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Index/Startups & Founders/The Art Of Entrepreneurship
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Setting the table for hard conversations

The Art Of Entrepreneurship · 2026-06-16 · 16 min

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Episode notes

This episode of The Art of Entrepreneurship is for founders and leaders who want to stop waiting for hard conversations to become unavoidable - and start building a culture where they never have to be. Most leadership advice focuses on how to have the hard conversation. This episode is about everything that comes before it. Inspired by a LinkedIn comment that I couldn't stop thinking about, I walk through four practices we've institutionalized at Accelity that make hard conversations easier long before they ever happen: accountability loops, our Growth Hero upskilling program, intent versus perception, and MRI (Most Respectful Interpretation). Each one builds something different: direct communication habits, shared skills, a framework for when things go sideways, and a default assumption of good intent. None of these are scripts or meeting formats, they're cultural expectations that every business needs in place; standards you adopt, repeat and reinforce until they're just how your company operates. Jenny and I didn’t always get this right. A lot of what I'm sharing here, we learned by doing it badly first.

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