Founding Journey
Get advice to help build, grow, and raise capital for your startup, written by an a16z-backed founder.
- Indexed issues, last 90 days
- 14
- Latest publication
- Sep 24, 2026
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- Earliest in this view
- Jul 8, 2026
Latest issues
The Startup World Is Small (opens the original)
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Hey y’all — a founder buddy reached out to me this week.His business is doing really well. Growing, profitable, big enough to support him the rest of his life. The kind of company you’d want to be building.But he wasn’t calling about any of that.He was calling because another founder in his orbit was making his life harder than it needed to be. And it was getting under his skin.He came to me because “he knew I’d get it.”And… I do get it. When someone wrongs you, the instinct is to do something a
Federer vs. Djokovic (opens the original)
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Hey y’all — if you’re building a startup, you probably actively care about your success.Whether your motivation is a better life for your family, or just an inherent drive to win at all costs, you’re passionate about the time and sacrifices you put into your company meaning something.Roger Federer and Novak Djokovic are considered to be two of the three best tennis players of all time.Both won more Grand Slam titles than anyone who had come before them.Yet their philosophies about achieving grea
Hello Monolith (opens the original)
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Hey y’all — we had some deliverability issues a couple weeks ago, so most people didn’t see this issue and I think it’s worth a read as more folks dive into agentic team structures either through Grok Bot, Muse, Instinct, or something else.So… it’s time for a flashback.It’s 2018. Pre-COVID. Pre-LLMs being everywhere.A big debate in software engineering was whether you should build your product as a monolith or a swarm of microservices.The former offered simplicity whereas the latter gave specifi
Paul Graham's 6 Observations on 2026 (opens the original)
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Hey y’all — Paul Graham is a legend.As the co-founder and primary founding face of Y Combinator, he’s overseen countless unicorns emerge from their earliest days.He sat down with Vivian Shen, a current visiting partner at YC, for a talk on ambition, and where he sees the startup world being at in 2026.Watch it here, and read my takeaways below.Btw, as we head into the fall, I’m looking to do more IRL private/curated dinners in NYC, SF, and elsewhere. Let me kn
You Don't Need AI Teammates (opens the original)
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Hey y’all — time for a flashback.It’s 2018. Pre-COVID. Pre-LLMs being everywhere.A big debate in software engineering was whether you should build your product as a monolith or a swarm of microservices.The former offered simplicity whereas the latter gave specific jobs to specific services.I can’t help but notice the same exact debate has broken out around agentic systems, especially in the wake of Grok Bot’s release.Some people are arguing in favor of building teams of agents, each with names,
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