Episode 265. Being bold: Why playing it safe won’t get you noticed

Too many companies pour money into marketing but stop short of making the bold moves that truly set them apart.

In this episode of The Art of Entrepreneurship, I’m diving into why playing it safe won’t get you real results—and why calculated risks are key to real growth.

I share some behind-the-scenes insights from my own brand work, including a story about a client who came to us for a simple messaging refresh... but what they really needed was a full rebrand. I talk about why we’re often so resistant to change, the dangers of blending in, and how shifting your perspective can lead to bigger, better opportunities.

Tune in to hear why standing out matters, how to know when it’s time for a change, and six questions I use to challenge my own thinking (and my clients’) when hesitation creeps in.

If you’ve been playing it safe—at work or in life—ask yourself: what’s really holding you back?