OuiTalkPod

Semyon Dukach came to the US at 10 years old as an immigrant, but that didn’t stop him from leading MIT’s legendary blackjack team and raking in millions of dollars from casinos all over the world.  Today, as the Founding Partner of One Way Ventures, he backs exceptional immigrant founders building ambitious companies across sectors, with investments including Chipper Cash, Brex, and Helm.ai. In t...

Justin Caldbeck has spent his career backing some of the most influential companies in modern tech, including Uber, Snapchat, SpaceX, and Grubhub, with prior roles at Bain Capital Ventures and Lightspeed Venture Partners. In this episode of OuiTalkPod, Justin walks us through the defining moments of his journey as an investor operating at the highest level. He shares: - What it takes to identify a...

Before Moniepoint became an African fintech powerhouse, Tosin Eniolorunda was a software engineer obsessed with solving hard problems. What started as a focused bet on serving underserved businesses has grown into one of the continent’s most important financial infrastructure companies, processing billions in transactions and powering millions of merchants across Africa. In this episode of OuiTalk...

Seth Levine is a Partner at Foundry and one of the architects of the Colorado startup ecosystem. In this episode, Seth takes us through his early life, formative career moments, and lessons from backing companies like Fitbit. We also discuss his thoughts around entrepreneurship, his book and perspectives on immigration, including the implications of Trump’s U.S. H-1B policy. New episode out . List...

Stefan Lindeberg has spent his career backing ideas and companies that have shaped the global tech landscape. This episode dives into the early Spotify years, the realities of scaling world-changing companies, and the messy, human side of venture capital. The full episode is now live, wherever you stream your podcasts.

In this debut episode of OuiTalkPod , Olu Oyinsan sits down with Misa Matsuzaki — Japanese entrepreneur, investor, and bridge-builder  for an honest conversation about breaking barriers and building across cultures. From her early days at AGASTA to becoming one of Japan’s youngest women to take a company public, Misa’s journey spans technology, investment, and the future of work. Together, they ex...

Join Olu Oyinsan as he travels around the world in conversation with visionary entrepreneurs and investors, unpacking the people, processes, and playbooks behind companies we admire. OuiTalkPod takes you behind the scenes of how great businesses are built. These stories spark ideas, challenge assumptions, and inspires the journey ahead.