Pollen: For Creative Entrepreneurs with Diana Davis

IN THIS EPISODE…

This one is practical, grounding, and a completely different way to think about your business.

In this solo episode, we talk about what it looks like to tend to your business daily. The rhythms that keep it alive. And why showing up consistently, even for the unglamorous stuff, is what actually builds something sustainable.

We also talk about diversifying your income streams — so one bad harvest doesn't t...

In this episode…

This one is honest, layered, and a behind-the-scenes look at what it actually takes to build and evolve a business, specifically a social media agency and coaching business.

I sit down with Sam Schmidt to talk about her journey from being a geography teacher in the U.S. Virgin Islands to building a business in social media, coaching, and community.

We unpack what it looks like to grow something really successf...

Launching a podcast is easy. Saying you’re going to show up every week and actually doing it? Not so much.

This year I told myself I’d be consistent. I’d treat this like the real thing. I’d build momentum instead of flirting with it.

And then… I didn’t.

Entrepreneurship has a funny way of exposing the gap between who you say you’re becoming and who you actually are when no one’s watchin...

🌈 HUMAN is running live THIS Thursday, November 13th and enrollment is only $347.

If you want to build a personal brand that feels magnetic, aligned, and you, this is your moment. HUMAN almost never runs live, so if you've been wanting guidance, deeper coaching, and real-time support, now is the time to jump in.

In this episode.

We're diving into the truth about engagement ...

In this episode.

I'm joined by Lee-Sean Huang and Giulia Donatello from AIGA to explore the future of creative careers. We dig into why community matters more than ever, the opportunities that come from conferences, and the shifts happening with freelancing, agency life, and AI. Whether you're just starting out or you're seasoned in the design world, this conversation is packed with insights for building a sustainable and ...

In this episode.

This one's emotional, raw, and a big moment in my journey. And we recorded it on the 999 portal! I sit down with Candace to talk about transformation, intuition, and the powerful, sometimes painful, process of letting go.

We unpack in LIVE TIME my decision to close Camp Clarity, what it means to listen to your intuition even when it's scary, and why community is the backbone of growth. We also dive into th...

In this episode.

I get vulnerable and real about the messy side of entrepreneurship — the parts we don't see on Instagram. From debt and negative months to burnout and the emotional rollercoaster of running a creative business, I'm sharing my behind-the-scenes truth and why I believe these struggles need to be normalized.

This isn't about chasing shiny revenue numbers. It's about redefining success, letting go of sha...

Some episodes feel like a warm, soul-honest hug—and this one with Jera is exactly that.

Jera is a social media strategist, content creator, and real-deal creative who's walked the wild path from fitness influencer to brand-builder and business owner. In this convo, we talk about what it really means to build a personal brand while staying true to yourself—especially in a space that can reward performative over personal....

In this episode.

I get personal and raw as I share the behind-the-scenes of navigating a recent breakup—and how it's rippled through my life, mental health, and business. This isn't just about relationships. It's about the messy, beautiful recalibration that happens when you let go of something (or someone) that isn't aligned—and finally make space for something better. This is for anyone who's felt like their personal ...

In this episode.

I sit down with creative entrepreneur and retail shop owner Kelly Geiman to explore what it really takes to open a brick-and-mortar biz in the age of algorithms. From a fashion career in New York to founding Union in Venice, California, Kelly's story is full of heart, hustle, and human moments. We talk about community, creativity, trusting your gut—and what happens when you build a business that feels like ar...

Time for another solo episode, and this one's for anyone feeling like the algorithm is sucking the soul out of your business. We're talking about the power of real-life connection—yes, actual face-to-face conversations—and how meeting people offline might just be the most underrated business move you can make. I'm sharing how one long walk led me to a whole new c...

🚀 Sign up for Jess's FREE DBE Live 3-day event happening March 20th, 25th, + 27th!

In this episode. How do you build a thriving business that actually supports the life you want—without working yourself into the ground?

In this conversation, I sit down with my mentor, Jess Glazer DeRose, to unpack how she went from being a school teacher to running a multi-million dollar coaching business—and why she ultimate...

This episode is a little bit different from our usual, but so full of expansion! With the kickoff of Camp Clarity: Recalibration Edition right around the corner, we're bringing back an incredible repeat guest and past Camp Clarity success, Caitie Corradino. We're diving into Caitie's experience with Camp Clarity and the community and how it helped her quit a soul sucking job, dive fully into her business, ...

We don't always think about debt as valuable, but the truth is that businesses are using debt to their advantage every day. The important part is to fully understand business debt, how to leverage it, and stay knowledgeable about the ins and outs of using debt. Founder and finance coach Gina Knox works with her clients to help them build wealth and use business debt to their advantage. In this episode, we chat about how you can get...

If you've listened to recent episodes, you've heard me mention "ex-pastor dude" and how I'm currently recalibrating my life. Well this episode is so amazing because he's joining us on the show! Logan Gentry is a former civil engineer turned former pastor who now is an executive coach helping people create balance, money, joy, and peace in their lives by leaning into their passions and living in their purpose.

This episode dives int...

Entrepreneurship is not for the faint of heart, and a big part of that is because you have to fail so many times to get good at things, learn hard lessons, and get on the right track. Nobody knows that better than Liz Perra and her spouse and business partner Beau. They're the epitome of serial entrepreneurs and professional pivoters, and have had more failures and setbacks that you could imagine. In this episode, Liz is sharing t...

Time for another solo episode, and this one is FULL of so many updates on nomad life, personal and dating things, and business. It's definitely a cross-legged on the couch, grab your matcha and let's chat kind of episode. There's more to this that just an update though! This episode is all about Diana's recent experience through burnout, how that's been affecting her life and business, and what she's had to do to recalibrate. She'l...

Burnout...a word we all know and hate and a symptom of being misaligned in our purpose. While avoiding and even overcoming burnout can be challenging, it's a necessary part of creating a life of alignment. Vitality coach Magali Matthieu is no stranger to burnout. After experiencing it herself at a startup she helped build successfully, she realized she needed a slower life, so she followed her intuition and created her wellness com...

Goal setting is a well versed topic in the entrepreneurship space, but as a creative, do you ever feel like it's so restrictive? I do too, and that's why I actually hate goals, and don't worry about setting specific, ridiculously detailed goals and deadlines. Instead, I focus on something else and that's what this episode is all about. We're diving into what you should try instead of setting goals, how goal setting might actually b...