The Day One Podcast

59 - Growing a Digital Garden: Margot Olson on Life-Logging with Day One

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Jan 31, 2025
Margot Olson, a Day One power user and life-logging enthusiast with over 96,000 journal entries, shares her journey of meticulous record-keeping. She likens her journaling practice to cultivating a 'digital garden,' highlighting how documenting even the smallest moments enriches memory and perspective. Margot discusses innovative tools like ChatGPT for digitizing notes and shares practical tips for starting a journaling journey. She emphasizes the value of reflection through journaling, particularly during challenging times.
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ANECDOTE

Margot's Journey

  • Margot Olson, influenced by family and religious figures, began journaling in 1998.
  • Her journaling evolved from simple notes to a vast, meticulously organized digital garden in Day One.
INSIGHT

Digital Garden Metaphor

  • Margot views her digital journal as a garden with diverse entries.
  • She meticulously logs various life aspects, creating a comprehensive digital representation of her life.
ADVICE

Transcription Tools

  • Margot recommends MacWhisper and ChatGPT for transcriptions, especially for handwritten journals.
  • She suggests saving journal pages as JPEGs and using ChatGPT to convert handwriting to text.
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