Thinking about buying a small business? I’ve done it (3 times now) — and I share my strategies, mistakes, and frameworks. I aim to bridge my former Private Equity life to the Main Street world in a way that's approachable, interesting, and educational.
| Platform |  | Pricing | Freemium | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 187 | Founded | 5 years ago | Last Issue | 8 days ago |
| Active | |||||
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Punchable Face
This is a blog written by Kaustubh Deo // Guesswork Investing about acquiring & operating small businesses. If you are a new reader / new searcher, please start here.
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You’ve likely heard someone remark about an annoyi...
The Friction I Choose
Guesswork Unveiled, Issue #33
The Friction I Choose
Stop Solving For Friction
This is a blog written by Kaustubh Deo // Guesswork Investing about acquiring & operating small businesses. If you are a new reader / new searcher, please start here.
Subscribe now
As a 20-something private equity associate, I opti...
Designing Compensation Incentive Packages
Guesswork Unveiled, Issue #32
Creating legible compensation packages is a key function as a business owner & leader.
Your Trusted Search Deal Team (2026)
Big Deal Small Business: Your Trusted Search Deal Team (2026)
This is a newsletter written by Kaustubh Deo // Guesswork Investing about acquiring & operating small businesses. If you are a new reader / new searcher, please start here....
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Ride along on my journey as a small business owner-operator. Since starting this newsletter, I've acquired a business and now run it as the full-time. I post ~2x/month talking about small business M&A, investing, and operations.
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