Side Letter
About
Rob Levin

I'm Rob Levin — Navy veteran, founder, operator, investor, and the guy running CIS Partners, a boutique M&A advisory firm that helps founder-led B2B businesses navigate exits, growth capital, and the messy middle of getting transaction-ready. I've sat on both sides of 20+ deals, which means I've seen what works, what doesn't, and what keeps founders up at 3am.

This site is where I write about all of it — the mechanics of dealmaking, where capital is flowing, what's actually happening in the lower middle market, and the occasional detour into culture, AI, combat sports, and whatever else catches my attention.

If you're a founder, CEO, or operator trying to build something worth buying, you're in the right place. If you're just here for the commentary, that's fine too.

Featured

The Problem With “Sell Before AI Wrecks Your Business”

AI is destroying some businesses and making others worth considerably more. Why the sell-before-the-tsunami argument does not survive contact with the deal market.

Rob Levin·2026-08-23·8 min read
Bold typographic treatment of the sell-before-AI tsunami argument with a red accent underline
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