Assistant Screenshot Email System

Andrew Wilkinson shares his email management system that helps him stay focused and productive while managing communications effectively.

Core System Components

  • Assistant filters all emails through screenshots
  • No direct email access on phone or devices
  • Only receives important messages via screenshots from assistant
  • Uses text.com for messaging management
  • Combines Freedom app with Screen Time to block distracting apps

Communication Hierarchy

  • Assistant handles initial email screening
  • Important emails get screenshot and sent to Andrew
  • Andrew provides response direction to assistant
  • Assistant executes responses on Andrew's behalf

Benefits of the System

  • Prevents flow state interruption
  • Eliminates distracting subject lines
  • Reduces context switching
  • Maintains focus on core work
  • Avoids email-induced rabbit holes
  • Keeps communication channels organized

Implementation Notes

  • Assistant cost is approximately $1,000/month (Philippines-based)
  • System is accessible to many people, not just high-net-worth individuals
  • Requires trust in assistant to manage communication
  • Works best when combined with other focus tools (Freedom, Screen Time)

Potential Drawbacks

  • May miss time-sensitive opportunities
    • Example: Missed meeting with Mark Zuckerberg due to delayed response
  • Requires acceptance of not being instantly available
  • Need backup systems for urgent communications

Evolution of System

  • Started with email management
  • Expanded to include text message management
  • Now incorporating additional app blocking
  • Constantly refining based on experience and needs
22:46 - 23:32
Full video: 49:58
AW

Andrew Wilkinson

Co-founder of Tiny

Wilkinson is the co-founder of Tiny Capital, which owns companies including AeroPress, MetaLab and Dribble. He is also the co-founder and chairman of WeCommerce, a holding company that starts, buys, and invests in the world’s top Shopify businesses.

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