Sisyphus Society

Sisyphus Society is for anxious overthinkers. Build clarity, self-trust and consistency to start your next project.

Why you should join: A one-to-one onboarding call, three or more live group calls a week, daily accountability, monthly self-actualisation workshops and courses on getting unstuck and staying consistent. Membership is $950 a year.

The one-liner

A Skool coaching community for anxious overthinkers who want to start a creative project in 30 days.

What they actually sell

Sisyphus Society, run by David Bajramovic, lives on Skool. Its public pitch: "Transform your relationship with anxiety and self-doubt to unlock your full creative, social, and professional potential." Membership costs $950 a year. David, who brands himself the Recovering Overthinker, opens with a free consultation call. Membership includes a one-to-one onboarding call, three or more live group calls each week, daily support and accountability, monthly self-actualisation workshops and biweekly creatorship calls. A course library adds Existential Bootcamp, a Consistency Masterclass, Attention Mastery, Anxiety Academy and Clarity Quest, each given its own standalone value on the page. Inside sit 12 courses and a dense module library. A formal money-back promise is not spelled out on the about page.

Who pays and why

Creative people stuck in anxiety, self-doubt and overthinking who keep postponing their passion project. The pain is watching years pass while self-sabotage wins. They pay for frequent live group calls, daily accountability, workshops and a stack of courses on focus and consistency.

Where the members come from

The Skool lander and David Bajramovic's own teaching appear to be the main acquisition path. Public social links are thin on the about page, so growth reads as community-led rather than a giant media brand. Exact follower counts stay off the about page.

What's holding it back

It sells as an annual commitment and stacks many separate value claims, which can feel more like a sales page than a calm room for anxious people.

Steal this

Offer a free consultation before the paid door, so hesitant buyers talk to a person first.

Would this work in another niche?

Yes for any mindset-led goal, such as writing a book or launching a channel. Weak for hobbies that need no coaching.