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Every page and article on Taylor Jacobson in one place, organized by topic.

Pages

  • Contact : I sometimes share on LinkedIn, and occasionally on Instagram. LinkedIn Instagram But my Friends Newsletter, below, is my favorite way of keeping in…
  • Start Here : Here are some pieces of who I am and what I’m about: I strive to live my life as authentically and courageously as I can, and I love empowering others…

More Articles

  • Friends Newsletter — May 2026 : In March , I gave myself permission to slow down my home search. Things came together quickly after that. I booked stays in Barcelona and Lisbon, and…
  • Friends Newsletter — March 2026 : I’m writing from Madrid, where Homequest 2026 has officially commenced. And yes, it is a quest — equal parts adventure and challenge. My brother pointed…
  • Friends Newsletter — January 2026 : Fun fact: If I start writing my newsletter but don’t finish within ~48 hours, I start over. I like the feeling that what you’re reading is a transmission…
  • Friends Newsletter — November 2025 : It’s been tough to find time to write this month. I had wrist surgery last week—a second attempt to repair an old climbing injury—so I had to pack up and…
  • Friends Newsletter — October 2025 : Hello from a family gathering in Charlotte. I re-read my first few newsletters and they feel a bit intellectual and impersonal. September's email felt…
  • Friends Newsletter — September 2025 : A hard truth about chronic illness: sometimes you just don’t have the energy to write your August newsletter. I had a bunch of travel last month: Idaho…
  • Friends Newsletter — July 2025 : Hello from the pickleball court — where else? 🙂 Life updates: For the past year, I have been investigating treatment for sleep/airway issues that have…
  • Friends Newsletter — June 2025 : Life updates: I’m in Mexico City this week, taking full advantage of $35 private pickleball lessons. I haven’t felt this excited to develop a skill since…
  • Friends Newsletter — May 2025 : Some quick life updates: In December, I moved to Cambridge, Massachusetts, to focus more seriously on some chronic health issues. I love Mexico City, but…