M&A tax advisory that structures the deal before you sign it.

Mergers and acquisitions tax advisory should plan the tax side of your sale or acquisition before negotiations start, so the structure works in your favor. At Pandora Group, we get involved before the terms are set, because the same sale price can leave you with very different take-home pay. Already past the letter of intent? We step in wherever the deal stands. This is your life’s work, and we make sure the structure protects it.

How do tax implications shape a merger or acquisition?

Tax implications shape a deal because the structure, not just the price, decides how much you keep after taxes. Two owners can agree to the identical sale price and walk away with very different amounts, depending entirely on how the transaction is built.

The painful version is common. An owner agrees to a number, celebrates, and then learns at closing that depreciation recapture, the asset-versus-stock decision, or state tax exposure was never planned for. By then the terms are signed and the levers are gone. Private equity buyers, who structure deals constantly, rarely volunteer the structure that’s best for the seller.

What is the tax difference between an asset sale and a stock sale?

The tax difference is who gets taxed on what, and it can change your take-home pay dramatically. In an asset sale, the buyer buys the things the business owns. In a stock sale, the buyer buys the company itself, shares and all.

Dimension

Asset sale

Stock sale

Who typically
prefers it

Full; you can change or revoke it

Avoiding probate, managing assets during life

Seller tax treatment

Limited; terms are largely fixed

Reducing estate tax on assets you can part with

Buyer tax treatment

You receive annuity payments for a term

Passing growth on appreciating assets

Goodwill

Buyer amortizes purchased goodwill over time

Stays inside the company

Depreciation
recapture

More exposure for the seller

Generally less direct exposure

Buyers often prefer asset sales for the stepped-up basis. Sellers often prefer stock sales for cleaner capital gain treatment. A Section 338(h)(10) election can sometimes bridge the two, letting a stock sale be taxed like an asset sale when both sides benefit. The right answer depends on your specific facts.

Why does M&A tax planning need to start before negotiations?

M&A tax planning needs to start before negotiations because once the terms are set, most of the tax levers are already gone. The choice between an asset sale and a stock sale, the allocation of the purchase price, the treatment of earnouts, all of these are decided during negotiation. Plan after the letter of intent is signed, and you’re optimizing around constraints someone else chose.

What due diligence surfaces.

Due diligence is a component of M&A tax planning, and it surfaces issues that change a deal. Catching these early, while terms are still open, is how we protect the after-tax outcome.

Section 382 limitations.

Section 382 limits the use of a target’s net operating losses (NOLs) after an ownership change. If more than 50% of the company’s ownership shifts, the buyer can only use those losses each year up to a capped amount, generally based on the company’s value at the time of the transaction.

This limitation can significantly reduce the economic benefit of NOLs and therefore directly impacts deal pricing and structure.

Undisclosed state tax nexus.

Multi-state exposure that a buyer discovers and prices against you. We map nexus early so it doesn’t become a surprise.

Earnout provisions.

Earnouts can be taxed in ways neither side expected, as additional purchase price at capital gain rates or recharacterized as compensation at ordinary income rates. We structure them deliberately.

As of 2026, the One Big Beautiful Bill Act also affects deal modeling through restored bonus depreciation and expanded QSBS rules, which can shift whether a buyer or seller prefers a given structure. These are advisory considerations shaped by the specific deal.

What deal-side planning delivers.

Deal-side planning delivers more after-tax proceeds from the same headline price. Consider an owner selling to a private equity buyer who proposes an asset sale. Left unexamined, depreciation recapture would convert a large chunk of the gain into higher-taxed ordinary income.

The creative move is to model the structures side by side and negotiate toward a stock sale, or a Section 338(h)(10) election where it benefits both sides, so more of the proceeds keep capital gain treatment. The relief is real: the seller protects the value they built rather than handing an extra share to the IRS. The outcome depends on the deal’s facts, so we treat every structure as an advisory opportunity.

Related services.

M&A tax advisory connects to the rest of your structuring and wealth strategy at Pandora Group.

Structure the deal before you sign it.

What our mergers and acquisitions tax clients ask us.

Earnout payments are taxed as the proceeds are received, and their character depends on how the deal is structured. Some earnouts are treated as additional purchase price taxed at capital gain rates; others can be recharacterized as compensation taxed as ordinary income. We structure them deliberately so the treatment is intentional.

A buyer should look for unpaid tax liabilities, unaddressed state tax nexus, and limits on using the target’s net operating losses under Section 382. Due diligence surfaces these before closing, which protects the buyer and informs how the deal is priced.

State tax nexus means the business has a taxable presence in a state, even without an office there. In a transaction, undisclosed multi-state exposure can surface during due diligence and reduce the price or create post-closing liability. We map nexus early.

Before the letter of intent. Once terms are set, most tax levers are gone. Bringing in a tax advisor early means the deal structure, purchase-price allocation, and earnout terms are shaped with your after-tax outcome in mind. 

Already past that point? We can still review the structure and find the levers that remain.

Pandora Group is a tax advisory firm. Members of our dedicated tax team hold individual professional credentials, including CPA designations, but the firm itself is a tax advisory firm, not a CPA firm.