Craig Hewitt

Craig Hewitt runs Castos.

Eight years bootstrapping Castos to 7 figures. Still operating.

Craig Hewitt Founder and CEO

Craig Hewitt bootstrapped Castos over eight years.

Eight years bootstrapping Castos to 7 figures. Still operating.

Craig Hewitt Founder and CEO

Craig Hewitt is Founder and CEO of Castos.

Eight years bootstrapping Castos to 7 figures. Still operating.

Craig Hewitt Founder and CEO

Outlier is an AI-powered YouTube analytics/ideation product

An AI-powered YouTube analytics platform that helps creators discover trending videos in their niche, then generates winning ideas, titles, and thumbnails based on proven patterns.

Your Next Viral Video Starts Here

Outlier finds outperforming videos in a creator's niche

An AI-powered YouTube analytics platform that helps creators discover trending videos in their niche, then generates winning ideas, titles, and thumbnails based on proven patterns.

Your Next Viral Video Starts Here

Outlier generates ideas, titles and thumbnails

An AI-powered YouTube analytics platform that helps creators discover trending videos in their niche, then generates winning ideas, titles, and thumbnails based on proven patterns.

Your Next Viral Video Starts Here

Castos is still operating and is being rebuilt around AI.

One is I started on a channel, it’s called Link Berry, link berry.ai. It’s a AI writing tool for LinkedIn.

An AI-powered YouTube analytics platform that helps creators discover trending videos in their niche, then generates winning ideas, titles, and thumbnails based on proven patterns.

Craig Hewitt is the founder of Castos, a 7-figure SaaS company he bootstrapped over eight years and is now rebuilding around AI.

Castos has paid add-ons on top of its subscription plans.

Perfect for podcasters just getting started who need all the essentials.

Get clickworthy titles, extensive show notes, and viral social media posts from each episode you publish. All powered by AI, customized for you and your show.

$10 / month for all plans

$50 / month for every batch of 500 private subscribers

Craig Hewitt's services business is high-ticket retainer plus a one-off cohort.

Starts at $2k/mo · application only · a handful of founders at a time.

Starting at $5,000 /mo 3-month minimum commitment

The founding price is $2,000 because you're the case studies - a documented case study (with your sign-off) is part of the deal. Cohort 2 runs at $3,500 with your receipts on this page.

5–7 Clients at a time

Craig Hewitt's services business is capped at 5–7 clients at a time.

Starts at $2k/mo · application only · a handful of founders at a time.

Starting at $5,000 /mo 3-month minimum commitment

The founding price is $2,000 because you're the case studies - a documented case study (with your sign-off) is part of the deal. Cohort 2 runs at $3,500 with your receipts on this page.

5–7 Clients at a time

Outlier is freemium with a hard AI quota on the free tier.

Start free, upgrade when you're ready. Every plan includes our core outlier detection. Paid plans unlock unlimited AI.

Free users get 8 AI ideas per month

Most popular for creators

Built for agencies

Outlier's Creator plan costs $29 per month.

Start free, upgrade when you're ready. Every plan includes our core outlier detection. Paid plans unlock unlimited AI.

Free users get 8 AI ideas per month

Most popular for creators

Built for agencies

Castos has 7-figure ARR

I run Castos, a 7-figure ARR SaaS company. Rebuilding it around AI took the day-to-day of running it down to a few weeks of my time a year, on a team I’ve kept flat while revenue grew.

Eight years bootstrapping to 7-figure ARR, no venture money.

Castos is bootstrapped with no venture money

I run Castos, a 7-figure ARR SaaS company. Rebuilding it around AI took the day-to-day of running it down to a few weeks of my time a year, on a team I’ve kept flat while revenue grew.

Eight years bootstrapping to 7-figure ARR, no venture money.

Craig Hewitt has a weekly newsletter with 10,000+ founder subscribers.

Join 10,000+ founders reading it.

Every week I write up what I'm actually doing inside my own companies — the AI workflows that stuck, the ones that didn't, and what it's costing me to find out.

15 questions, about 4 minutes. No email until the end.

Craig Hewitt's existing owned audience includes an email list of almost 40,000.

we have an email list of almost 40,000 people and we have 4,000 customers

He says it cut the support burden in half across 4,000 customers

I think a good example of an agent is a customer support agent, and so we absolutely do. We implemented it six months ago. It’s called Doc Spot

It’s cut our customer support burden in half at CAOs and we have 4,000 customers.

The Castos AI Assistant generates titles, show notes and social posts from each published episode.

Get clickworthy titles, extensive show notes, and viral social media posts from each episode you publish. All powered by AI, customized for you and your show.

$10 / month for all plans

Craig Hewitt restructured the company around AI rather than adding a feature.

I run Castos, a 7-figure ARR SaaS company. Rebuilding it around AI took the day-to-day of running it down to a few weeks of my time a year, on a team I’ve kept flat while revenue grew.

I help CEOs restructure their companies around AI. I know what it takes because I've already done it.

Craig Hewitt kept headcount flat while revenue grew.

I run Castos, a 7-figure ARR SaaS company. Rebuilding it around AI took the day-to-day of running it down to a few weeks of my time a year, on a team I’ve kept flat while revenue grew.

I help CEOs restructure their companies around AI. I know what it takes because I've already done it.

Craig Hewitt cut his own day-to-day involvement in Castos to a few weeks a year.

I run Castos, a 7-figure ARR SaaS company. Rebuilding it around AI took the day-to-day of running it down to a few weeks of my time a year, on a team I’ve kept flat while revenue grew.

I help CEOs restructure their companies around AI. I know what it takes because I've already done it.