CFO Insights - Finance, M&A & Capital Markets

Perspectives on capital allocation, M&A, fractional CFO strategy, and financial leadership for business owners and institutional investors.

Gregg Carlson is a CPA and CFA Institute member with 25+ years of CFO, Controller and financial analyst leadership across public companies, cannabis operators, gaming and hospitality businesses, and institutional investors. He has closed $700M+ in transactions. These articles apply that experience to the financial decisions founders, operators, and investors face.

To discuss a specific situation: gregg@gregg-carlson.com


Gregg Carlson Gregg Carlson

Raising Equity Capital: What Founders and Owners Need to Know in 2026

Equity capital is the most expensive form of financing measured in permanent ownership dilution. Every percentage point you give up is permanently gone unless you buy it back at a higher price later.

The most common mistake founders make is negotiating valuation hard and terms lightly. The terms — liquidation preferences, anti-dilution provisions, board composition, protective provisions — determine your actual economic outcome far more than the headline pre-money figure.

Read More
Gregg Carlson Gregg Carlson

AI in the Small to Medium Business (SMB) Finance Function

What AI and agentic AI actually do in your accounting and finance function — 18 concrete use cases, a three-phase implementation roadmap, and the regulatory framework every owner must understand before deploying AI in a financial context.

Read More