Startup to Last

Looking back at 2019 and forward to 2020


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This week, we wanted to take some time to reflect on what happened in 2019 and set goals for 2020. We created a series of questions that Rick and Tyler both had to answer. Here are the answers...

  • What happened in 2019?
    • In our personal lives
      • Rick: Took 7-8 months of to figure out who he is and what his goals are, especially with his new marriage.
      • Tyler: Figured out a sustainable diet
    • In our professional lives
      • Rick
        • Figured out what he wants to do after leaving his previous job of 11+ years
        • Started LegUp Ventures which is a holding company for his various ventures:
          • GroupCurrent - Outsourced member management
          • Startup to Last - This podcast
          • RickLinquist.com - Rick's personal writing
          • LegUp Health - Reducing healthcare-related anxiety for people without job-based insurance
      • Tyler
        • Started the year working on a new project called Sparse which was abandoned in February
        • The rest of the year was spent on a major redesign of Less Annoying CRM which included two major new features: Custom fields and Outlook Calendar Sync
        • This was the best year for the LACRM product team
    • Biggest accomplishment
      • Tyler: Finally built a real product team at LACRM
      • Rick: GroupCurrent turned around the business model of their first client and got it to sustainability
    • Biggest disappointment
      • Tyler: Sales in the second half of the year were below expectations
      • Rick: Wasn't thoughtful enough about getting his wife's buy-in when starting his new ventures
  • Looking forward to 2020
    • Personal goals
      • Rick: Get to a point where he and his wife feel comfortable having kids
      • Tyler: Get a dog
    • High-level professional goals / the theme of 2020
      • Tyler: Continue the product teams momentum and establish a rhythm of regularly shipping updates to LACRM
      • Rick: Calm growth. His life is calm right now, and as his ventures pick up, he doesn't want that to change.
    • Biggest worries / what's keeping you up at night?
      • Rick: Making enough personal income to be able to sustain his ventures
      • Tyler: Growth at LACRM needs to pick up eventually
    • Three specific goals for 2020
      • Tyler
        • Exercise moderately three times per week
        • Write code once per week
        • By the end of the year, average 50 paying users per month joining LACRM through the referral channel
      • Rick
        • Play more sports. He has an exercise routine, but it's boring and doesn't involve games or play
        • Be ready to start trying to having kids
        • Get distribution revenue from LegUp Ventures to $10k/month
      • Shared goal: Get this podcast to 250 subscribers
    • Make a prediction for 2020
      • Tyler: Starting a software business without venture capital will become much more mainstream over the next year
      • Rick: An all-in-one leader will emerge in the no-code industry
    • What do you want to read in 2020?
      • Rick: Too many to name, but wants to read a lot about emotions.
      • Tyler: The unicorn project and Obviously Awesome
...more
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Startup to LastBy Rick Lindquist and Tyler King

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