Speaker
Jenna Redfield
Session
Substack: Smart Move or Side Hustle Distraction?
You’ve been blogging for a while. You’ve built an audience, found your voice—and now you keep hearing about Substack. But is it really worth the switch? In this session, Jenna Redfield will break down what Substack actually offers: built-in email distribution, audience engagement opportunities, monetization tools, subscription options, and a clean writing interface. This session will include a roundtable discussion with Greg Swan and Arik Hanson, who have wholeheartedly embraced the platform. They’ll share why they made the move, how they migrated content (or didn’t), and what they’ve learned about building—and keeping—an audience on Substack.
About Jenna
Jenna Redfield is a longtime digital creator, video strategist, and founder of Twin Cities Collective, a community-driven platform supporting Minnesota creatives and entrepreneurs. With over a decade of experience producing content across YouTube, podcasts, and social media, Jenna has built a name as one of the Midwest’s most recognizable content voices—especially for local small businesses and neurodivergent entrepreneurs.
Now, she’s leading the way in the next wave of digital publishing by transitioning her thriving video and podcast audience to Substack, where she shares insights on marketing, mindset, and systems that stick. As the creator of The Optimization Toolbox, Jenna brings practical strategies, tech tips, and memorable frameworks to help creators get organized, stay visible, and actually enjoy showing up online.