The Hard Part with Evan McCann Riley Tomasek from Dexa AI
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Jun 24, 2024 Riley Tomasek, Founder and CEO of Dexa AI, makes waves by enabling users to search through entire podcast archives. He shares insights from his early days at Indochino and discusses the delicate balance between design and engineering in building a bootstrapped startup. Tomasek delves into the challenges of recruiting in the competitive AI landscape and highlights the transformative power of AI in podcasting, enhancing both content discovery and user engagement while emphasizing the importance of team dynamics in a remote work environment.
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Early Indochino Experience
- Riley Tomasek worked at Indochino part-time while in school, building their suit customization interface.
- This experience led him to meet designers he'd later collaborate with on Standard Resume.
Standard Resume Origin
- Frustrated with resume tools, Tomasek created Standard Resume, a script generating web and PDF resumes.
- It went viral, helped him get a job at Dropbox, and now generates revenue with minimal upkeep.
Design-Engineering Relationship
- Foster empathy between designers and engineers.
- Encourage ongoing feedback and iteration to prevent design-build conflicts.