You can be successful on paper and still feel stuck.
In this episode, Skye talks with entrepreneur and investor Kassidy Warren about leaving the corporate āsafe path,ā taking real risks, and the identity shift required to stop playing small. They unpack rejection, procrastination, reinvesting before results, and what it actually means to turn pro ā especially with an ADHD brain.
If youāve built something stable but know youāre capable of more, this one will hit.
What we cover:
- The hidden cost of corporate stability and āgolden handcuffsā
- Why procrastination is fear in disguise
- How to handle rejection without shrinking
- The mindset shift from amateur to professional
- Acting before you feel ready ā and why waiting keeps you stuck
Connect with Kassidy Warren
Kassidy Warren is the host of the For Your Own Good podcast, where he shares practical, direct conversations about business growth, leadership, and building companies that actually work.
If this episode resonated, you can follow Kassidy and explore more of his work here:
- Instagram: https://www.instagram.com/kassidy.warren
- YouTube: https://www.youtube.com/@KassidyWarren
- For Your Own Good on Spotify: https://open.spotify.com/show/1UfWzqSpuL685ReFGnIrgB
He regularly shares insights for operators and founders who want to move from chaos to clarity without fluff or hype.
About ADHD founders for ADHD founders.
Interesting in working together? You can click here to receive a free bottleneck audio session and learn more about what we do. https://www.unconventionalorganisation.com/unstuckaudiosession
Diagnosed with ADHD at the start of her PhD, Skye Waterson spent years researching what actually works and writing about it for thousands of founders. The pattern she kept finding: ADHD business owners don't have a focus problem, they have an operations problem, because the whole business runs through their own head. Now she and her husband, former programmer Robert Waterson, work as fractional COOs for those founders. They find the bottleneck, hire the fix, and build the system that holds.
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