Venture Capital & Private Equity Episodes

#242 Scot Lowry (Promise Partners & PromiseONE) — The Right to Win in Entrepreneurship Through Acquisition
March 5, 2026

#242 Scot Lowry (Promise Partners & PromiseONE) — The Right to Win in…

Scot Lowry — Managing Partner and Co-Founder of PromiseONE Companies Scot is the Managing Partner and Co-Founder of PromiseONE Companies, a Cleveland-based investment firm that helps purpose-driven entrepreneurs acquire and g...

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[Bonus] Ohio VC Fest — Investing and Building with AI
Jan. 15, 2026

[Bonus] Ohio VC Fest — Investing and Building with AI

Today’s episode was recorded live at Ohio VC Fest, where I hosted a panel on AI, joined by an incredible group of investors, including: Peggy Roberts , Managing Partner at The Riverside Company ; Candice Matthews Brackeen , F...

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#235: Craig Newmark — Craigslist
Jan. 8, 2026

#235: Craig Newmark — Craigslist

Craig Newmark is the founder of Craigslist and someone whose work has shaped the modern internet as we know it. Long before Craigslist became one of the most enduring, important, and frequented platforms on the web, long befo...

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#234: Brad DeHays (Connect Housing Blocks) — Building the Future of Housing, Construction, and Modular’s Potential
Dec. 18, 2025

#234: Brad DeHays (Connect Housing Blocks) — Building the Future of H…

Brad DeHays — Founder and CEO of Connect Real Estate and Connect Housing Blocks. Brad’s journey spans from buying small distressed properties while still in college to leading one of the most ambitious housing manufacturing p...

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#233: Chaya Slain (Virtera Partners) — Dare To Be Different, Dare To Be Great
Dec. 11, 2025

#233: Chaya Slain (Virtera Partners) — Dare To Be Different, Dare To …

Chaya Slain is the Founder, President, and Chief Investment Officer at Virtera Partners. After studying mathematics at Columbia University, she discovered her deeper interest in investing at Goldman Sachs. After several years...

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#224: The O.H.I.O. Fund — Origins and Ambitions
Sept. 25, 2025

#224: The O.H.I.O. Fund — Origins and Ambitions

On this special episode of Lay of the Land, I’m joined—for the first time—by the two co-founders of The O.H.I.O. Fund, Mark Kvamme and Ray Leach, as well as the fund’s two founding partners, Jill Meyer and Mike Venerable, to ...

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#219: Dale Wollschleger (ExactCare) — From Pharmacist to Building a Billion-Dollar Pharmacy Care Company
July 31, 2025

#219: Dale Wollschleger (ExactCare) — From Pharmacist to Building a B…

Dale Wollschleger is the Founder and former CEO of Cleveland-based ExactCare Pharmacy and the developer of the ExactPack™—a patient-specific medication packaging system designed to simplify complex medication regimens. This O...

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#216: TJ Dembinski (Eagle Electronics) — Onshoring America's Critical Technologies (TOF Report)
July 10, 2025

#216: TJ Dembinski (Eagle Electronics) — Onshoring America's Critical…

TJ Dembinski is the co-founder and CEO of Eagle Electronics, dedicated to on-shoring America’s critical technology supply chain, starting with the IoT and automotive-grade cellular modules! This journey traces a fascinating a...

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#206: Blake Squires (Findaway, Movable, and Stubl) - Serial Entrepreneur
April 17, 2025

#206: Blake Squires (Findaway, Movable, and Stubl) - Serial Entrepren…

Blake Squires began his journey in the mid-90s in Los Angeles, capitalizing early on the convergence of technology and media. He soon returned to his hometown of Cleveland to co-found Everstream with Steve McHale (episode 196...

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#200: Andy Tran (Arthur Street Ventures) — A Modern Renaissance Man
Feb. 13, 2025

#200: Andy Tran (Arthur Street Ventures) — A Modern Renaissance Man

Andy Tran has lived more lives than just about anyone I know. He’s a serial entrepreneur who has started multiple businesses across industries, including tech, ammunition manufacturing, defense contracting, and tequila, among...

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[Bonus] Rust Belt Rundown featuring Jeffrey Stern of The O.H.I.O. Fund
Jan. 9, 2025

[Bonus] Rust Belt Rundown featuring Jeffrey Stern of The O.H.I.O. Fund

Welcome to a special bonus episode of the Lay of The Land podcast. Today, we're doing something a bit different as I take on the role of guest on other podcasts to discuss recent developments in my journey and offer a glimpse...

