Lay of The Land

Today’s guest is John Walsh, founder and CEO of Endera, the Ottawa, Ohio-based specialty vehicle manufacturer building school and shuttle buses for transit agencies, airports, school districts, and private fleets across the country.

John came to the bus industry as an outsider —leaving a career in private equity in California with experience investing in cleantech and automotive companies, to launch Endera where he saw an opportunity to transform bus manufacturing in the U.S. by focusing on clean mobility solutions.

Early on, San Diego International Airport wrote the company a seven-figure deposit before Endera had...

Today I had the pleasure of speaking with Len Pagon, CEO of Robots & Pencils.

Len has spent his career building and investing in technology businesses. He founded Brulant in his early 20s, grew it through multiple waves of technological change, later merged it with Rosetta, and then spent the next chapter investing through his family office, Next Sparc. Nearly two decades after leaving the CEO seat, Len found himself back in it at Robots & Pencils to take full advantage of the opportunity AI presents.

In our conversation, we explore that return to founder mode, why...

Daniel Asbury and Ben Goehner are co-founders of Western Dominion Land Company, a vertically integrated housing platform combining land acquisition, large-scale community development, and structural panel manufacturing all under one roof.

In our conversation, we explore why the collapse of smaller and midsize homebuilders after 2008 left entire communities without meaningful new housing supply, and why Daniel and Ben believe the next generation of housing companies will need to manufacture, develop, finance, and deliver homes as an integrated system.

We talk about the economics of attainable homeownership, land banks and public-private partnerships, the role...

The timing of this conversation feels especially meaningful. Cleveland is moving to recognize October 13 as Bernie Kosar Day — honoring one of the most beloved figures in the city’s history and marking 41 years since his first regular-season start for the Browns.

Bernie Kosar has spent his life figuring out a way — from a kid in Youngstown with an improbable dream, to becoming the quarterback of the team he grew up loving, to navigating extraordinary adversity far beyond the football field.

Known and beloved as the legendary quarterback of the Cleveland Browns, Bernie’s story extends far beyo...

Today is a special episode with Jeff—or, as you’ll come to learn, Jeffrey—Charney.

Jeff grew up in rural South Carolina and went on to become a two-time Chief Marketing Officer of the year across firms like Progressive Insurance, Aflac, and QVC, helping shape some of the most enduring characters and concepts in modern marketing, including the Aflac Duck, Flo, Dr. Rick, and *many more.*

But this conversation is less about his résumé than the patterns and philosophies underneath it: seeing around corners, advocating for real creativity and risk taking, and pursuing things t...

Paul Benner is the founder of Platform Beer Company. What began in 2014 as a tiny neighborhood brewery grew remarkably quickly through constant experimentation before ultimately being acquired by Anheuser-Busch in 2019. Platform was also personally meaningful to me…. with many formative conversations in my own entrepreneurial journey and life having occurred within its walls.

In our conversation, Paul and I unpack the full Platform story—from his early interest in entrepreneurship and homebrewing, to Cleveland Brew Shop, Platform’s founding insight, hypergrowth, acquisition, COVID, and its eventual closure. We then explore what came after: separating his identity from the co...

Gerald was one of the very first guests ever on Lay of The Land, back on episode 6, where we talked about his path through Vox Mobile, building Able, and what it took to grow a venture-backed software company from Cleveland. We then picked the story back up on episode 142 after Able’s acquisition by Bullhorn, exploring what an exit actually feels like, what Gerald had learned about company-building, and his work with Bezlio, Docket, and EOS.

Today, we continue that arc with Gerald’s newest chapter: CentSight, an AI financial analyst platform designed to help founders and smal...

Joshua Friedlander — also known as The Jam Man — is the founder of Jam by Josh, a Cleveland-based small-batch jam company he started at just 10 years old.

What began as a childhood love of cooking, gardening, and canning has grown from a backyard hobby into a formidable and rapidly expanding food brand, now sold in more than 75 stores across Northeast Ohio, Pennsylvania, Illinois, and beyond. At 16, Josh has taken Jam by Josh from his home kitchen to grocery shelves national wide.

