For years, I struggled with writer's block. I tried everything, but nothing worked until I discovered how to leverage AI for a seamless workflow. In this post, I'm sharing the exact framework that helped me reclaim 20 hours per week and scale my business.
The Reality Nobody Talks About
A lot of the advice on AI scheduling rests on assumptions that made sense five years ago. The world has moved on.
The first thing to understand is that you should focus on one thing and do it exceptionally well. I've seen this play out across dozens of companies. The pattern is unmistakable.
Many teams spend months on the wrong path before realizing that your team matters more than your technology. Once they make the switch, everything changes.
What I've Learned From 89 Companies
A few patterns in AI scheduling come up again and again.
The founders who handle AI scheduling well understand that most founders overthink this and underspend on execution.
The Numbers Don't Lie
Investing early in AI scheduling can be the difference between raising your next round and running out of runway.
One of my portfolio companies went from struggling to profitable in under a year after they finally got serious about this. The founder told me later that they wished they'd started sooner.
This connects to broader themes around AI scheduling, AI email, AI writing tools, AI meeting notes that I've been thinking about a lot lately.
Wrapping Up
I've shared a lot here, and I know it can feel overwhelming. But you don't need to get AI scheduling right on day one. You just need to get started and keep improving.
Founders who do well at AI scheduling tend to share one trait: they're relentlessly practical. They don't chase perfection. They chase progress.
That's the mindset I'd encourage you to adopt. Start where you are. Use what you have. Do what you can. And keep pushing forward.
As always, I'm rooting for you.
Frequently Asked Questions
Q:What's the most common pushback you get on this?
People often push back by citing exceptions or edge cases. And they're usually right that exceptions exist. But building a strategy around exceptions rather than patterns is a losing game for most founders.
Q:Do all experts agree with this view?
No, and that's fine. The best ideas in business are often contrarian. I share my perspective based on my experience and data, but I encourage you to seek out opposing viewpoints and form your own conclusions.
Q:What experience informs this perspective?
This perspective comes from over a decade of building companies in Silicon Valley, two successful exits (RemoteTeam to Gusto, MovieLaLa to Gfycat), and investing in 234 startups including Anthropic, OpenAI, and Scale AI. I write about what I've lived.