If you're an employee at a private company and part of your compensation is RSUs (restricted stock units), you might be wondering if you can sell them on the secondary market. The short answer is: sometimes, but with significant caveats. Private company RSUs are more complex than you might expect, and many RSU holders never have the opportunity to sell them.
Let's start with why RSUs from private companies are fundamentally different from options, and why that matters for secondary sales.
The Double-Trigger Problem
Here's the critical issue with private company RSUs: most RSU grants have what's called a "double trigger." That means your RSU vests in two stages. The first trigger is time-based vesting (typically 4 years with a 1-year cliff). The second trigger is a liquidity event - an IPO, acquisition, or other qualifying transaction that gives your RSU value meaning in the market.
What this means in practice: you could be 4 years into your role at a private company, fully vested on the time component, but your RSUs have no real value because there's been no liquidity event. Your shares are economically worthless until something happens (IPO, acquisition, or secondary transaction).
Key Concept
A "double-trigger" RSU requires both time-based vesting (you've been at the company for X years) AND a liquidity event (IPO, acquisition, or secondary sale) to become real shares. Without the liquidity event, your RSUs are worthless - they're promises, not actual equity.
This is fundamentally different from stock options. With options, you can exercise them and own the shares directly, regardless of whether there's been a liquidity event. An option holder at a 10-year-old private company can exercise their options, become a shareholder, and potentially sell those shares on the secondary market.
An RSU holder at the same company cannot - the RSUs haven't actually become shares yet. They're just a promise that will become shares upon a liquidity event.
Single-Trigger vs. Double-Trigger RSUs
Some companies use single-trigger RSUs, where vesting happens purely on time, and you get actual shares once you're vested. Single-trigger RSUs are more valuable from an employee perspective - you own real equity sooner.
Double-trigger RSUs are more common at venture-backed startups. They limit dilution to the company's cap table until an actual liquidity event occurs.
The distinction matters enormously for your ability to monetize: single-trigger RSUs can potentially be sold after time vesting. Double-trigger RSUs generally cannot be sold unless your company undergoes a secondary transaction, IPO, or acquisition.
Example
You joined a Series B startup 4 years ago and received 10,000 RSUs with time vesting only (single trigger). You're now fully vested. Earlyasset can potentially help you sell those shares because they've vested and you own them outright. You joined a different Series B startup 5 years ago with 10,000 double-trigger RSUs. Even though you're fully vested from a time perspective, those RSUs haven't become shares yet because the company hasn't had a liquidity event. Earlyasset cannot buy them because they don't exist as actual shares.
When Can You Sell Private Company RSUs?
Given the double-trigger structure, here are the scenarios where selling private RSUs on the secondary market is actually possible:
1. Your company has undergone a secondary transaction. If your company has already facilitated a secondary transaction (or is in the process), the double trigger has been pulled. Your RSUs have converted to shares, and those shares can be sold in a subsequent secondary transaction. Earlyasset can help with this.
2. Your RSUs are single-trigger. If your grant agreement specifies single-trigger vesting, and you're fully vested from a time perspective, you own the shares and can sell them. This is less common at venture-backed companies, but it does happen. Earlyasset can evaluate these positions.
3. Your company is about to IPO or be acquired. If your company is in late-stage processes (IPO roadshow, acquisition closing), your RSUs are about to convert to shares or cash. You might be able to participate in secondary transactions alongside the IPO/acquisition event. Earlyasset focuses on private company positions, so this may not be our lane - but it's worth knowing.
Transfer Restrictions on RSUs
Even if your RSUs have vested, your ability to sell them depends on what your shareholder agreement and RSU agreement allow. Some companies restrict transfers of any equity - including vested shares that came from RSUs. Others allow transfers only with company consent or subject to right of first refusal.
Before assuming your RSUs are sellable, check your grant documents and shareholder agreement. Look for transfer restrictions, company consent requirements, or any language that limits your ability to sell without company approval.
The Tax Complication with RSUs
There's another reason many RSU holders struggle to monetize: taxes. Unlike options (where you decide when to exercise), RSUs are taxed at vesting. This means the moment your RSU vests, you owe ordinary income tax on the fair market value of the shares.
For a public company RSU, that's manageable - your company's stock price is known, the tax is predictable, and you can sell immediately to cover taxes. For a private company RSU, the fair market value at vesting is whatever your company's 409A valuation says. You owe tax on that amount - even though your shares are illiquid and might be worth significantly less in the secondary market (or worthless if the company fails).
This creates a liquidity trap: you owe tax on your vested RSUs but can't actually sell the shares to cover it. This is a major reason why private company employees often prefer options over RSUs.
How Earlyasset Handles RSU Holders
Earlyasset can evaluate positions where RSUs have already vested AND converted to actual shares (either through single-trigger vesting or through a secondary transaction that triggered the double trigger). If you have fully vested private company shares from RSUs, and your company qualifies for Earlyasset Capital's investment criteria, you can get a price estimate and potentially sell.
If your RSUs are still in "promised shares" stage (time-vested but no liquidity event yet), Earlyasset cannot buy them because they're not actual shares. You'll need to either wait for your company to facilitate a secondary transaction, or wait for an IPO or acquisition.
Important: Check your grant documents before assuming you can sell. Look for double-trigger language, transfer restrictions, and company consent requirements. If you're unsure whether your RSUs have vested or whether they're single or double-trigger, consult your grant agreement or ask your company's equity administrator.
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Price estimates are provided for informational purposes only and do not constitute financial, investment, or legal advice. All transactions respect the company's right of first refusal (ROFR) and any transfer restrictions in your equity agreements. Direct liquidity is provided by Earlyasset Capital, LLC, a separate entity from Earlyasset, Inc.