In our conversation, Josh and I talk about the origins of Jam by Josh, learning to s...

Bowen and Finn Alexy are brothers, entrepreneurs, and investors based in Willoughby, Ohio. They serve as Co-Chief Operating Officers of Alexy Metals, a second-generation brazing alloy manufacturing and precious metals refining company, where they have helped lead the business through a period of significant growth while becoming the two youngest executives in their industry.
Beyond manufacturing, they are the Co-Founders and Managing Partners of BowFin Capital, an early-stage venture investment platform focused on backing exceptional founders across healthcare, fintech, industrial technology, and consumer businesses. They became angel investors in a fast-growing New York City startup while still in...

Kumar Arora — entrepreneur, investor, brand-builder, and the founder of Arora Ventures, a venture studio and portfolio of businesses spanning hospitality, apparel, events, creative agency work, and consumer brands. Born and raised in Cleveland’s Little Italy, Kumar grew up between science and art, a duality that continues to shape how he builds today. In our conversation, Kumar and I explore the cohort of ambitious Clevelanders he came up alongside, his early path through nightlife, events, and entertainment, the lessons embedded in failure and reinvention, and how ventures like Sora, ILTHY, Underdogs, and FutureLAND reflect a broader vision for Cleveland — one ro...

Alec Shankman is the founder of HeartRock Partners.

Alec has spent more than two decades at the forefront of entertainment, talent representation, reality television, digital media, podcasting, brand-building, and the creator economy. Before launching HeartRock, he was a Senior Partner at The Gersh Agency, following its acquisition of his division from A3 Artists Agency, where he built the Alternative Programming and Digital Media Division into a nine-figure 60-person bi-coastal team.

In our conversation, Alec and I explore his path from Cleveland to LA and back again, how he built new lanes in Hollywood by being...

David Gilbert is the President and CEO of Destination Cleveland and the Greater Cleveland Sports Commission.

For more than three decades, David has worked to help Cleveland compete, attract visitors, host major events, and change the way the city is perceived — both by the outside world and by Clevelanders ourselves. Under his leadership, Cleveland has hosted events like the NFL Draft, NBA All-Star Game, MLB All-Star Game, NCAA Women’s Final Four, and the Republican National Convention, while Destination Cleveland has helped drive meaningful growth in visitation and visitor spending across the region.

In our conv...

Duane Mancini, Founder and CEO of Project Medtech, a Cleveland-based platform helping medical technology companies move from promising invention to real patient impact.

What began as a podcast has evolved into a broader ecosystem of consulting, events, education, investor connectivity, and community-building for Medtech founders navigating the difficult path from idea to market.

In our conversation, Duane and I explore his path from science and research into entrepreneurship, how Project Medtech grew from a curiosity-driven podcast into a larger platform, and what founders often underestimate about building in Medtech. We talk about regulatory strategy, reimbursement...

What does it take for AI to matter inside a real operating business? Not as a demo, not as a dashboard, and not as a generic productivity tool — but as something that answers calls, reduces clicks, quotes freight, improves service, and helps people spend more time doing the work that actually moves the business forward.

Today we're republishing an episode from The O.H.I.O. Fund Report with Mark Kvamme — co-founder, CEO, and CIO of The O.H.I.O. Fund — Peter Coratola, founder and CEO of EASE Logistics, and Andy Jenks, co-founder of JAKIB.ai.

Teddy Baldassarre has built one of the most influential watch platforms in the world — and just as compelling as the watches themselves is the entrepreneurial story behind it.

I first met Teddy almost ten years ago at StartMart in Terminal Tower, before any of this existed: before millions of followers, before the global audience, before the authorized retail partnerships, and before the beautiful physical boutique we recorded this conversation in at Crocker Park.

In this episode, Teddy and I explore where his passion for watches began, how a first YouTube video evolved into one of th...

Hochan (CJ) Jang is the co-founder of Balance Pan-Asian Grille.

