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

Written By Support Goodtype

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 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 Flodesk

  • How growing up around entrepreneurs shaped her mindset

  • The importance of validating ideas through honest conversations 

  • Why intentionality is the foundation of good design

  • The shift from being the designer to leading a creative team

  • How to hire well and why doing the work yourself first matters

  • Creative risks that paid off 

  • Why AI can’t replace creativity, and what it can free up time for

  • How creatives can use email marketing even without a product to sell 

  • Building thought leadership and connection through email

  • The future of work, creativity, and the new wave of tools

Connect with Rebecca Shostak

Try Flodesk for Free: https://flodesk.com/c/GOODTYPE

Rebecca’s Instagram: https://www.instagram.com/rebecca.shostak/

Flodesk’s Instagram: https://www.instagram.com/flodesk/

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