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Feb 19, 2025 38 min

Introducing Our Hosts: Scott and Brad

from How Many CTOs

Tech Journeys: From Early Internet Days to AI and Beyond In this episode, hosts Scott Porad and Brad Hefta-Gaub share their extensive career journeys in the tech industry, revealing their paths from early consumer-facing internet roles to leading engineering teams at high-growth startups. Scott discusses his rise from building websites at the University of Washington to heading engineering at TaskRabbit, highlighting his ventures in online media, e-commerce, social media, and gig economy businesses. He also touches on his evolving perspectives on AI and the distinctive culture at TaskRabbit's parent company, IKEA. Brad recounts his tenure at RealNetworks, his experience with VR ventures, his adventures in the mountains, and his current role focusing on remote work technology. Both hosts share insights on the challenges of transitioning from engineering roles to CTO positions and the importance of balancing business acumen with technical expertise. 00:00 Introduction and Podcast Announcement 00:41 Meet Scott: Career Journey 01:32 Early Career and Internet Boom 02:52 Successes and Failures in Startups 04:24 Working with Brad and Healthcare Challenges 08:12 Current Role at TaskRabbit 10:03 Insights on IKEA and Company Culture 14:17 Brad's Career Path and Early Successes 20:56 Lessons from Startups and Fractional CTO Work 31:06 The Role of a CTO in Startups 37:38 Conclusion and Future Episodes

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This episode was published on February 19, 2025.

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