Bain Capital, Berkshire Partners, Advent, Audax and TA Associates all run from Boston or Cambridge, making it one of the largest private equity hubs in the country.
Praxis Rock, 2025
The road from today to the years after a sale runs through Massachusetts's rules. Here it is in the order you will meet them: where you stand, what the state takes, the rules of the sale, who buys, and what the money can do after.
Massachusetts is a busy market for business sales, with a deep bench of buyers. The state's share of the gain is among the highest, 9% at the top. Expect an estate tax to plan the proceeds around.
Tax on the gain: 5% plus the 4% surtax on income over about $1 million.
Today
Where you stand
Small firms are almost all of the state's businesses and close to half its jobs, and Boston is one of the country's largest private equity hubs.
of all Massachusetts businesses.
people employed by small businesses in Massachusetts in 2022.
of the state's employment in 2021, about 1.4 million workers.
The elements this touches
The deal team on what changes when you sell a business in Massachusetts.
Before the letter of intent
What Massachusetts takes
A long-term gain is taxed at 5 percent, plus the 4 percent surtax once the year's income tops about $1.08 million, so a large sale year pays 9 percent.
5% plus the 4% surtax on income over about $1 million.
A founder on film
On what he learned about tax on the way to the sale.
Lewis Titus Wastewater purification and manufacturing · Wyoming
Long-term capital gains are taxed at 5 percent; the 4 percent surtax applies to income above $1,083,150 in tax year 2025, so the top rate is 9 percent.
Short-term gains on assets held a year or less are taxed at 8.5 percent, 12.5 percent once the surtax applies.
The estate tax reaches only the part of an estate above $2 million for deaths from January 1, 2023; the exemption is not indexed to inflation.
The rate is the state's top rate on the gain for the year shown, the same figure as the indicator in the hero, so the two can never disagree.
The elements this touches
Under contract and at closing
The rules of the sale
No bulk-sale notice appears to be required, an entire-business sale is exempt from sales tax, and the 2018 non-compete act leaves sale-of-business covenants alone.
Massachusetts is reported to have repealed its bulk-sale statute in 1996; one 2025 law-firm explainer still refers to bulk-sale reporting, so confirm with counsel.
Wikipedia, 1996
Selling a business in its entirety is exempt from sales tax, except for any motor vehicle, trailer, boat or airplane included in the deal.
Massachusetts Department of Revenue (mass.gov)
The 2018 Noncompetition Agreement Act caps employee non-competes at 12 months with garden-leave pay, but exempts covenants given by a significant owner in a sale.
Beck Reed Riden LLP, 2018
The elements this touches
One thing you would not guess
The millionaires surtax was sold as a tax on the rich; in practice it also catches the founder whose one big year is the sale.
The surtax counts one-time events, so a founder selling a business or a home can cross the $1 million line in a single year.
Forecast at about $2 billion a year, the surtax raised $2.4 billion in 2024, $3 billion in 2025 and over $3.1 billion in fiscal 2026 so far.
Massachusetts was the first state to require garden-leave pay in employee non-competes, in 2018.
When the process opens
Who buys
Boston is a private equity capital, home to Bain Capital, Advent International, Summit Partners, TA Associates, Berkshire Partners and Audax, so buyers are never far away.
Bain Capital, Berkshire Partners, Advent, Audax and TA Associates all run from Boston or Cambridge, making it one of the largest private equity hubs in the country.
Praxis Rock, 2025
Advent International, headquartered in Boston, managed roughly $100 billion as of November 2025.
Wikipedia, 2025
The elements this touches
Day 0, and the years after
After the close
Massachusetts offers no self-settled asset protection trust and keeps a rule against perpetuities, so post-exit trust planning often sits in another state.
Massachusetts has no domestic asset protection trust statute; assets you could receive from a trust you created stay open to your creditors.
WealthResidents who want a perpetual dynasty trust or a DAPT set one up under another state's law, such as South Dakota, Delaware, Nevada or Wyoming.
WealthThe post-exit wealth plan is the third act of the same engagement, and it starts in diligence, before the letter of intent, when a move or a trust can still change the answer.
FNDRSThe elements this touches
People who walked it
Founders
From founders elsewhere
No founder in Massachusetts is quoted yet. These are founders in other states, quoted word for word, each described by role and state.
“I definitely don't think we'd be in the same spot without you guys.”
No founder in Massachusetts is on film yet. These are founders in other states who worked with FNDRS.47 founders on film
Nearby
| Northeast | Tax on the gain | Complexity | Deal volume |
|---|---|---|---|
| Connecticut | 6.99% 2025 | Medium | Medium |
| Maine | 7.15% 2025 | Medium | Low |
| New Hampshire | None 2025 | Low | Low |
| New Jersey | 10.75% 2025 | Medium | High |
| New York | 10.9% 2025 | Medium | Very high |
| Pennsylvania | 3.07% 2025 | Medium | High |
| Rhode Island | 5.99% 2025 | High | Very low |
| Vermont | 8.75% 2025 | Medium | Very low |
Your next step
Know where you stand in fifteen minutes, or talk the Massachusetts sale through with a dealmaker. Either way, no pitch and no obligation.
No pitch and no obligation. If the honest answer is not yet, we will say so, and say what to work on.