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The Big Time Small Business podcast shines a spotlight on the small businesses you see every day but don't hear enough about. I interview small business owners, operators, and founders to talk about the obstacles they have faced, the successes they have earned, and where their business is going to inspire and inform you in your own career. Episodes will be published bi-weekly on Friday afternoons.
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The Intentional Owner

Kaustubh Deo & Sam Rosati

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The Intentional Owner provides an in-depth & personal look at life as a small business owner. We discuss how to acquire, operate, and grow small businesses in ways that achieve positive impacts for yourself, for your family, for your employees, and for your community. We love everything to do with small business acquisitions & entrepreneurship and want to support our fellow small business owners in having a fulfilling life.
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show series
 
Palmer Higgins joins co-hosts Kaustubh Deo and Sam Rosati to discuss building Chenmark, lessons from operating small businesses, and maintaining a long-term approach to leadership. Palmer shares his early career in finance and a startup, the path to acquiring multiple companies with family members, and the importance of agency in shaping his career…
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Kaustubh Deo and Sam Rosati return for a wide-ranging episode that blends personal updates with deeper reflections on business building and investment philosophy. They begin by recapping Sam’s family trip to Hawaii and updating their ongoing fitness tracker challenge, before diving into a detailed reflection on their recent interview with Chase Mur…
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In this episode of The Intentional Owner, co-hosts Sam Rosati and Kaustubh Deo welcome their first guest, Chase Murdock, CEO of the Decada Group. Chase reflects on his transition from high-growth, venture-backed startups to building a durable, decentralized holding company rooted in Salt Lake City. He shares how his early career in venture capital …
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In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo dive deep into two interconnected topics: the real tradeoffs of self-funded search versus traditional high-income careers, and tactical frameworks for evaluating industries and revenue quality in SMB acquisition. They open with a candid conversation about what draws people into E…
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In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo dive deep into the critical first 90 days following a business acquisition. Drawing from their own operating experience, they discuss tactical items like transition checklists and asset conversion, while also exploring the softer—but equally important—aspects of communication wit…
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In this episode of The Intentional Owner, Kaustubh Deo and Sam Rosati dive deep into the often-overlooked art of managing investors in self-funded search deals. From communication best practices to governance structures, Kaustubh and Sam explore the nuances that define healthy investor relationships. They share personal experiences, trade perspecti…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati unpack what it looks like to build a fulfilling life around small business ownership without sacrificing long-term goals. Framed around personal goal setting, competing priorities, and everyday tradeoffs, the episode offers a candid look at how both hosts are trying to d…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati explore the concept of time prioritization and how small business owners can focus on non-urgent but important tasks to drive long-term success. They frame the conversation around the Eisenhower Matrix, examining how founders often get stuck in reactive decision-making a…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati unpack the concept of personal non-negotiables and what it takes to make business ownership sustainable over the long haul. What begins as a reflection on physical health quickly evolves into a broader conversation about habit formation, time prioritization, and the limi…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati respond to a powerful message from a fellow operator grappling with the emotional side of small business ownership—specifically the gap between success on paper and fulfillment in real life. What unfolds is one of their most candid conversations yet, tackling everything …
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati dive into one of the most misunderstood yet critical concepts in small business ownership: Debt Service Coverage Ratio, or DSCR. Drawing from Kaustubh’s experience running Blooma Tree Services and Sam’s ongoing involvement with operators and investors across the ETA comm…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati reconnect after a busy stretch that included SMBash and the Masters to reflect on what made this year’s event the best one yet. They dive into the evolution of SMBash, from its scrappy beginnings during the pandemic to a thoughtfully curated gathering that now draws oper…
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In this special live episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati take the stage at SMBash in Dallas for a wide-ranging, honest, and often humorous conversation with two operators who’ve taken very different paths into small business ownership. First up is Chris Williams, owner of System Six, who shares how he transitioned…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati unpack one of the most important and nuanced decisions a small business buyer can make: whether to self-fund and retain 100% ownership or raise equity from outside investors. Drawing from their own experiences and those of other operators, Kaustubh and Sam explore how th…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati dive into a topic that rarely gets the spotlight in small business ownership: how running a company impacts your personal relationships, especially with spouses and children. Through honest, personal reflections, Kaustubh and Sam explore how owning and operating a small …
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In this episode of The Intentional Owner, hosts Kaustubh Deo and Sam Rosati explore the realities of long-term ownership in small business. Many entrepreneurs enter the space with the intention of holding a business indefinitely, but the challenges of day-to-day operations, shifting risk tolerance, and unforeseen opportunities often reshape that vi…
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In this episode of The Intentional Owner, hosts Kaustubh Deo and Sam Rosati dive into what it truly takes to succeed as a small business owner. They break down the mindset, attributes, and leadership qualities that make the difference between thriving in SMB ownership and struggling under its demands. Kaustubh shares lessons from running Blooma Tre…
