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The Future of Creative Careers: The Playbook on Community, Freelance + AI with AIGA 🎨🤖🛝

Pollen: For Creative Entrepreneurs with Diana Davis

Release Date: 09/29/2025

3 Secrets To Getting More Engagement (Without Trying Harder) 💬✨ show art 3 Secrets To Getting More Engagement (Without Trying Harder) 💬✨

Pollen: For Creative Entrepreneurs with Diana Davis

🌈 , 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 and why low likes or comments do not mean your content isn’t landing. Most of your audience is quietly watching, resonating, and connecting behind the scenes. Instead of shrinking, this episode walks you through creating content that invites...

info_outline The Future of Creative Careers: The Playbook on Community, Freelance + AI with AIGA 🎨🤖🛝 show art The Future of Creative Careers: The Playbook on Community, Freelance + AI with AIGA 🎨🤖🛝

Pollen: For Creative Entrepreneurs with Diana Davis

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 connected career. ✨ Special Giveaway Alert! ✨ Share this episode on Instagram by Friday, October 3. Tag and , and include your biggest takeaway from the episode....

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Pollen: For Creative Entrepreneurs with Diana Davis

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 the role of the inner critic, the magic of the divine collective, and the way tarot can reveal clarity when you’re standing at a crossroads. This is an episode about...

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Pollen: For Creative Entrepreneurs with Diana Davis

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 shame, and realizing you’re not broken if business feels hard sometimes. This episode is for every creative entrepreneur who’s ever thought: “Am I the only one going...

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Pollen: For Creative Entrepreneurs with Diana Davis

Some episodes feel like a warm, soul-honest hug—and this one with 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. She opens up about separating your self from your business, how social trends shape our creativity, and the importance of setting boundaries in a career that lives on your...

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Pollen: For Creative Entrepreneurs with Diana Davis

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 life is bleeding into their work and wondered if that’s... actually a gift. We talk about: What grief and business have in common The emotional toll of...

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Pollen: For Creative Entrepreneurs with Diana Davis

In this episode. I sit down with creative entrepreneur and retail shop owner 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 art. We talk about: The transition from fashion to entrepreneurship How to run a retail shop without losing your mind (or your soul) Why community is everything—especially during...

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Pollen: For Creative Entrepreneurs with Diana Davis

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 creative circle (and actual opportunities), plus why intuition and in-person energy can’t be replicated on the internet. This one’s full of juicy updates, mindset shifts, and reminders that your dream clients and...

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Pollen: For Creative Entrepreneurs with Diana Davis

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 ultimately shut down a $400K revenue stream to prioritize what really matters. We talk about: The mindset shifts that allowed Jess to scale a business that works for her The best and worst investments she’s made (and what she learned from them) How to navigate the...

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Pollen: For Creative Entrepreneurs with Diana Davis

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, and manifest all of her success. It's such a full episode to show you what's possible for you, and how Camp Clarity can be the missing puzzle piece to all of your desires. ‎  ...

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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 connected career.

✨ Special Giveaway Alert! ✨
Share this episode on Instagram by Friday, October 3. Tag @dianadaviscreative and @aigadesign, and include your biggest takeaway from the episode. You’ll be entered to win two free tickets to the AIGA Design Conference in LA, October 9–11. 🎟 Conference details here.

👉 Winners will be announced on Saturday, October 4.

We talk about:

  • The free resources AIGA provides for designers at all stages

  • Why community is essential for creative professionals

  • The networking magic of conferences

  • Freelancing vs. agency life — and what you learn from both

  • The evolving impact of AI on design and creativity

  • Building a portfolio that opens doors

  • Why authenticity in networking matters

  • How participating in events can fuel inspiration

  • Translating creative ideas into real results

Ways to plug in

🎨 AIGA Design Conference — October 9–11 in Los Angeles. Learn more here.

💡 1:1 Coaching — Private coaching to get clarity, strategy, and aligned action in your creative business. Apply here

🌈 HUMAN: The Personal Brand Accelerator — A self-paced program to help you build a magnetic, aligned brand that feels like you. Go at your own pace while unlocking major clarity. Learn more

🛝 Recess for Creatives — The community playground where collaboration and connection fuel your business. Two live calls a month and an amazing crew of creatives. Join here

☎️ Follow me on Instagram @dianadaviscreative for behind-the-scenes and creative biz inspo.