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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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From Inner Work to Systems Change: Olga Shirobokova on Changemaking & Social Entrepreneurship
Facilitating Change: How to create transformative spaces that inspire, empower & drive real change
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What does it really mean to be a changemaker? In this rich and reflective episode, Olga from Ashoka joins Mentor Dida to explore the full arc of changemaking—from the personal to the planetary. Drawing on 13+ years at Ashoka, Olga shares how her understanding of changemaking evolved—from direct service to systems change, and ultimately, to supporting a world where everyone can step into this role.
Olga has been with Ashoka for over 12 years and has held a variety of roles—from building up Ashoka’s office in the Czech Republic to accompanying social entrepreneurs around the world in refining their systems change strategies. In recent years, she has led Ashoka’s knowledge work, focusing on codifying key insights on how systems change happens. Olga has developed several online courses, case studies, and podcast episodes exploring social entrepreneurship, systems thinking, working with government, and mindset shift as a pathway to change. Today, she serves as the Academic Director of Ashoka’s executive education initiative, the Visionary Program, and is a partner in Ashoka’s Globalizer—its flagship accelerator on systems change. Beyond her global work, Olga also leads efforts to improve the waste management system in her home region.
Together, Olga and Mentor unpack what it takes to create the conditions for changemaking—why exposure matters more than explanation, how inner work is foundational to outer impact, and why authentic change begins with being, not just doing. Olga introduces frameworks like the 5Rs of systems change, shares tools for facilitating mindset shift, and reflects on how building trust across sectors is central to durable impact.
Whether you’re an educator, policymaker, parent, or community leader, this episode offers a grounded, hopeful, and practical look at how we might design spaces that ignite changemaking—starting from the inside out.
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