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Recent Articles
The AI Tools our Founders Use
I'm often asked what tools I recommend for getting started building with AI, so here's the quick overview of what Sterling Road portfolio founders use.
How to Handle Your First Board Meeting
After closing your seed round, you’re likely going to be faced with a new challenge: board meetings.
Make Your Own Conference
Today, we’re talking about making your own conference.
Wait on Hiring
Today, we’re talking about when to start hiring.
The Agents are Wild
Breakthroughs at the frontier of AI occur every week now, and as we move closer to AGI, the doomer voices will rightfully get louder.
Distribution is an Engineering Problem
Growth is hard and maintaining it month after month is extremely difficult.
Small to Large Markets
Today, we’re talking about your market size.
Keep Fundraising Simple
Today, we’re talking about keeping it simple when you’re seed fundraising.
Pivots — Don’t let the Past Govern your Future
Today, we’re talking about pivots and your past work.
Anthropic Tries to Save America
This week, the US Military demanded unfettered access to Anthropic's Claude, which the Pentagon already uses.
How To Use an AI Swarm
The AI tools got a lot better in recent months and the change is enough that almost everyone should adopt a "swarm mentality" when thinking about tasks.
Short Term Sales Contracts
Today, we’re talking about short term sales contracts.
Small Checks, Big Introductions
Today, we’re talking about leveraging small checks to find a lead for your seed round.
How to Keep Potential Investors Updated (with Template)
When an investor passes, most of the time, their answer will be some derivative of “not now”.
The Realm of Low Expectations
As a startup investor, I've seen many careers develop over the last 20 years and one of the worst patterns I see is: low expectations.
Close a Round With Repetition
Some funding rounds close quickly, but many get stuck in a quagmire of legal work.
The SaaSpocalypse is Real
The death of SaaS has dominated tech news and discussion recently, and justifiably so, household names like Salesforce have already seen their stock price drop almost 30% this year.
You Need Dozens of Agents Not Engineers
It sounds like science fiction but the coding AI tools are now advanced enough that you can have dozens operating on your behalf concurrently.
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