People Pleaser Ash and dealing with Leadership Anxiety | Ep 23 episode artwork

EPISODE · Nov 14, 2025 · 29 MIN

People Pleaser Ash and dealing with Leadership Anxiety | Ep 23

from Behind the Stems · host Ash Wheelhouse

In this episode, I’m talking about something I never thought I’d have to learn: how to be a leader. Not a corporate manager, not a clipboard-wielding supervisor… just a wedding florist who suddenly had people relying on her and absolutely no idea how to direct them. For a long time, I felt like I was doing it all wrong. I hated the idea of telling people what to do, so I over-explained everything. I didn’t want to come across as bossy, so I softened all my instructions. And then I wondered why people didn’t know what I meant. Every drive home was a spiral: was I too much? Not enough? Did I make someone uncomfortable? Did I make sense at all? It took one uncomfortable moment for me to realise the truth I’d been avoiding: I was the bottleneck. My team wasn’t confused because they were incapable. They were confused because I was trying to lead in a way that kept everyone comfortable… except myself. So I started asking better questions. What would actually help my team do their best work? And what do I love or hate when I’m freelancing on someone else's wedding? From there, everything started to shift. I stopped trying to be liked and started trying to be clear. I stopped filling the silence with explanations and just said what needed to be said. And for the first time, leading a team didn’t feel heavy, it felt supportive, collaborative, and surprisingly simple. This episode is the behind-the-scenes of that turning point: what changed, how I changed, and how it made every wedding week run smoother than ever. If leadership has ever felt awkward, overwhelming, or just not your thing, I think you’ll feel really seen in this one.   Want help applying this to your own floristry business? Wildflower Academy is where we do this work properly, blending mindset, strategy, and real-world systems so wedding florists can grow without burnout or constant comparison. Inside the Academy, you’ll learn how to: clarify your niche and position yourself with confidence communicate your value without defending your prices build demand without relying on chaos or constant content grow a business that actually supports your life If you’re ready to stop spiralling and start building with intention, you’ll feel right at home in Wildflower Academy. Click here to join!

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People Pleaser Ash and dealing with Leadership Anxiety | Ep 23

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