Wednesdays Off

In this episode of the Wednesdays Off Podcast, Stavros sits down with Doug Polster for a conversation about overcoming ego, asking for help earlier, and using reflection, partnership, and emotional awareness to build healthier entrepreneurial performance. The episode moves through the lived reality behind ego, asking for help, entrepreneurship, partnership, accountability, connecting big ideas to practical reflection, leadership, and everyday decision-making. One of the lines that anchors the conversation is: "Well, during the interview process, I asked folks, what is one thing that you know to be true or one lie that you kind of had to overcome, right?"

Expect a discussion about identity, pressure, patterns, growth, and what it looks like to build a life that feels more aligned from the inside out. If you're a founder, leader, or high performer trying to make sense of change without losing yourself in the process, this episode will give you language and perspective you can actually use.

Keywords: Doug Polster, entrepreneurship, ego, asking for help, burnout, high performers.

Watch the full episode, share it with someone who needs it, and subscribe for more conversations on entrepreneurship, self-awareness, freedom, and intentional living.

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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.