On the first episode of No Small Talk, released on Chris’s 60th birthday, host Chris Melville and guest Richard Harrison (founder of Caldera Capital, connecting property investors with development opportunities) discuss learning to trust yourself.

Richard shares how a failed events partnership and disillusionment with corporate loyalty led him to doubt his judgment, seek support from mentors and friends, and reframe setbacks as lessons and perspective.

They explore how “confidence” and “imposter syndrome” can mask deeper issues, the role of intuition versus logic, and how entrepreneurship requires accepting uncertainty and discomfort.

Richard describes taking a large financial risk to start his current business, emphasizes the importance of resilience, and argues that trusting yourself is less about perfect decisions and more about handling outcomes and continuing to move forward.

00:00 Welcome and Birthday Launch

00:56 Meet Richard Harrison

01:52 Trust vs Confidence

03:07 Where Doubt Began

04:48 Leaving Corporate Security

08:13 Lessons From a Failed Partnership

10:57 Rebuilding Self-Trust

12:49 Big Bet That Worked

14:38 Beyond Imposter Syndrome

15:57 Intuition and Embracing Chaos

23:24 Trust Your Ability to Cope

25:48 Advice for Big Decisions

28:54 Closing Thanks

Connect with Chris Melville:

Email

Instagram

Connect with Richard Harrison:

Instagram

LinkedIn

Producer’s credits:

• Chris Melville - Podcast Host
• Nicole George - Podcast Executive
• Ariane Lim - Podcast Producer + Engineer
• Sara Wagle - Audio Efficiency & Flow Manager