Episode
A guide to difficult conversations, building high-trust teams, and designing a life you love | Rachel Lockett
- Published
- Nov 23, 2025
- Duration seconds
- 6319
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Summary
Rachel Lockett is a sought-after executive coach and former HR leader at Stripe and Pinterest who now works with CEOs, founders, and tech leaders on emotional intelligence, resilience, and leadership skills. In this episode, Rachel shares powerful frameworks for coaching reports, having difficult conversations, avoiding burnout, and strengthening co-founder relationships. She also demonstrates these techniques through a live coaching session with me. We discuss: * When to coach and when to just tell people what to do [ 09:00 ] * The GROW technique for helping people figure out a solution for themselves [ 18:37 ] * Techniques for making difficult conversations less difficult [ 01:20:28 ] * Avoiding burnout and designing a more energizing career [ 41:55 ] * Building and sustaining a healthy co-founder relationship [ 01:06:50 ] * Creating a one-page plan that aligns your entire company [ 01:31:47 ] * Practical ways AI is transforming executive coaching and leadership development [ 01:36:50 ] * Why you should ask, “Would I enthusiastically rehire this person?” to clarify talent decisions [ 23:55 ] Also on Spotify and Apple Podcasts Brought to you by: Stripe —Helping companies of all sizes grow revenue Vanta —Automate compliance. Simplify security. Persona —A global leader in digital identity verification Where to find Rachel Lockett: • LinkedIn: https://www.linkedin.com/in/rhlockett/ • Website: https://www.lockettcoaching.com Referenced: • One-page plan template: https://www.lockettcoaching.com/#resources • Lockett Coaching Leadership Toolkit: https://www.dropbox.com/scl/fi/s74a9cn1ka1ebz6pglypf/Leadership-Toolkit_-Coaching-Rachel-Lockett.pdf?rlkey=yg2m9df2ziwy0fa6p0dt4gcfu&st=dgzvnf76&dl=0 • Renew Your Co-Founder Vows—and Other Tactics for Strengthening the Most I…