Derek Sivers

walk and talk

Dec 12, 2023
Embark on a journey through the stunning landscapes of northern Thailand, where walking becomes a catalyst for profound discussions. Discover how a walking retreat fosters both physical and mental well-being. Listen in as participants share transformative insights and the joys of connecting deeply with others while trekking. Delve into the secrets of organizing such enriching experiences, highlighting the benefits of movement and conversation.
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ANECDOTE

Thailand 100km Walk Experience

  • Kevin Kelly invited Derek Sivers and ten others for a 100 km walk in northern Thailand over seven days.
  • A local Thai walker led arrangements, and a wild dog joined them for four days and 70 km, eventually finding a home.
ADVICE

Organizing a Walk and Talk

  • Plan walks with lodging every 15 km and have a local navigator scout the route in advance.
  • Use shared documents, group chats, and prepay logistics; walk 3-5 hours daily without phones, including regular breaks.
ADVICE

Maximizing Conversation Quality

  • Invite a diverse group and moderate nighttime dinners with focused conversations chosen the previous evening.
  • Encourage balanced participation and allow follow-up thoughts to deepen discussions over several days.
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