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How James Evans Got 20 Million Users

And raised $24 million for his YC-backed startup

Pretty wild.

But that’s exactly what happened for James Evans, co-founder and CEO of Command AI. If you’ve been a subscriber for a while you might remember when I wrote about James’s unique perspective that creating a category is overrated.

I wanted to go deeper on some of his other contrarian ideas, and also get the details on their path to 20 million users, getting into YC, and more so I asked him to join for an episode of the pod.

Listen now on Spotify, Apple, YouTube or your podcast platform of choice.

In our chat we discuss:

Founder Journey

  • (01:00), James’ founder origin story

  • (04:04), Command AI origin story

  • (25:15), Gaining conviction to build Command AI

Founder Mindset

  • (06:39), Recognizing pivot opportunities

  • (08:23), The overrated nature of creating new categories

  • (11:06), The myth of necessitating truly new creations

Growth Strategies

  • (15:17), Engaging in activities that probably don’t scale

  • (22:37), Can anyone become a founder?

  • (41:53), Prioritization strategies for founders

Networking & Resources

  • (29:18), Effectively using the YC experience

  • (33:07), Using Loom as a fundraising cheat code

  • (35:53), Well-designed decks vs. substance

  • (39:10), James’ angel investing learnings

  • (44:03), Securing big logos early

Rapid Fire

  • (47:25), Recommended investors?

  • (48:33), Advice for first-time founders?

  • (49:08), Favorite SaaS tools?

  • (50:03), One change you’d make in startups?

Where you can find James and Command AI:

Listen now on Spotify, Apple, YouTube or your podcast platform of choice.

Get the next one.

One essay every Sunday on the decisions that make or break founders.