# He Left Silicon Valley to Run a Retreat in the Andes Page: https://stenobird.com/podcast/fit-happens-the-executive-search-podcast-7795405/he-left-silicon-valley-to-run-a-retreat-in-the-andes Text version: https://stenobird.com/podcast/fit-happens-the-executive-search-podcast-7795405/he-left-silicon-valley-to-run-a-retreat-in-the-andes.md Podcast: [Fit Happens: Why CEOs and Leaders Succeed or Fail](https://stenobird.com/podcast/fit-happens-the-executive-search-podcast-7795405) Published: 2026-08-20T11:00:00+00:00 Episode link: https://share.transistor.fm/s/03aeb348 Audio file: https://op3.dev/e/media.transistor.fm/03aeb348/a85d1593.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/fit-happens-the-executive-search-podcast-7795405/episodes/he-left-silicon-valley-to-run-a-retreat-in-the-andes Duration seconds: 3165 ## Resource He traded Silicon Valley for the Andes and built a life around a completely different definition of leadership. In this episode, I talk with Terry Cumes, CEO of Wilkatika Resorts in Peru's Sacred Valley and author of the new book Special Guests which explores leaving a career in education technology to run his family's wellness retreat full time. We dig into cross-cultural leadership, building community far from home, and why executive coaching and hospitality have more in common than people think. Key takeaways: Why Terry unlearned much of his business school training to lead a Quechua-speaking team What actually motivates loyalty in a multi-generational family business How a strong sense of place supports deep personal work The difference between clarity, authenticity, and vulnerability in leadership Why "less efforting" can be a more powerful leadership tool than problem-solving How intuition and analysis work together in high-stakes decisions What it takes to build community after a major relocation Connect with Jason: https://www.linkedin.com/in/jasonbaumgarten/ Email the show here: jason@fithappens.fm 00:00 Intro to Fit Happens 00:18 Meet Terry Cumes, CEO of Wilkatika 00:46 Leaving Silicon Valley for Peru 02:32 Discovering his hospitality superpower 03:39 Leading a very different workforce 04:22 Unlearning business school lessons 05:13 What translated universally: loyalty 06:49 Building community far from home 09:17 Isolation and practical fixes 10:39 Using travel as an external stimulus 12:23 Why the Sacred Valley was chosen 14:10 What makes a guest transform quickly 15:34 Hospitality and the limits of delegation 17:57 Boundaries in an always-on culture 18:28 His yoga journey and its evolution 21:08 Yoga and mindfulness going mainstream 22:18 Blending intuition… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/fit-happens-the-executive-search-podcast-7795405/episodes/he-left-silicon-valley-to-run-a-retreat-in-the-andes/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/fit-happens-the-executive-search-podcast-7795405/he-left-silicon-valley-to-run-a-retreat-in-the-andes.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.