoul and free Jan 20, save...
Hot take: 90% of "AI features" shipping in B2B right now are terrible. The companies winning are doing something completely different. Come to SaaStr AI 2026 May 12-14 and learn what actually works from founders with the receipts. https://t.co/Ff7DKVt1H2
What are the basic milestones of a process (M&A or capital raise)? 1. Pre-marketing Complete the marketing materials (information packet and buyer list) and get your house in order. 2. Marketing Reach out to buyers, execute NDAs, and share marketing...

Two upcoming events worth checking out for anyone building or investing: 🤝🇰🇷 Founder Friends Seoul - January 20, 2026 A space to connect and learn from each other. No pitches, no pressure. ⛺️ Camp Hustle 2026 - May 11-13, 2026 An oasis...
Rules are the enemy of great returns -- but this is a very good heuristic for VC 👇 1⃣Founders with high agency 2⃣Encyclopedic about their industry 3⃣Who can materialize labor, capital & customers 4⃣Have "Count of Monte Cristo" motivation. Great pod by my...
Yes, VCs often have a “liquidation preference” But there is also a “founder preference”. It’s called retention payments, which can often be eight figures on top of any return from common. And are often structured in a way to...
" Everyone has domain knowledge in their head that is not monetized yet." @amasad of @Replit on the explosion of niche, decentralized entrepreneurs: https://t.co/Fd5FhtZSOG
Old rules: Around Year 5, the Competition Catches You in Whatever Made You Special Around Year 10, you have an Existential Threat. The tech world has changed so much, what you started with is sort of irrelevant. Today, with AI, often happens...