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Careers · Kaustubh Deo & Sam Rosati

The Intentional Owner

by Kaustubh Deo & Sam Rosati

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.

Latest episodes

Showing 20 · updated from the feed

Change Management in the SMB World | The Intentional Owner

Sam Rosati and Kaustubh Deo explore the realities of managing change in small businesses on The Intentional Owner. The conversation begins with Kaustubh sharing recent ob

Oct 15
50 min

Could Your Business Survive Without You for Two Weeks?

Kaustubh Deo and Sam Rosati explore what it takes to build a small business that can function without its owner at the center of every decision. They compare the early da

Oct 1
49 min

EOS Implementation, Quarterly Planning and Setting Revenue Objectives | The Intentional Owner

Sam Rosati and Kaustubh Deo discuss quarterly planning, team structure, and financial transparency on The Intentional Owner. Kaustubh is preparing for Blooma's first mult

Sep 17
53 min

Red Flags in Searchers + Building Operational Systems | The Intentional Owner

Sam Rosati and Kaustubh Deo explore what makes a capable searcher and business owner on The Intentional Owner. They examine a recent tweet from investor Grant Hensel abou

Sep 3
55 min

The Trap Size Business: Why $2-5 Million Revenue Is the Hardest Stage

Sam Rosati and Kaustubh Deo explore a question many small business owners face but rarely discuss: what size business should you actually build toward? The conversation e

Aug 20
54 min

Why Operator Skills Matter More Than Deal Quality in Small Business Acquisition - Adam Markley

Sam Rosati, Kaustubh Deo, and Adam Markley explore the realities of small business ownership through the lens of investor pattern recognition on The Intentional Owner. Ma

Aug 6
52 min

Capital Allocation for Small Business Owners: Debt, Reinvestment, and Liquidity

Sam Rosati and Kaustubh Deo tackle capital allocation for small business owners on The Intentional Owner. The conversation examines four primary options for deploying exc

Jul 23
50 min

Alternatives to Traditional Acquisition: Franchises, Starting Small, and Owner-Operator Realities

Sam Rosati and Kaustubh Deo explore practical alternatives to traditional entrepreneurship through acquisition on The Intentional Owner. The conversation examines how sma

Jul 9
54 min

Why Self-Funded Search Is Harder Now and How to Stand Out as a Business Buyer

Sam Rosati, Kaustubh Deo, and Jacob Hall explore the evolving challenges of self-funded search on The Intentional Owner. Jacob Hall runs Kando Capital, a minority equity

Jun 25
1 h 13 min

Capital Efficiency & Getting to Scale: The Real Cost of Starting From Scratch

Sam Rosati and Kaustubh Deo explore when it makes sense to start a business rather than acquire one on The Intentional Owner. The conversation stems from a listener quest

Jun 11
1 h 02 min

The Guide to Information Sharing w/ Employees for SMB Owners

Kaustubh Deo and Sam Rosati unpack the complicated balance between transparency and confidentiality as small business owners managing growing teams. They explore how much

May 28
1 h 01 min

Durability vs. Growth in Small Business Ownership

Kaustubh Deo and Sam Rosati examine the hard tradeoffs that come with building a service business for durability instead of chasing the highest possible annual earnings.

May 14
57 min

Buying a Remote Business Through Self-Funded Search

Sam Rosati and Kaustubh Deo are joined by Vince and Kalyn Saulsberry-Fong to share the story behind acquiring a niche data business as a married couple. They walk through

Apr 30
1 h 14 min

Insurance Due Diligence in Small Business Acquisitions

Sam Rosati and Kaustubh Deo are joined by Andy Harbut and Josh Richman to break down the often-overlooked role of insurance in small business acquisitions. Drawing from d

Apr 16
54 min

Making Smarter Financial Decisions in Your SMB with Michael Young

In this episode of The Intentional Owner, Kaustubh Deo sits down with Michael Young to explore the realities of building and scaling a people-first accounting firm after

Apr 2
49 min

The Financial Controls Every Small Business Needs w/ Denisse Montenegro - TIO #34

In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo sit down with Denisse Montenegro to unpack the realities of operating and scaling a business while f

Mar 19
1 h 17 min

Self-Funded ETA vs. Independent Sponsorship - The Intentional Owner #33

In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo break down the real differences between self-funded ETA and independent sponsorship. Drawing from th

Mar 5
56 min

A Weekly Time Audit for Small Business Owners - The Intentional Owner #32

Sam Rosati and Kaustubh Deo take a transparent look at how they actually spend their time as entrepreneurs juggling multiple commitments. From running their primary busin

Feb 19
59 min

The Real Tradeoffs Between Operating and Investing - Mike Botkin - The Intentional Owner #31

In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo sit down with Mike Botkin for a wide-ranging conversation on operator mindset, capital alignment, an

Feb 5
1 h 15 min

Buying a Business Means Owning the Sales Function with Andrew Gazdecki of Acquire.com - The Intentional Owner #30

Andrew Gazdecki joins Kaustubh Deo and Sam Rosati for a wide-ranging conversation on building, buying, and selling small businesses. Andrew shares the origin story of acq

Jan 22
1 h 00 min

Chart trend

Position in the Careers chart (US), last 90 days.

#13
all-time peak
13
days in the top 50 since Feb 2025

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Where The Intentional Owner ranks today in each Apple Podcasts chart (US, Oct 15, 2026).

#188 NEW Careers US

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