Kaustubh Deo & Sam Rosati
The Intentional Owner
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.
Author
Kaustubh Deo & Sam Rosati
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
Rejecting the Arrival Fallacy - Chase Murdock: CEO of Decada Group 17.07.2025 58:08
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 led to burnout and the realization that long-term...
Evaluating Industries & Revenue Quality in SMB Acquisition - The Intentional Owner #16 03.07.2025 50:37
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 ETA, weighing lifestyle freedom and long-term upsid...
How to Navigate the First 90 Days Post-Acquisition - The Intentional Owner #15 19.06.2025 1:00:43
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 with employees and customers. They examine the nuance...
Managing Relationships between Investors, Operators, and Searchers - The Intentional Owner #14 05.06.2025 55:05
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 perspectives as both operators and investors, and offer can...
Podcast Announcement! - The Intentional Owner 29.05.2025 1:30
Quick Update for the listeners! We're excited to announce that we will soon be bringing guests onto the show, as well as moving to a release cadence of every other week. See you next Thursday!
How Operators can Balance Ambition with a Sustainable Life - The Intentional Owner #13 22.05.2025 1:03:03
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 design lives that support sustainability—not just s...
The Eisenhower Matrix for Small Business Operators - The Intentional Owner #12 15.05.2025 46:22
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 and struggle to create space for deeper work. Kaust...
Designing a Sustainable Life as a Small Business Owner - The Intentional Owner #11 08.05.2025 38:27
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 limits of willpower. Kaustubh shares his recent experi...
Avoiding the Arrival Fallacy in Entrepreneurship - The Intentional Owner #10 01.05.2025 49:45
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 from burnout and routines to long-term sustainabil...
Debt Service Coverage Ratio in SMB - The Intentional Owner #9 24.04.2025 49:22
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 community, the discussion unpacks how DSCR directly af...
SMBash Recap - The Intentional Owner #8 17.04.2025 46:10
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 operators, searchers, and investors from across the co...
Live From SMBash! - The Intentional Owner #7 10.04.2025 42:58
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 from investment banking and private equity to run...
Owning 100% vs. Taking Capital: The Tradeoffs That Matter - The Intentional Owner #6 03.04.2025 1:03:08
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 this decision impacts governance, financial flexibil...
The Impact of SMB Ownership on Family, Spouses & Children - The Intentional Owner #5 27.03.2025 1:04:13
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 business affects everything from daily routines an...
Long-Term Hold Philosophies: SMB, PE, and Investor mindsets - The Intentional Owner #4 20.03.2025 45:24
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 vision. Kaustubh shares insights from his own experi...
The Mindset and Skills that set Successful SMB Owners Apart - The Intentional Owner #3 13.03.2025 1:05:31
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 Tree Services, including the reality of transitioning...
Surviving Search, Closing the Deal, and Scaling a Business for the Long Haul - The Intentional Owner #2 06.03.2025 54:33
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 entrepreneurship was shaped by a desire for ownership,...
Abandoning the Rat Race for SMB & ETA -The Intentional Owner #1 27.02.2025 1:04:01
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 as business owners. With personal anecdotes and ac...
Welcome to The Intentional Owner 19.02.2025 1:40
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 discuss small business operations, acquisitions, and inv...
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