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#194: Hanna Kassis (Babylon Asset Management) — Business Financing, Private Credit, and Growth Capital
Dec. 19, 2024

#194: Hanna Kassis (Babylon Asset Management) — Business Financing, P…

Hanna Kassis — founder @ Babylon Asset Management — who has deployed over $1.5 billion in capital throughout his career in alternative lending.Starting with Tim Ryan's congressional campaign in Youngstown, Hanna went on to build OAREX Capital Markets while still in law school, securing seed fun…

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[Bonus] Marketing Moves — Investing in Ohio's Future: Ft. Jeffrey Stern
Oct. 31, 2024

[Bonus] Marketing Moves — Investing in Ohio's Future: Ft. Jeffrey Ste…

Welcome to a special bonus episode of the Lay of The Land podcast. Today, we're doing something a bit different as I take on the role of guest on other podcasts to discuss recent developments in my journey and offer a glimpse...

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#186: Andrew Rising (Encore Venture Labs) — Bridging Cleveland's Industrial Heritage To Its Industrial Future
Oct. 3, 2024

#186: Andrew Rising (Encore Venture Labs) — Bridging Cleveland's Indu…

Andrew Rising, CEO of Encore Ventures Labs. As someone who believes deeply in the opportunity for Cleveland’s future, I find Andrew’s journey to be an inspiring and optimisitc one… …Deeply rooted in the heart of Cleveland’s w...

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#183: Laura Bennett & Alex Krooglik (Embrace Pet Insurance) — The Story of A Cleveland Unicorn
Sept. 12, 2024

#183: Laura Bennett & Alex Krooglik (Embrace Pet Insurance) — The Sto…

Laura Bennett and Alex Krooglik, co-founders of Embrace Pet Insurance, which was sold in 2023 for $1.5 billion to JAB Holding Company. The duo founded Embrace Pet Insurance after graduating from Penn’s Wharton School of Busin...

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#181: Fred DiSanto (Ancora) — Connecting Dots, Activist Investing, Mentorship, and Deal Making
Aug. 29, 2024

#181: Fred DiSanto (Ancora) — Connecting Dots, Activist Investing, Me…

Fred DiSanto, Chairman and CEO of Ancora — the Cleveland-based investment firm with nearly $10B in assets under management and over 100 employees — which he’s led since 2006! Before Ancora, Fred had an expansive investing car...

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[Bonus] Jack Greco (ACV Auctions) — building a multi-billion-dollar company in Buffalo, NY
Nov. 2, 2023

[Bonus] Jack Greco (ACV Auctions) — building a multi-billion-dollar c…

Jack Greco, co-founder and former CFO and COO of ACV Auctions, a Buffalo-based wholesale online marketplace for cars (ACV Auctions went public in 2021 and is currently valued at approximately $3 billion dollars) Now an active...

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#136: Michael Sirpilla (Society Brands)
Sept. 28, 2023

#136: Michael Sirpilla (Society Brands)

Michael Sirpilla, co-founder and CEO of Society Brands. Under Michael’s leadership as CEO, Society Brands has raised $205 million in capital to continue their rapid consolidation in the e-commerce sector with many completed a...

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#131: Stewart Kohl (The Riverside Company)
Aug. 24, 2023

#131: Stewart Kohl (The Riverside Company)

Stewart A. Kohl is Co-CEO of The Riverside Company — a $14 billion global private equity firm founded to invest in premier companies at the smaller end of the middle market, with headquarters in Terminal Tower in Tower City h...

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#130: Bill Manby (Interstate Fusion Ventures)
Aug. 17, 2023

#130: Bill Manby (Interstate Fusion Ventures)

Bill Manby, Founding & Managing Partner at Interstate Fusion Ventures. An entrepreneur at heart, Bill grew up in NEO and has always been passionate about working every day to make his home better through investments, philanth...

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#126: Michael Goldberg (Case Western Reserve University &  CWRU Alumni Venture Fund)
July 20, 2023

#126: Michael Goldberg (Case Western Reserve University & CWRU Alumn…

Michael Goldberg, Executive Director of the Veale Institute for Entrepreneurship, as well as an Associate Professor of Design and Innovation at the Weatherhead School of Management at CWRU where he teaches courses on entrepre...

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#120: Brendan Anderson & Donnie Bedney (ScaleCo)
June 1, 2023

#120: Brendan Anderson & Donnie Bedney (ScaleCo)

Brendan Anderson and Donnie Bedney on their work at ScaleCo — a Cleveland-based entrepreneurship-through-acquisition organization that has invested more than $165 million in over 20 regional companies. In our conversation tod...

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#111: Brian Folmer (FirstLook VC)
March 23, 2023

#111: Brian Folmer (FirstLook VC)

Lay of The Land's conversation today is with Brian Folmer. Born and raised in Cleveland, Brian has boomeranged back to Cleveland after 6 years in NYC and starting his own company. Brian is the founder of FirstLook.vc and Dist...

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#103: Dr. Elad Granot (John Carroll University, Boler College of Business)
Jan. 26, 2023

#103: Dr. Elad Granot (John Carroll University, Boler College of Busi…

Dr. Elad Granot — Dean of John Carroll University’s Boler College of Business, co-founder and managing member of an early-stage technology Venture Capital fund, and advisor to a $450mm VC fund — on what Cleveland can learn from Startup Nation and Elad’s time in Israel, the role of academia in foste…

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