2025 Recap

This is our annual recap episode. We talk about how things went in 2025 and what we’re hoping to see in 2026.

Personal goals for 2026
  • Rick 
    • Getting back to basics
    • Going from reactive to proactive (and surviving to thriving)
    • Shifting from a strategy of playing it safe and reducing risk to taking smart risk and being ok looking a little foolish
  • Tyler 
    • Handle the transition back to full-time work (as it impacts parenting)
    • Find clarity on what level of wealth we’re comfortable exposing our daughter to.
    • Help Shelly find more ways to go out at night while I take care of Syd
    • Finalize will+trust
    • Stretch goal: Start vibe coding personal apps
Professional goals for 2026
  • Rick (hopes to achieve at least two of these goals) 
    • Outsource, delegate, or automate recurring tasks that I no longer value doing and/or others don’t value me doing
    • Try to grow LegUp Health by 50%, but do it in a way that we are all excited about
    • Rebuild personal website + read 10 really, really good nonfiction books and publish notes on them
    • Experiment with AI to generate 1 additional revenue stream
  • Tyler 
    • Spend almost all IC time on design, product management, and coding. Fewer distractions!
    • Management: Get the team up to speed on AI, and make it self-sustaining
    • Product management/design: Figure out how to keep up with the devs (especially if AI allows them to move even faster)
    • Product 
      • Ship Mobile and Kanban
      • Reduce support by making things more self-serve
      • Main theme: The first 30 minutes 
        • Onboarding improvements
        • Rebuild the importing flow
        • Simplification 
          • Separate contacts and companies
          • Open contacts in page dialog
          • Statuses on the contact record
          • Table view of contacts
2025 Recap
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