Jonathan Swanson

Founder and CEO of Athena, a company that trains and matches remote executive assistants and builds AI-augmented workflow tools to give busy executives more time; previously co-founded Thumbtack and scaled it into a large marketplace.

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Dec 4, 2025 • 57min

Getting past the “Cardinal Sins of Delegating” with Jonathan Swanson of Athena | E2218

Jonathan Swanson, Founder and CEO of Athena, shares insights on delegating effectively to reclaim time for busy executives. He discusses transitioning from Thumbtack to Athena, emphasizing the importance of pairing human assistants with AI support. Jonathan reveals the concept of 'Black Diamond Delegating' and the gains from managing multiple specialized executive assistants. They explore the significance of checklists and playbooks in maximizing productivity, and Jonathan offers tips for hiring assistants, even starting with DIY options like ChatGPT.

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