The Deep End

The Deep End

The Deep End by On Deck is a podcast where visionary builders, creators, and experts discuss world-changing ideas. We skip the surface level and go in depth into ideas that matter including the futures of commerce, higher education, art, governance, longevity, and more with some of the most exciting figures in these fields. The Deep End is hosted by Marshall Kosloff and produced by On Deck—where top talent go to accelerate their ideas and careers. Visit for show notes and additional essays.

Recent Episodes

Telling Your Professional Story with Heyo’s Vivian Chen

Dec. 15, 2022

Vivian Chen is the CEO & Founder of Heyo, a bite-sized pitch platform for professional success. Before starting Heyo,Vivian was an operator who built products across categories from high-growth startups to global enterprises…

Building Web3 Projects on the Frontiers of Emerging Markets with Ani Pai

Nov. 18, 2022

Ani Pai is an investment partner at Dragonfly, where he focuses on highly technical Web3 projects in emerging markets. Ani believes that progress happens on the frontier. Whether it be outer space, the mind/body, and the oc…

Building the Dream of Homeownership with Roots Homes’s Lauren Self

Nov. 10, 2022

Lauren Self is the founder of Roots Homes, a platform that helps put the dream of homeownership within reach by allowing prospective buyers to effectively pay rent while building equity in their home with fractional ownershi…

Building Survivor-Centric Tools with Leda Health’s Madison Campbell

Nov. 3, 2022

Madison Campbell is Co-Founder and CEO of Leda Health, which provides aftercare for sexual assault survivors. Leda Health approaches its space through a survivor-focused lens, developing self-administered DNA collection an…

Democratizing Access to Public Education Dollars with Odyssey’s Joseph Connor

Oct. 27, 2022

Joseph Connor is the CEO & founder of Odyssey, a platform that helps families access state microgrants for K-12 education. Prior to starting Odyssey, Joseph was a former teacher, school founder, and attorney. Joseph and hi…

Starting New York Tech Week with Capital’s Andrew Rhea

Oct. 20, 2022

Andrew Rea is an angel investor and operator, who recently started and organized New York Tech Week. He leads go-to-market at Capital (formerly Party Round) and has invested in over 20 startups, including Motion and Cococart…