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Surviving Search, Closing the Deal, and Scaling a Business for the Long Haul In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo dive deep into the journey of buying and running a small business—specifically, Kaustubh’s experience acquiring and growing Blooma Tree Services. Kaustubh shares how his path from private equity to entre…
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In this inaugural episode of The Intentional Owner, Sam and Kaustubh discuss their transitions from high-pressure corporate careers in law and finance to owning small businesses. They delve into the emotional and practical challenges they faced during their searches, the importance of having a clear 'why,' and how they manage time and productivity …
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Welcome to The Intentional Owner, hosted by Sam Rosati & Kaustubh Deo. Sam is a Founder at SMBootcamp, SMB Law Group, SMBash and Pursuant Capital as well as an investor in self-funded Searchers. Kaustubh is the President at Blooma Tree Experts and former analyst at Bain Capital and Associate at Searchlight Capital Partners. Together, they'll discus…
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On this episode, I speak with Owen McCarthy, Co-founder and President of MedRhythms, a Maine-based digital therapeutics company that uses music to help drive clinical outcomes for people following neuro injury or disease. The idea for the company was born when Owen's co-founder, Brian, utilized auditory techniques as a clinician at Spaulding Rehab …
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On this episode, I talk to Paul Stringer, owner of DHM Landscaping, a commercial maintenance landscaping company in Phoenix Arizona. Paul purchased DHM almost three years ago with the idea of putting his tech and marketing experience to work in a company of his own. His focus on delighting the customer with technology and service far above what is …
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On this episode, I speak with James Morin, co-owner and COO of Flowfold, an outdoor company that makes minimalist gear for everyday adventures. James admits to initially selling wallets for beer money for almost five years while he and his partners prototyped their designs and raised some seed money, before going full time three years ago. Since th…
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On this episode I speak with Jeff Small, founder of Strategic Media, a radio advertising company based in Maine that has a client list featuring the likes of Vistaprint, FanDuel, and eharmony. Jeff has built the company around a core competency in traditional radio and his company has doubled over the last five years thanks to that focus. Now, Jeff…
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On this episode, I speak with Phil Coupe, Co-founder of ReVision Energy, a full-service renewable energy contracting company in Maine that was ranked the #1 in New England – and #14 nationally – for rooftop solar in 2016. Started in 2003 by two guys in a garage, Phil and his partners have grown ReVision to a 250-employee company spanning five locat…
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On this episode, I speak with Peter Handy, CEO of Bristol Seafood, a seafood processing and distribution company. Originally a research analyst on Wall Street, Peter bought Bristol four years ago and spent the first two learning the business under the previous owner before taking over as CEO in 2016. Since then, Peter has focused on adding talent t…
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On this episode, I speak with Jeff Buckwalter, CEO of The Holy Donut, a Portland, Maine based retail and wholesale donut company whose hand-cut, hand-glazed potato donuts have developed a crazed following both locally and beyond. With demand far exceeding supply for his donuts and persistent inquiries for expansion and even franchising, Jeff talks …
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On this episode, I speak with Colin Campbell, founder and CEO of Stratosphere Consulting, a national consulting company with an expertise in case management which made it to #488 on the INC 5,000 list thanks to their 1,000% growth over the past three years. Operating as an entirely distributed company with no corporate office, Stratosphere has doub…
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On this episode, I talk with Bob Smith, owner of Sebasco Harbor Resort, a 405-acre seasonal family vacation destination located on the coast of Southern Maine. The self-proclaimed Keeper of the Lighthouse – a title in homage to his promise to preserve the 90-year legacy that came before him – Bob has spent his 21 years as owner setting the resort u…
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On this episode, I talk with Bob Garver, co-founder of Wicked Joe, a wholesale roasting company and Bard Coffee, a retail coffee shop both located in Maine. After falling in love with the connections coffee can foster as an Army Captain stationed in Turkey, Bob has spent the past quarter-century sourcing, roasting, and brewing the best coffees he c…
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On this episode I talk with Mary Allen Lindemann, co-founder and community builder of Coffee By Design ("CBD" if you are a local), a Maine-based community coffee house and wholesale roastery that will roast over 550,000 pounds of coffee this year. Approaching their 25th anniversary, CBD has been through three waves of coffeehouse competition and ha…
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On this episode, I talk with Luke Livingston, founder of Baxter Brewing, a craft brewery that has grown to the third largest brewer by volume in Maine since its founding 8 years ago. Once the 16th brewery license in the state, Baxter was the first in New England to produce beer exclusively in a can or a keg — in part for the environmental benefits …
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On this episode, I talk to Barrett Takesian, founder and executive director of Portland Community Squash, a nonprofit focused on community engagement and youth development in Portland, Maine. Over the past 6 years, Barrett has pioneered a hybrid business model that blends a for-profit division into a nonprofit structure and in 2017 was recognized a…
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On this episode, I talk with Seth Page, co-founder of Misfit Athletics, a fitness company that does everything from operating CrossFit gyms to running an apparel brand, to remote coaching for high-level Crossfit Games athletes and everything in between. Since starting their business from a garage gym almost 10 years ago, MisFit Athletics has grown …
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On this episode, I speak with John Rooks, co-founder and CEO of Rapport, a software-as-a-service company helping small and medium-sized businesses capture and quantify their environmental footprint while saving them money along the way. Since winning an investment from Steve Case during his Rise of the Rest tour, Rapport is on a mission to democrat…
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