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April 25, 2026

77 Rules for Being a Man (According Sand Hill Elevator Conversations)

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  1. Your valuation is not your net worth. Stop confusing the two at dinner parties.
  2. If you still can’t explain what your company does after two sentences, pivot the company.
  3. Never trust a founder whose office has a foosball table but no revenue.
  4. ChatGPT is not a personality.
  5. Burning Man is a networking event. Accept this and dress accordingly.
  6. Your cold plunge is not a substitute for therapy.
  7. If you have to tell people you’re disrupting an industry, you’re not.
  8. The best thing about AI replacing jobs is that it also replaces the people complaining about AI replacing jobs.
  9. Learn to read a cap table before you learn to code.
  10. If your Series A deck has the word “ecosystem” in it more than twice, start over.
  11. Never date anyone whose valuation of themselves exceeds yours.
  12. Moving to Austin doesn’t make you a rebel. It makes you someone who moved to Austin.
  13. A Waymo ride at 2am is the Silicon Valley walk of shame.
  14. Own equity in something. Anything. Even yourself is a start.
  15. The H-1B visa is the most honest relationship in Silicon Valley — everyone knows exactly what they’re getting.
  16. Never apologize for a layoff in a blog post. Either own it or don’t write the post.
  17. The person who mentions their YC batch within five minutes is telling you everything you need to know.
  18. AGI is five years away. It has always been five years away.
  19. Your standing desk is not a personality trait.
  20. If you’re microdosing to be more creative, the problem isn’t your serotonin levels.
  21. A signed term sheet and a verbal commitment are not the same thing.
  22. Madera on a Thursday is worth more market intelligence than a year of TechCrunch.
  23. Everyone in San Francisco is building something. Most of them are building excuses.
  24. If you’re still in the office after 8pm, either something is broken or you have nowhere to go. One of these is acceptable.
  25. Never let a VC tell you what your company is worth on the way down.
  26. The best founders you’ve ever met had terrible social skills and excellent timing.
  27. Do not post your marathon time on LinkedIn.
  28. Crypto is either going to change the world or it isn’t. Either way, stop bringing it up at dinner.
  29. If the AI can do your job, it’s not the AI’s fault.
  30. Never hire someone who says “I wear many hats” without immediately asking which hats and whether those hats have shipped anything.
  31. The best thing about remote work is that your coworkers can’t tell if you’re on your third glass of wine. The worst thing is the same.
  32. An executive coach is just a therapist who charges more because they pretend it’s about the company.
  33. “We’re a family here” means they can’t afford competitive salaries.
  34. Your LinkedIn summary is the last place anyone looks to understand who you are.
  35. Never name-drop an angel investor who hasn’t wired the check yet.
  36. The person who talks most about work-life balance has the worst work and the least interesting life.
  37. Meritocracy is the story Silicon Valley tells itself. It isn’t wrong. It just isn’t complete.
  38. You do not need a Chief of Staff. You need to answer your own emails.
  39. If you have to fire someone over Zoom, at least use a good camera.
  40. Every person who has ever pitched “Uber for X” has a cousin who actually uses Uber.
  41. No one serious has a podcast. Everyone serious has been on one.
  42. Your Series B does not make you interesting at a dinner party. It makes you fundable.
  43. The best acquisition targets are the ones that don’t know they’re acquisition targets yet.
  44. NFTs were a test of who was stupid enough. Most people passed.
  45. If you are not embarrassed by your first product, you have too much runway and not enough urgency.
  46. There is no such thing as a co-founder who is “basically a co-founder.”
  47. When someone asks where you work, the test isn’t the company name. It’s whether you light up or look away.
  48. Everyone in the Valley claims to be contrarian. True contrarians don’t claim it.
  49. DOGE is what happens when Silicon Valley discovers government the same way it discovered taxis.
  50. If your culture deck is longer than your product roadmap, you have a culture problem.
  51. The best engineers don’t want to be managers. Stop promoting the best engineers.
  52. Equity vesting over four years with a one-year cliff is the closest thing Silicon Valley has to a marriage vow.
  53. Never let an AI write your apology. The hallucinations will make it worse.
  54. A pivot isn’t failure. Three pivots is a lifestyle.
  55. The person who “used to be at Google/Meta/Apple” peaked somewhere between two and four years ago. You can usually tell.
  56. San Francisco has gotten cleaner. It’s still not clean enough. This is still progress.
  57. Never take board notes on your phone. You are not that discreet and the board knows it.
  58. If your runway is under six months, it’s not a cash problem. It’s a conversation you should have had six months ago.
  59. The most expensive thing in Silicon Valley isn’t the rent. It’s the delusion that you’re the exception.
  60. Burning Man is mandatory for exactly the first three years. After that it’s a midlife crisis with better lighting.
  61. Own at least one thing you built with your hands. It will keep you honest in every product review you ever run.
  62. Never co-invest with someone you wouldn’t co-sign a lease with. Actually, don’t co-sign leases either.
  63. The friend who moved to Miami to avoid California taxes talks about California more than anyone still in California.
  64. An AI agent that makes mistakes confidently is just a junior employee with better uptime.
  65. Venture debt is a mortgage on your anxiety. Take it only when you understand both.
  66. The difference between a visionary and a fraud is about eighteen months of runway.
  67. If you have to explain why your raise was a down round, you’ll be explaining for years.
  68. The best networking you will ever do is on a plane. The second best is at a funeral.
  69. Work-life balance is a VC talking point. Founders have a different word for it: weekends.
  70. The best deals you’ll ever do happen in a parking lot after the conference ends.
  71. Your biohacking routine will not save you from a bad Q3.
  72. If your company values say “move fast,” check how long the last leadership meeting ran.
  73. A warm intro from someone who barely knows you is worth exactly as much as a cold email. Send the cold email.
  74. The person asking for 30 minutes of your time wants 90. Budget accordingly.
  75. Soylent is a meal. Pretending otherwise is the lie that keeps Silicon Valley functional.
  76. Never confuse being early with being right. The cemetery of correct-but-early ideas is full of Series As.
  77. The singularity is coming. In the meantime, answer your Slack messages.

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