Blog #strategy
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#strategy

108 posts
A.T. Gimbel

Relationships Over Transactions: When to Reach Out to Investors

One of the most frequent questions we hear during our monthly Office Hours is: “When (and how) should I contact…

Apr 23, 2026 · 2 min read
Kathryn O'Day

Founder Favorites: Looking For a COO? 3 Startup Hires To Make

Don't hire a COO, says the COO.

Apr 7, 2026 · 3 min read
Kathryn O'Day

Should You Talk To VCs Who Are Not A Fit?

A founder’s time is valuable.

Mar 24, 2026 · 6 min read
A.T. Gimbel

Should I raise money or keep bootstrapping?

Another common Office Hours question we get is should I fundraise or keep bootstrapping?

Mar 19, 2026 · 2 min read
A.T. Gimbel

How do I know if I have product-market fit?

Another common question we get during Office Hours is how do I know if I have product-market fit (PMF)?

Mar 12, 2026 · 2 min read
Kathryn O'Day

4 Startup Lessons I Learned as an Ironman Athlete

How to be a 10 year overnight success.

Feb 17, 2026 · 5 min read
Kathryn O'Day

The Real Pros & Cons of a High Valuation

What news headlines don't tell you.

Feb 10, 2026 · 7 min read
Kathryn O'Day

5 Wild Ways To Pre-Sell Your Product

Fund your product before you build it!

Jan 27, 2026 · 5 min read
Kathryn O'Day

How The Best Startups are Using AI in 2026

Top 4 strategies (including fave tools) from a startup CRO and AI expert.

Jan 13, 2026 · 7 min read
A.T. Gimbel

Looking back, then moving forward

The end of the year is always a great time to look back on the previous year and reflect on…

Jan 8, 2026 · 2 min read