What began for CJ as an effort to build a healthier, more creative, and more everyday kind of Asian fast casual concept more than 16 years ago has grown into a beloved regional brand with locations across Toledo and Cleveland — one defined by scratch-made food, bold flavors, affordability, and a real commitment to hospitality.

In our conversation, CJ and I explore his journey from growing up in his mother’s restaurant after immigrating from South Korea, to discovering the potential of fast casual, to building Balance with...

Aidan Meany, Founder and CEO of Found Surface.

Aidan is building a programmable knitwear factory in Cleveland that is reimagining what American apparel manufacturing can look like

What began for him with learning to sew from his grandmother and making clothes as a teenager has evolved into a much larger ambition — rebuilding the whole infrastructure to make apparel at scale here in the United States.

Today, Found Surface develops its own yarn relationships from American farms and spinning partners, uses digital flatbed knitting and rapid assembly to make product close to home, and is...

This is the 250th episode of Lay of The Land, and to mark it, I wanted to do something a little different.

Most episodes of this podcast are centered on founder stories — what drives someone to take the very difficult leap of trying to build a company, what problem they feel compelled enough to devote their life to solving, and what they learn along the way. But for this milestone episode, I wanted to step back and talk about the thing that ties these stories together… the community itself. And there was no one I’d rather have f...

Ken Sobel — Co-founder and CEO of Hyperframe.

Ken is an engineer and repeat founder whose entrepreneurial path started early — out of college he launched a fingerprint payments company that predated Apple Pay, which he took through Y Combinator and ultimately was acquired by Visa in 2016.

Ken grew up in construction though… recalling memories being in his father’s workshop as a kid — and his longstanding passion for construction coupled with his love of engineering and problem-solving has culminated in an entrepreneurial desire to rethinking of one of the most fundamental parts of construction — steel framing.

Through...

Dave Stack. Dave is an internet entrepreneur and the founder of MusicStack, one of the early online marketplaces for rare and out-of-print music, which he began building out of his dorm room at Ohio State 30 years ago in the early days of the commercial internet. Over the years, he has gone on to build a portfolio of niche vertical marketplaces under the banner of Vertical Commerce, including MusicStack, Bear Pile, Reborns, and BJD Collectors — which has grown to facilitate tens of million in gross merchandise sales.

In our conversation, Dave and I explore how a love of mu...

Carson Morell and Daniel Scott Mitchell, Co-Founders of Takton — a manufacturing technology company building fast, affordable tools for small and mid-sized manufacturers.

Carson and Daniel came into manufacturing from different paths — Carson as a founder and operator, Daniel as an engineer at companies like Tesla and Rivian — but arrived at the same realization: there is a massive gap between the most advanced manufacturing technology and what is actually accessible to the majority of shops across the country.

So they set out to meet manufacturers where they are, got in a car and spent months visiting factor...

Anna Dey is a multi-unit and multi-brand franchise entrepreneur who has spent the past decade building businesses across Northeast Ohio. Since getting her start in franchising with an Anytime Fitness location in 2012, she has gone on to own and operate franchises across several systems including Clean Eatz, Smoothie King, The Vitamin Shoppe, Barrio Tacos + Tequila, and goGLOW, earning national recognition along the way as both Franchisee of the Year and Multi-Unit Owner of the Year.

Today, Anna also works as a franchise consultant at The franSPOT, where she helps aspiring entrepreneurs explore and launch franchise businesses of...

Anne Hartnett is a neighborhood developer and entrepreneur focused on creating spaces where community, well-being, and small business can thrive. She is the founder of Harness Cycle and CEO of HCO Partners, a Cleveland-based real estate and placemaking company that develops and operates neighborhood-focused commercial properties.

Anne began her career as a software consultant. After years of traveling and being inspired by vibrant neighborhood cultures in cities like New York and Minneapolis, she decided to open a brick-and-mortar fitness studio in the heart of Cleveland’s Ohio City neighborhood.

In 2013, she opened Harness Cycle, a bo...

Will Zell — Founder and Managing Partner of Vessel, founding CEO and now Executive Chair of AssetWatch, and a leading voice in rethinking how venture capital works across Ohio.

Will’s path into technology and venture isn’t conventional. He grew up — and still lives — in Bellefontaine, Ohio. At 17, he ran for city council under the slogan “A Voice for the Future.” He spent time in ministry, built a real estate portfolio during the financial crisis, and ultimately found his way into technology startups — learning firsthand what it means to raise capital in a state that consistently punches below it...

Noah Jackson and  AJ Wadian — the Co-Founders of Premier Home Pros

Launched in December 2022 with just $65,000 of their own capital and a decision made around a dinner table, Premier Home Pros has scaled from zero to more than $150 million in annual gross sales in just three years — surpassing $100 million in under 24 months — all without raising a single dollar of outside capital. Headquartered in Canton, Ohio, Premier now operates across 14 states and continues to expand at a pace that few companies in any industry achieve.

In our conversation, Noah and AJ walk through the entire evolution of the...

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 grow established businesses through Entrepreneurship Through Acquisition, or ETA. Prior to launching PromiseONE, Scot acquired and led Fathom, a digital marketing firm he grew more than 450% over a decade — an experience that became both the financial engine and talent incubator behind PromiseONE’s long-term portfolio strategy. Today, Scot also serves as the Richard Osborne Professor of Entrepreneurship at Case Western Reserve University, where he teaches acquisition entrepreneurship and helps...

Chad Delligatti — CEO of InnoSource

Chad Delligatti is the CEO of InnoSource — a more than two-decade-old, Ohio-based company that has grown into a national workforce solutions platform serving Fortune 500 and midsized organizations across the country.

Since joining InnoSource in 2000 as one of its earliest employees, Chad has devoted his entire professional career to building the company — helping it evolve from a regional staffing firm into the leading HR, talent, outsourcing, and data solutions partner it is today, employing more than 2,000 associates across North America, partnering with clients to deliver highly customized recruiting and workforce management soluti...

Matt Kalina — Founder and CEO of TandemStride

Matt Kalina is the Founder and CEO of TandemStride, a healthcare marketplace that connects trauma survivors with peers, care partners, and providers to support long-term recovery. Inspired by his family’s firsthand experience with traumatic injury, Matt is dedicated to building solutions that close the gap between emergency care and ongoing support. With his leadership, TandemStride is advancing a more connected and compassionate model of recovery.

In our conversation, Matt and I explore the often-overlooked realities of life after traumatic injury, why peer support is such a powerful laye...

Akram Boutros — Founder and CEO of Nexus Bedside.

Akram brings more than 30 years of experience as a healthcare leader, executive, and clinician. He previously served as CEO of The MetroHealth System in Cleveland from 2013 to 2022, where he led a team of more than 6,000 employees and 3,500 medical staff, overseeing a nearly billion-dollar revenue operation and the complete transformation of the MetroHealth campus and care model. Prior to that, Akram held senior leadership roles at multiple health systems across the country, and he began his career as a physician, earning his Doctor of Medicine from SUNY Downstate Health Sciences.

Tyler Dunagin is the founder and CEO of Turnserv, a Northeast Ohio–based platform company behind brands like ApartmentPainters.com, ApartmentFlooring.com, and Liquid Liner — each rethinking a critical piece of the residential turnover and value-add process for property owners and operators.

In our conversation, Tyler traces his journey from early curiosity in real estate and the unlocking of his entrepreneurial spirit, to building a multi-brand platform that now partners with some of the largest property managers in the country, which has earned Turnserv a place on the Inc. 5000 list of America’s fastest-growing companies, as it con...

Michael and Tory Waxman — the founders of Sundays for Dogs, the Cleveland-based company designed to make dog parents’ lives easy.

What began with their own dog, Mabel, and a simple but powerful question — why does feeding dogs well have to be so difficult? — has grown into one of the most exciting consumer companies to emerge from Ohio. Led by loving dog parents Dr. Tory Waxman, a veterinarian, and Michael Waxman, a serial entrepreneur, Sundays pioneered human-grade, air-dried, zero-synthetics dog food designed to be healthier than kibble and easier than refrigerated alternatives.

