| Cash now | Most of the price at closing. Part may be held back in escrow or paid later as an earnout (Schwabe). | Most of the value at closing. The rest stays invested as your rolled stake. | Some, for the shares you sell, which is under half. | Little or none for you. The money mostly funds expansion, sometimes with some partial liquidity (Altss). | Depends on how your successor can pay. Your CPA and attorney help structure it. | A trust buys your shares for employees. How much is paid at closing depends on the funding. | None from a deal. Your normal pay and distributions continue. |
| Ownership you keep | None. | A minority stake. Rollover is often 10% to 30% typical, varies (Porte Brown). | The majority. A minority recap is the sale of 1% to 49% of a company (Main Street Capital). | Usually the majority, diluted by the new shares. | All, some or none, on the schedule you agree. | Some or none. The ESOP can buy part or all of the company. | All of it. |
| Who controls | The buyer, from closing. | The buyer. You keep negotiated rights, not control. | Usually you, with investor rights agreed up front. | Usually you, with investor rights and growth targets. | Moves to your successor as agreed. | A trustee votes the ESOP's shares. Board set-up varies. | You. |
| Your role | A handover period you negotiate, then you step out. | Negotiated: keep leading, move to the board or step back. If you leave, the company can often buy back your stake (FBT Gibbons). | You keep leading, with a co-owner to answer to. | You keep leading against an agreed growth plan. | You set the handover pace, often staying on as a mentor for a while. | You can stay on. Negotiated. | Unchanged. |
| Debt on the company | The buyer's decision after closing. | Often new acquisition debt, which is paid before your stake. | Debt is often used alongside it (Main Street Capital). | Usually far less acquisition debt than a buyout (Altss). | Depends on how the purchase is funded. | Often the company borrows to fund the purchase. | Unchanged, unless you choose to borrow. |
| