Executive Coaching Unfiltered: Surprising Truths About Leading, Failing, and Moving Forward by Alisa Reznik

In this episode of Emotional Business, host Olga Skipper sits down with Alisa Reznik—executive coach, fractional COO, Tomorrow University lecturer, and advocate for authentic leadership. As we step into 2026, Olga and Alisa dive deep into the evolving landscape of leadership, from the emotional complexities of leading in uncertain times to the boundary-setting required for self-growth and healthy teams. Alisa Reznik shares her journey as both a leader and a "student of herself," drawing from decades managing high-stakes trading teams, consulting for ambitious tech companies, and supporting current CEOs through transformation and turbulence. Together, they unravel what’s shifting in leadership styles, the importance of psychological safety, and how leaders can develop a more compassionate, reflective approach without losing conviction or hope. This episode offers an honest look at the internal and external realities tech leaders face—the fight for clarity amid geopolitical shifts, the loneliness of entrepreneurship, and the value of vulnerability in executive coaching. Olga Skipperand Alisa Reznik move beyond theory, sharing lived lessons from the trenches and practical strategies for reshaping leadership in a world where certainty is rare and adaptability is essential. In this episode, we explore: • The Evolving Nature of Leadership — redefining effectiveness as “always learning,” moving past fixed mentalities • Discovering Strengths and Building Confidence — the importance of external feedback, especially for women and those stepping into authority • Managing Ego and Vulnerability — how to lead strong personalities, and why the best CEOs don’t need to be the loudest in the room • The Real Impact of Geopolitical Instability — managing stress, anxiety, and the urge to overwork in a shifting tech and business landscape • The Inner Voice and Limits — how high achievers cope with self-doubt, traumas, and the drive to “change the world” • Loneliness and Motivation in Coaching — the transition from leading teams to being a solo entrepreneur & coach, and finding meaning in client results • ADHD in Leadership and Coaching — how neurodiversity shapes energy, creativity, and the entrepreneurial journey • Vulnerability as a Superpower — advice for new executive coaches stepping into the arena with high achievers This conversation is for anyone navigating leadership transitions, wrestling with self-doubt, or seeking new ways to set boundaries and build resilience. It will resonate especially with coaches, executives, and founders looking for honest, practical wisdom about leadership’s emotional side—and how to keep growing when the ground keeps shifting. So settle in and enjoy this candid, vibrant, and deeply relevant conversation. Don’t forget to follow and share this episode with a leader or executive coach in your network! CHAPTERS 00:00 — Welcoming Alisa: Leadership Roots & Self-Exploration 01:33 — From Trader to Leader: Lessons from Managing Big Egos 04:20 — How Leadership Keeps Evolving 07:00 — Building Confidence & Spotting Strengths 10:14 — Empathy for Every CEO: The Pressure and the Privilege 13:27 — Leadership in Times of Instability 17:30 — Mindset, Hope, and Conviction Amid Uncertainty 18:42 — The Inner Voice: Doubt and Limits for High Achievers 20:38 — Becoming a Coach: Surprises and Realities 24:43 — Staying Motivated in Solitude 28:57 — ADHD, Creativity, and Resilience 32:51 — Real Advice for New Executive Coaches Connect with Olga: LinkedIn: Olga Skipper Website: www.olgaskipper.com Connect with Alisa: LinkedIn: Alisa Reznik