Since our last rec...

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:

Together, we walk through where real value is being created with AI, how founders can best leverage it in their business and in raising capital, and explore the vast opportunities and downstream implications of AI looking forward!

00:00:00 Introduction to...

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 before the internet even connected all of us, Craig was a computer science student here in Cleveland at Case Western Reserve University — tinkering with early programming languages, studying neural networks and AI, and exploring the frontier of software engineering.

The rest is history — an amazing history which we’ll cover in our conversation today, how Craig became...

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 platforms in the country. Through Connect Real Estate, Brad has revitalized some of Ohio’s most overlooked landmarks — transforming abandoned power plants, trolley barns, and historic buildings into vibrant new community anchors.

That same entrepreneurial vision inspired him to launch Connect Housing Blocks (CHB), a 630,000-square-foot modular housing facility anchored in Ohio, now one of the largest modular housing...

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 in New York, she returned to Cleveland and joined Parkwood, the Mandel family investment office, where she spent more than a decade immersed in institutional investing. At Parkwood, she developed a disciplined, process-driven investment philosophy; built relationships with leading private equity, hedge fund, and real estate managers; and learned directly from Mort Mandel’s cultural and strategic principles.

In 2020, Chaya founded Vi...

Jerry Schill is the founder and CEO of Schill Grounds Management — a company he launched in 1993 with his brother after a chance summer job revealed a passion for landscaping. What began as a two-person side hustle has grown into a large-scale commercial grounds management company, now one of the fastest-growing platforms in the industry.

In 2020, Jerry began a bold new chapter—scaling Schill Grounds Management through strategic acquisitions alongside organic growth. Under his leadership, the company has completed more than 16 acquisitions and now operates across six states and Ontario, Canada. With a growing family of nine bran...

Perry Stancato is the founder and CEO of Signature Sauces and a third-generation operator of the beloved Cleveland institution, Stancato’s Italian Restaurant.

This conversation with Perry explores the entrepreneurial journey of someone who grew up in the family restaurant — from standing on a milk crate as a kid making waffles for Sunday brunch to running Stancato’s today while simultaneously building Signature Sauces into a premier national food manufacturing partner.

Signature Sauces began in 2005 with a simple idea: to bottle his family’s legendary red sauce after customers kept asking for it. What started as a way...

Kaitie and Kyle Nickel are entrepreneurs, storytellers, and community builders based in Cleveland. They have grown beloved brands such as Cleveland Vibes, The Cleveland Market, and Cleve or Leave to reach hundreds of thousands of followers and many millions of people. 

Their work is driven by a shared goal: to connect people, celebrate local culture, and inspire growth. Passionate about empowering small businesses and shaping Cleveland’s cultural identity, Kaitie and Kyle have built a family business that blends storytelling, innovation, and community into something uniquely impactful.

In our conversation, we discuss the origins of...

Nearly a year and a half after our conversation first aired in 2024, Lost & Found in Cleveland is ready to make its way to theaters nationwide on November 7, 2025.

When I first sat down with Keith Gerchak and Marisa Guterman, the creative forces behind the film, we explored the decade-long journey that brought this story to life—from writing and directing this cinematic love letter to Cleveland, to raising capital, recruiting a star-studded cast featuring Martin Sheen, Dennis Haysbert, June Squibb, Stacy Keach, and many others, and filming across Cleveland’s iconic landscapes.

With the film’s theatr...

Nearly a year and a half after our conversation first aired, Aaron Slodov and Atomic Industries have reached an important milestone worth celebrating. Atomic recently announced the close of its $25 million Series A, led by MaC Venture Capital and DTX Ventures, with participation from Narya and others, to accelerate the rollout of its AI-driven manufacturing platform.

With this funding, Atomic is expanding its software-defined factory footprint and advancing the AI systems at the heart of its vision—one that has already moved from pilot to production, shipping parts to some of the world’s most demanding OEMs. At i...