What if Small Businesses Lead the AI Revolution? with Rebecca Shostak of Flodesk | The Typecast Episode 60 episode artwork

EPISODE · Nov 18, 2025 · 52 MIN

What if Small Businesses Lead the AI Revolution? with Rebecca Shostak of Flodesk | The Typecast Episode 60

from The Typecast: Grow Your Art Business · host Katie Johnson and Ilana Griffo of Goodtype

Send us Fan MailIn this episode, we’re joined by a very special guest, Rebecca Shostak, co-founder of Flodesk and lifelong designer-turned-entrepreneur. This conversation is packed with insights into how creativity, design thinking, and intentional decision-making can shape not just a project but an entire company. We also go deep into AI, the fears, the opportunities, and what it looks like to use it as a tool that supports creativity rather than replaces it. Rebbeca shares how she went from designing merch for top artists to identifying a massive gap in the email-marketing world…and eventually building one of the most beloved design-forward platforms in the industry. We talk about the early days, the years of customer feedback that planted the seeds for Flodesk, and what it really took to go from idea to product without outside funding. We also dig into the emotional and practical realities of creative entrepreneurship: learning to let go of control, hiring before you feel ready, defining roles within your team, and understanding your own strengths as your business grows. All that and more when you listen to this episode:Rebecca’s path from merch designer to co-founding FlodeskHow growing up around entrepreneurs shaped her mindsetThe importance of validating ideas through honest conversations Why intentionality is the foundation of good designThe shift from being the designer to leading a creative teamHow to hire well and why doing the work yourself first mattersCreative risks that paid off Why AI can’t replace creativity, and what it can free up time forHow creatives can use email marketing even without a product to sell Building thought leadership and connection through emailThe future of work, creativity, and the new wave of toolsConnect with Rebecca Shostak, Co-Founder of FlodeskTry Flodesk for Free: https://flodesk.com/c/GOODTYPERebecca’s Instagram: https://www.instagram.com/rebecca.shostak/Flodesk’s Instagram: https://www.instagram.com/flodesk/Mentioned in this episode:Flodesk https://flodesk.com/c/GOODTYPE (unlimited plan ends soon!)Canva WordPressConnect with Katie & Ilana from GoodtypeGoodtype WebsiteGoodtype on InstagramGoodtype on YoutubeWe wrote a book! Grab a copy and sign up to access the audiobook when we release it!Love The Typecast and free stuff? Leave a review, and send a screenshot of it to us on Slack. Each month we pick a random reviewer to win a Goodtype Goodie! Goodies include merch, courses and Kernference tickets!Leave us a review on Apple PodcastsSubscribe to the showTag us on Instagram @GoodtypeFollow us on Tiktok @lovegoodtypeLearn from Katie and IlanaGrab your tea, coffee, or drink of choice, kick back, and let's get down to business!

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Send us Fan Mail In this episode, we’re joined by a very special guest, Rebecca Shostak, co-founder of Flodesk and lifelong designer-turned-entrepreneur. This conversation is packed with insights into how creativity, design thinking, and intentional decision-making can shape not just a project but an entire company. We also go deep into AI, the fears, the opportunities, and what it looks like to use it as a tool that supports creativity rather than replaces it. Rebbeca shares how she we...

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What if Small Businesses Lead the AI Revolution? with Rebecca Shostak of Flodesk | The Typecast Episode 60

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