Ryan Castillo

Cofounder of @Knowatoa. Helping brands replace that lost organic traffic.

[Ryan Castillo @rmcastil]

If you’re not enjoying the process, what’s the point of torturing yourself with bootstrapping a SaaS?

Thanks to @MathiasHansen for the inspiration.

[Ryan Castillo @rmcastil]

@jasonfried Any tips?

[Ryan Castillo @rmcastil]

@jasonfried I want to come back and try it out but it would only be me using it. Yesterday I started working on something that I thought could use the shape up process + Basecamp. But it seems kind of overkill if I can’t get my team onboard.

[Ryan Castillo @rmcastil]

How about everyone else? You got a buried tweet from 4 years ago that shows how different your life is today?

[Ryan Castillo @rmcastil]

I just remembered this thread from 4 years ago as I was being recruited to play basketball. These were at the same gyms I got the cold shoulder at years ago.

What happened in between?

[Ryan Castillo @rmcastil]

I played 5v5 🏀 yesterday for the first time in 3-4 years and I didn’t enjoy it as much as I anticipated.

The company was sour and my body refused to do what my mind thought it could.

It got me thinking about how I approach problems.

🧵👇

[Ryan Castillo @rmcastil]

If this was a LinkedIn post I’d list 10 lessons to learn from this that can be applied to bootstrapping.

But I just didn’t like the way something was and decided to do something different. None of this was planned and I never imagined it would turn out this way.

[Ryan Castillo @rmcastil]

@tomaslaucom I’ve done that jump but 10 years earlier. Were the kids still climbing to the top of the tree and make it seem like it was nothing to jump from even higher?

[Ryan Castillo @rmcastil]

@lkr 1000%

We’re seeing this on the AI visibility side. Everyone is pushing slop to socials, to emails, to content, and even apps themselves. Everything looks and sounds the same.

Where are you at with video podcasts? I feel like that’s the one place I can escape the slop.

[Ryan Castillo @rmcastil]

@jasonfried What’s your primary use case? tTrail running? How many miles have you put on them?

[Ryan Castillo @rmcastil]

@tomaslaucom In the era of vibe codes apps I believe this is going to be one way to stand out. What kind of stuff have you built in?

[Ryan Castillo @rmcastil]

@harisenbon79

[Ryan Castillo @rmcastil]

@aarondfrancis Congrats man. What pushed the decision?

[Ryan Castillo @rmcastil]

@bsierakowski Recording videos I see.

[Ryan Castillo @rmcastil]

I've been segmenting our signups based on enrichment data and their onboarding submissions for months now.

Just realized I should have been going with their keyword count.

Sometimes the obvious answer is sitting right in front of you.

I think this is similar to the misplaced semicolon I'd have to look for pre-Claude.