Blog #strategy
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#strategy

106 posts
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
Kathryn O'Day

How To Get Your Team Onboard with Changes in 2026

Simple, straightforward ways to build alignment

Jan 6, 2026 · 4 min read
Kathryn O'Day

2026 Startup Annual Planning In Less Than 1 Hour

Manageable planning for busy founders

Dec 9, 2025 · 4 min read