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Selling to private equity: how rollover equity works and is taxed

Private equity buyers often ask sellers to roll part of the price into the buyer's group. How rollover works, how it's taxed and what to negotiate.

When a private equity buyer acquires your business, it'll often want you to "roll" part of the price into shares in its own structure. That keeps you invested in the business's future, and it reduces the cash the buyer needs upfront.

For sellers, rollover can mean a valuable second payday. But it raises tax and commercial questions that need answering before you agree.

What is rollover?

Instead of receiving all of the price in cash, you take part of it in shares, and sometimes loan notes, issued by the buyer's holding company. Your rolled-over shares then rise or fall with the value of the whole group until the private equity house exits, typically some years later.

On a buy-and-build platform, the group grows by acquiring other businesses, and your stake is in the whole platform, not just your old company.

How rollover is taxed

The deferral

Where you exchange shares in your company for shares in the buyer's group, the gain on that part is usually deferred. It isn't taxed until you sell the new shares. The new shares are treated as if you'd held them since you acquired your original shares.

The exchange must be for genuine commercial reasons, not mainly to avoid tax. HMRC clearance is often obtained in advance for certainty.

Business Asset Disposal Relief

Deferral is usually helpful, but it carries a risk. When you eventually sell the new shares, you may not qualify for Business Asset Disposal Relief, because you're unlikely to hold 5% of a private equity group.

You can elect to crystallise the gain on the rolled-over part at the time of the sale, paying tax at the relief rate then, rather than deferring it. Whether that's worthwhile depends on the size of the gain, your remaining lifetime limit and your view of the future.

Loan notes in the structure

Rollover often includes loan notes, or preference shares, alongside ordinary shares. The type of instrument affects whether the gain is deferred and when tax is due.

The employment-related securities trap

If you'll work for the group after the sale, shares you acquire can be treated as employment-related securities. That can mean income tax charges if the shares are acquired for less than market value, or if their value is affected by restrictions such as leaver provisions.

Elections can often be made within a short window after the shares are acquired to manage this risk. Missing the deadline can be costly.

Commercial points to negotiate

  • Instrument: are you getting the same shares as the private equity house (an "institutional strip"), or only ordinary shares that rank behind its preference shares and loan notes?
  • Leaver terms: what happens to your shares if you leave, and at what value?
  • Dilution: on a buy-and-build platform, every acquisition dilutes earlier shareholders. Joining earlier can mean a larger slice of the group.
  • Exit rights: tag-along rights, drag-along rights, and when you can realise your investment.

What to do

  1. Decide how much you want to roll over, and in what form, before heads of terms.
  2. Model the tax with and without electing to crystallise the gain at completion.
  3. Obtain HMRC clearance where needed.
  4. Deal with employment-related securities issues, including any elections, on time.

This article is general information, not advice. Tax rules change and their effect depends on your circumstances. Please speak to us before acting.

BEFOREFoundersThe companyAFTERPE fundFoundersrollover sharesTopCoBidCoThe company
Selling to private equity with rollover. The sellers take most of the price in cash but roll part of it into shares in the buyer's structure, usually deferring tax on that part. On a buy-and-build platform, the value of the rollover depends on the whole group's growth, and later acquisitions can dilute it.

FAQs

Frequently asked questions

Do I pay tax on rollover equity when I sell?

Usually not straight away. Where shares are exchanged for shares in the buyer's group, the gain on that part can normally be deferred until you sell the new shares. HMRC clearance is often obtained to confirm the treatment.

Can I claim Business Asset Disposal Relief on the rolled-over part?

You can elect to pay tax on the rolled-over part at the time of the sale, so that Business Asset Disposal Relief applies to it then. That can be worthwhile if you won't qualify for the relief when you eventually sell the new shares, for example because you'll hold less than 5%.

Why does it matter when I join a buy-and-build platform?

On a buy-and-build platform, each new acquisition can dilute existing shareholders. Joining earlier can mean a larger slice of the group, which is why timing can matter as much as price.

What is rollover equity in a private equity deal?

Rollover equity is the part of the sale price you take in shares, and sometimes loan notes, issued by the buyer's holding company instead of cash. Your rolled-over shares then rise or fall with the value of the whole group until the private equity house exits, typically some years later.

Do I need HMRC clearance for a rollover?

It isn't always required, but it's often obtained in advance for certainty. The share exchange must be for genuine commercial reasons, not mainly to avoid tax, and clearance confirms HMRC's view. HMRC must respond to the main statutory clearances within 30 days.

What are employment-related securities?

If you'll work for the group after the sale, shares you acquire can be treated as employment-related securities. That can mean income tax charges if you acquire them for less than market value, or if restrictions such as leaver provisions affect their value.

What happens if I miss an employment-related securities election?

You may lose the chance to manage the income tax risk on your shares, and that can be costly. Elections usually have to be made within a short window after the shares are acquired, so they should be prepared alongside the deal documents.

What is an institutional strip?

An institutional strip means you receive the same mix of instruments as the private equity house, such as ordinary shares alongside its preference shares or loan notes. The alternative is ordinary shares only, which rank behind the private equity house's preference shares and loan notes. The difference can affect what you receive on exit.

What happens to my rolled-over shares if I leave the business?

It depends on the leaver terms in the deal documents. These set out what happens to your shares if you leave, and at what value. Leaver terms can also affect the employment-related securities position, so they're worth negotiating carefully.

Are loan notes in a rollover taxed the same way as shares?

Not necessarily. Rollover often includes loan notes or preference shares alongside ordinary shares, and the type of instrument affects whether the gain is deferred and when tax is due. Confirm the tax treatment of each instrument before the terms are fixed.

When should I decide how much to roll over?

Before heads of terms. Decide how much to roll over and in what form, then model the tax with and without electing to crystallise the gain at completion. Leaving these decisions until later can limit your options.

Free guide

Selling your business: the tax playbook

The reliefs, structures and timing decisions that matter most in the two years before a sale, plus the deal terms and what to do afterwards.

Selling your business: the tax playbook

Talk to a specialist before you sign anything.

The earlier tax is considered, the more options you have. Book a confidential call.

Or write to taxadvisory@aswatax.co.uk

Chartered Tax Adviser
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