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Dmitriy believes happiness lives in calmness, not eventfulness,  and that calmness comes from focus, born of patience and curiosity, which in turn require honesty and compassion, starting with oneself.

With over twenty years leading people and organizations, from small businesses to companies of several thousand, across IT and non-IT alike, – Dima sees himself less as a manager and more as a strategic leader, driven by a lifelong urge to teach and to learn. That thread runs from his early years as a camp counselor and English tutor, through his time as an agile evangelist guiding organizational transformation, to today, where he leads a 300-person unit, coaches his company’s executives and founder-partners, and mentors every person on his own leadership team through a genuinely uncertain world.

Born in Ukraine and now based in Portugal, with time lived across Germany, the Netherlands, the US, and nearly five years in Southeast Asia, Dima works comfortably across cultures and perspectives.

Coming from a family of teachers, doctors, and engineers, this path felt inevitable – a mix of helping professions and a fascination with people as the most interesting systems there are. He works mostly with leaders and founders, people-first, and isn’t shy about saying no when the fit isn’t right.

Walking Mentorship found Dima less as a new direction than an inevitable one: hiking and long journeys on foot, bike, and road have shaped his life since childhood. He believes the farther the horizon, the clearer the thinking: open sky over a room with perfectly white walls. That instinct rests on fifteen-plus years of coaching and mentoring craft, and a firm belief that mentoring is a two-way street – hearing someone’s story while sharing his own, and finding where they intersect.

People who’ve worked with Dima describe someone who brings real excitement and safe atmosphere, positivity and encouragement to the process; though he can be direct when it’s needed, rather than letting rumination run in circles. He’s also a dreamer: dreaming while walking, swimming in open water, or watching the sun drop below a ridge — present in the moment and in the dream at once, sharpened by a long-standing love of philosophical and technological science fiction.

Upcoming programs

Camino de berobreo - Walking Mentorship - Spain - Galicia - jodi Morris
2 places available

Camino de Berobreo | Spain | w/ Jodi Morris

18 September - 26 September 2026

Before the intensity, before the ideas, before the brilliance of Synergy The Retreat Show 2026 in Croacia, we invite a small and carefully curated group to do something radically simple: slow down. João Perre Viana, founder of Walking Mentorship, alongside Partner Nuno Santos Fernandes, invite you to join us on a conscious walking journey near the event location, a passage designed to create the inner conditions to arrive truly present, grounded, and focused for Synergy The Retreat Show. Whether you're exploring new paths, supporting someone who is, or drawn to the outdoors and nature, it is not just a walk. It is a threshold, a preparation.
1 place available

Slow down Synergy | Croatia

27 September - 29 September 2026

Kumano Kodo - Japan - Walking Mentorship 01
Group complete

Destination You | Kumano Kodo | Japan

10 October - 17 October 2026

year end banner site - walking mentorship - Morocco 2026
8 places available

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