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Selling shares · Checkout.com

How to sell your Checkout.com stock

Checkout.com’s internal valuation crashed from $40 billion (2022) to $12 billion (2025), and it ran an employee share buyback at the reset. If you were granted near the peak, your equity is worth far less than the headline you remember. Here’s the real picture, and the UK tax.

Status Privately held · Reviewed October 2026

Checkout.com is a private UK payments company — still private as of October 2026, with an internal valuation cut to about $12 billion in 2025 (down from $40 billion in 2022), and management saying it has no plans to go public. This guide is for the Checkout.com holder.

Independent guide. PrivateTechShares is not affiliated with, endorsed by, or connected to Checkout.com. This is general educational information for people who already hold Checkout.com equity. We don’t recommend or endorse any transaction — whether to buy or sell, and on what terms, is entirely your own decision based on your own due diligence. What we do: help you prepare — a clear picture of what you hold, what it may be worth, and the paperwork.
What’s it worth?A realistic range for your Checkout.com stake in seconds.
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What you actually hold at Checkout.com

Checkout.com employee equity is typically stock options and, for some, shares. The defining issue here is the reset: if your strike or grant value dates from the $40 billion peak, your options may be close to underwater at the $12 billion mark. Check your grant for scheme type, vested amount and strike.

Checkout.com at a glance — the dates that matter to holders

Figures as publicly reported (CNBC and Bloomberg on the $12bn buyback; This Week in Fintech on the no-IPO stance). Confirm current status before relying on them.

How Checkout.com equity turns into cash

Checkout.com is private and says it has no near-term IPO plans. Liquidity has come through a company employee share buyback at the reset $12 billion mark. Outside such a window, a private sale is subject to transfer rules. Don’t assume the $40 billion number — the buyback mark is what’s real.

Where holders actually find buyers → A plain-English map of every route — buybacks, tenders, company secondaries, platforms and investor networks.

The decision you’re probably facing

Mark to $12bn, not the $40bn peak. If your grant dates from the peak, your real value is a fraction of the headline and your options could be near underwater. Before exercising and owing UK tax, check where you stand against the $12 billion buyback mark.

The practical steps: value your options at the $12 billion mark minus your strike, and check the UK tax of exercising and selling.

The tax reality (UK)

In the UK it depends on your scheme. Exercising unapproved options is normally subject to income tax and National Insurance on the gain at exercise; tax-advantaged schemes such as EMI are more favourable and can qualify for a lower Capital Gains Tax rate on sale. Selling the shares later is subject to Capital Gains Tax on the gain. Read our UK guide; full method in our methodology. Take UK tax advice.

What to expect on price

A tender has a set price; a private secondary to an outside buyer usually happens at a discount to the last headline valuation — because the buyer takes an illiquid minority stake, and you likely hold common shares worth less than investors’ preferred. See what discount is fair.

For holders

Holding Checkout.com equity? Get the occasional, no-noise update when something changes that could affect your position — we watch the private market so you don’t have to.

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Work out your Checkout.com position

Get the numbers straight at today’s mark: what your options are worth at $12 billion minus your strike, and the UK tax. The free tools give you the pieces; the report runs them on your grant.

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valuation estimator · exercise cost · EU toolkit — €39

Questions people ask

Can I sell my Checkout.com shares?
Checkout.com has run an employee share buyback at the reset $12 billion mark; outside such a window a private sale is subject to transfer rules. It says it has no near-term IPO plans, so don’t count on a listing.
How much are my Checkout.com shares or options worth?
Value them at the $12 billion buyback mark (2025), not the $40 billion 2022 peak, minus your strike. If you joined at the peak, your options could be near underwater. Use our estimator as a starting point.
Why is Checkout.com worth so much less than in 2022?
Its internal valuation was cut from about $40 billion (2022) to about $12 billion (2025). For holders, that reset is the number that matters when you value a grant.

Sources

  1. CNBC — Checkout.com valued at $12B in employee buyback ↗
  2. Bloomberg — Checkout begins employee share buyback at $12B ↗
  3. This Week in Fintech — Checkout.com $12B valuation, no plans to go public ↗

We re-verify this page’s facts monthly — they can change between updates. Figures are as reported (October 2026); confirm current status before you rely on them.

More about Checkout.com: checkout.com ↗ (official site) · funding & valuation data ↗.

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General information only — not financial, tax or legal advice, and not specific to your situation. PrivateTechShares is not affiliated with, endorsed by or connected to Checkout.com; Checkout.com and its logo are the property of their owner and are used here only to describe the market for its shares. Check your own equity documents and take local professional advice before acting. PrivateTechShares is an education and tools service: it is not a broker or marketplace, does not introduce buyers and sellers, does not hold funds, and does not execute or advise on transactions.