Why "Good Enough" Beats Perfect When Building Your Coaching Program with Jake Wysocki episode artwork

EPISODE · Apr 1, 2026 · 15 MIN

Why "Good Enough" Beats Perfect When Building Your Coaching Program with Jake Wysocki

from Milestone Moments in Business & Leadership

What if the thing holding you back from launching isn't your expertise, it's your definition of ready?Jake Wysocki spent years training hundreds of professionals inside Fortune 200 companies before one conversation with his wife changed everything. He walked away from a job he loved, skipped the side hustle, and built something entirely new. But the path that followed wasn't straight, and what he discovered along the way reframed how he thinks about programs, perfection, and the cost of waiting.In this episode, Jake breaks down why chasing perfection is the wrong goal entirely, and what to pursue instead. He also shares the low-risk strategy he borrowed from Jim Collins that every entrepreneur needs before going all in on a big idea.If you've been telling yourself "I'll do it someday," this episode will make you rethink that timeline.Tune in now and catch this episode on your favorite podcast platform.To connect with Jake Wysocki, visit workshopy.comStay connected! Subscribe to Sheila's newsletter for early access to upcoming episodes and events, expanded strategies and resources, and direct connection with Sheila for questions and support.Subscribe to the Newsletter: https://fivemilestones.kit.com/newsletter Connect on LinkedIn: https://www.linkedin.com/in/sheilaslick/ Subscribe on YouTube: https://www.youtube.com/@fivemilestonesFive Milestones: https://fivemilestones.com/show/Sponsored by PodToBook.ai | Turn Your Podcast Conversations into a Book

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Why "Good Enough" Beats Perfect When Building Your Coaching Program with Jake Wysocki

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How long is this episode of Milestone Moments in Business & Leadership?

This episode is 15 minutes long.

When was this Milestone Moments in Business & Leadership episode published?

This episode was published on April 1, 2026.

What is this episode about?

What if the thing holding you back from launching isn't your expertise, it's your definition of ready?Jake Wysocki spent years training hundreds of professionals inside Fortune 200 companies before one conversation with his wife changed everything....

Is there a transcript available for this episode?

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