

Courtney Caldwell: Embracing Slow Growth & Nurturing Entrepreneurship
Courtney Caldwell is a successful entrepreneur and trailblazer in the tech industry. In this conversation we explored transitioning from the corporate world to entrepreneurship, the journey of a non-tech founder, the power of optimism, and the importance of multidimensional living, focusing on key topics like personal growth, founder mental health, and the role of user feedback in improving products.
EPISODE LINKS:
- Courtney's Twitter: https://twitter.com/ShearShareCEO
- Courtney's LinkedIn: https://www.linkedin.com/in/cdcaldwell/
- ShearShare Website: https://shearshare.com/
- Courtney's Instagram: https://www.instagram.com/iamcourtneycaldwell/
- What Happy People Know (Book): https://www.amazon.com/What-Happy-People-Know-Happiness/dp/0312321597
- Joe Gebbia - Co-founder of Airbnb: https://news.airbnb.com/about-us/leadership/joe-gebbia/
TIMESTAMPS:
(00:00:41) Intro and background
(00:02:01) From corporate america to entrepreneur
(00:04:16) Consultant to entrepreneur transition steps
(00:05:32) Entering into tech entrepreneurship
(00:07:00) The Champion within and growing wings
(00:09:38) Entrepreneurship: born that way or learnable?
(00:11:05) Lean into your strengths, wellroundness is overrated
(00:14:10) Advice to female and minority founders
(00:15:31) Success from taking care of yourself
(00:16:11) 1. Diet: plant-based
(00:17:01) 2. Hydration, 3. sleep
(00:17:52) 4. Socialize
(00:18:34) 5. Move
(00:19:25) How to get yourself to change and prioritize the right things
(00:21:50) Stack incremental changes
(00:22:50) Let the data be the change-driver
(00:24:26) Don't wait for true burnout to force you to change
(00:28:14) What is multidimensional living?
(00:30:03) Doing things that you love and adapting them to life
(00:30:38) Expanding beyond a monolithic identity
(00:32:37) Entrepreneurship: perceptions vs reality
(00:36:34) ShearShare
(00:38:40) Expanding beyond the original platform
(00:40:18) User feedback led product roadmap
(00:44:14) Finding and getting value from investors
(00:49:33) How get into entrepreneurship and VCs
(00:52:45) Climbing Mt. Kilimanjaro
(00:56:52) Being intentionally slow
(00:58:03) Considered care: beyond blind passion
(00:59:04) Simple, not easy
(01:00:22) Self care
(01:01:30) Systems thinking, routines, and decision fatigue
(01:03:07) Closing
CONNECT:
- Website: https://hoo.be/elijahmurray
- YouTube: https://www.youtube.com/@elijahmurray
- Twitter: https://twitter.com/elijahmurray
- Instagram: https://www.instagram.com/elijahmurray
- LinkedIn: https://www.linkedin.com/in/elijahmurray/
- Apple Podcasts: https://podcasts.apple.com/us/podcast/the-long-game-w-elijah-murray/