Wednesdays Off

How do you know when you have found your purpose, and what happens when you stop assuming that more is always better?

In this episode of Wednesdays Off, Stavros sits down with Ab DeWeese to talk about purpose, entrepreneurship, contentment, inversion, working your way out of a job, AI, community, and the inner patterns that shape how founders live and lead.

Ab shares how he eventually named his purpose as learning and teaching, why he questions endless growth as the default entrepreneurial goal, and how looking at the opposite of an assumption can unlock better ideas. The conversation also explores founder bottlenecks, high-value problem solving, dads' groups, ADHD, anxiety, and building life around enough instead of constant pressure.

If you are an entrepreneur trying to lead with more clarity, build systems that give you freedom, and create a life that feels more intentional, this conversation is for you.

Share this episode with someone who might need it, and visit RoutineRebel.com to learn more about building a life and business with more freedom, intention, and community.

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Routine Rebel | Wednesdays Off

Creators and Guests

Host
Stavros Michailidis
Stavros Michailidis is a freedom-driven entrepreneur dedicated to helping others escape the grind and build lives of clarity, autonomy, and impact. He’s the creator of Routine Rebel, a movement for entrepreneurs who want to design businesses that serve their lives—not the other way around. Known for his grounded approach and rebellious spirit, Stavros brings real-world experience, deep curiosity, and a bias toward action to every conversation. Wednesdays Off is his latest practice: a weekly invitation to rethink work, freedom, and what really matters.

What is Wednesdays Off?

Wednesdays Off is the freedom podcast from Routine Rebel.

It’s for the leaders who are done being consumed by the very businesses they are building. Through raw conversations, personal insights, and behind-the-scenes stories, we explore what it really means to reclaim your time, energy, and joy—without sacrificing success.

This isn't a hustle podcast.

It’s a call to adventure—to practice freedom in real time, to simplify what matters, to build systems that get you out of the weeds, and to connect with others doing the same.

Each episode helps you challenge old patterns, reconnect with what matters, and build a life that’s spacious, meaningful, and yours.

Because freedom isn’t the reward. It’s the requirement.