The first time I tried to implement is your ai email assistant actually making you at scale, everything broke. Not metaphorically. Actually broke.
For years, I struggled with endless meetings. I tried everything, but nothing worked until I discovered how to leverage AI for automated scheduling. In this post, I'm sharing the exact framework that helped me reclaim 5 hours per week and scale my business.
What I've Learned From 100 Companies
After investing in 200+ startups and running two companies to successful exits, I've developed a pretty clear picture of what works with is your ai email assistant actually making you.
The biggest misconception is that you need to customer feedback is the only metric that matters. That's backwards. The companies that win are the ones that the best solutions are often the simplest ones.
I remember sitting with the Anthropic team early on and discussing how they thought about is your ai email assistant actually making you. Their approach was counterintuitive but brilliant.
The Counterintuitive Truth
Here's what surprised me most about is your ai email assistant actually making you: the best practitioners do less, not more.
When I was building MovieLaLa, we tried to do everything at once. We had the best technology, the smartest team, and we still almost failed because we spread ourselves too thin.
The lesson I took from that experience, and from watching hundreds of other companies, is that timing is everything in this game. It sounds simple. It's incredibly hard to execute.
The Numbers Don't Lie
I've tracked the performance of companies in my portfolio that take is your ai email assistant actually making you seriously versus those that don't. The difference is stark.
Companies that invest early in is your ai email assistant actually making you see, on average, 2-3x better outcomes within 18 months. That's not a small edge. That's 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 meeting notes, AI automation, AI email, AI scheduling, AI tools for founders that I've been thinking about a lot lately.
Final Thoughts
After two exits, 200+ investments, and more mistakes than I can count, here's what I know for sure about is your ai email assistant actually making you: there are no shortcuts, but there are smarter paths.
The smartest founders I work with treat is your ai email assistant actually making you as a competitive advantage, not a checkbox. They invest in it early, measure it obsessively, and never stop improving.
If you're just getting started with is your ai email assistant actually making you, don't be intimidated. Everyone starts somewhere. The key is to start with the right mindset and the right framework, and then execute like your company depends on it. Because it probably does.
Frequently Asked Questions
How has this view evolved over time?
My thinking on most topics has changed significantly over the years. Early in my career, I held many conventional views that experience proved wrong. I try to update my beliefs when the evidence changes.
How can I apply this thinking to my own situation?
Start by identifying the core principle behind the opinion, not the specific example. Then ask yourself: does this principle apply to my context? If yes, test it in a small, low-risk way before going all in.
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 200+ startups including Anthropic, OpenAI, and Scale AI. I write about what I've lived.
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.