The Courage to Close: Navigating Endings, Failure, and Leadership with Pepper Landson
Hosts Cole Bastian and Phil discuss “closure” with guest Pepper Landson, a longtime medical research and drug development professional turned executive coach. Pepper shares her experience founding a biotech company focused on diseases of aging, the challenges of fundraising through COVID, early NIH funding wins, and ultimately choosing to proactively shut the company down when Alzheimer’s became a resource-mismatched first indication and funding/runway constraints worsened. She describes closure as providing certainty and as a prerequisite to “failing forward,” and outlines phases akin to grief: shame, guilt, recognizing hubris, forgiveness, identity loss, burnout, and eventual relief. The conversation covers how culture and gender can shape failure narratives, the value of context (most startups fail), personal guardrails, listening to nervous-system signals, and how leaders can support teams through unwanted transitions with empathy, support systems, and future-focused help.
00:00 Welcome and Topic Setup
01:18 Meet Pepper
03:47 How Phil Knows Pepper
04:29 Defining Closure
05:35 Why Closure Is Hard
08:39 Tech Glimpse and Fail Forward
09:55 Pepper Startup Story
13:32 Shame Storm and Lessons
15:24 Phases of Grief and Failure
19:40 Culture and Gender in Failure
21:48 Self Blame to Forgiveness
22:57 Context and Mission Mindset
26:16 Clearing Space Rituals
27:21 Blank Slate Rebuild
28:25 Three Things Differently
31:33 Ego Versus Intuition
32:58 HRV And Nervous System
34:17 Next Venture Criteria
36:39 Closure Steps For Leaders
40:16 Guardrails And Exit Plans
44:40 Supporting Teams In Change
49:03 Final Reflections And Thanks
To reach pepper click the following: https://www.chevalnoir.net/.