Riley Tomasek is the Founder and CEO of Dexa AI.

Dexa AI allows you to search podcasts' entire back catalogue. Queries will be matched with summaries and clips from relevant episodes. Your searches are private by default, but you can publicly share your favourite results.

Takeaways

Early experiences with Indochino.

Building a bootstrapped product.

Relationship between design and engineering.

How startups can work with big customers early.

Remote focused team but still valuing IRL meetups.

Raising money.

Building a team in a hot space like AI with lots of competition.

Chapters

00:00 Early Experiences with Indochino

03:02 Origin Story of Standard Resume

08:26 Geography and Remote Work

12:06 Building Dexa and Creating a Moat

14:14 The Power of Podcasts and Content Discovery

25:04 Building a Lean Team

28:25 Balancing Vision and Customer Feedback

31:36 The Future of AI in Podcasts

34:28 Raising Money and Working with Investors

37:04 Recruitment in the AI Space

41:53 Navigating Challenges as a Founder

Keywords

Indochino, Standard Resume, Dexa, AI, LLMs, design, engineering, remote work, podcast, content discovery, recruitment, raising money