Insight Sessions

Working with Pollyanna was a deeply clarifying experience—both personally and professionally. I came into our session holding the weight of a wellness brand I’d built, lost, and was now considering whether to bring back in a new form. The business had vertical integration and a global footprint, with sourcing from around the world. It was a giant undertaking, and on paper, the market looked ripe for relaunch. But something in me wasn’t sure—and I needed space to get honest about that.


Pollyanna really heard me—beyond the surface of strategy or branding—and helped me recognize that I didn’t have to go big right now. I could scale back and let the business continue at a low hum with my existing partner, while handing off more of the reins—something I’d never done before. I’ve always been the front person, and it felt surprisingly good to let go of control, knowing the company could still grow organically, without urgency. I could return in whatever role felt right—someday, or not at all.


At the same time, I was sitting with the idea of launching something new—something far more personal. Pollyanna gave me the clarity and permission I needed to make that shift. Choosing this path meant walking away from the familiar structure, financial model, and scale of the other business, but it resonated more honestly with who I am now. Even though the new venture felt less defined at first, it’s unfolded with more ease and authenticity—and I can now see it will be successful not just fiscally, but emotionally, mentally, and spiritually too.


She also held the deeper context with care: I’d lost a former business partner to undiagnosed brain cancer, and the year leading up to his death was filled with chaos, bad decisions, and financial loss. Even with a new structure and name, I realized going back would have meant returning to something that no longer had life.


What I appreciated most was Pollyanna’s ability to meet me on both the emotional and practical planes. She helped me articulate what I already knew but hadn’t yet said out loud. I’ve worked with high-level business coaches—people who’ve exited major companies—and their advice mirrored what Pollyanna reflected. But she brought a layer of intuitive insight and personal understanding that made it land in a different, more honest way.


Her session offered me a pause that became a pivot. And that was invaluable.


— Kelli Joel
California, USA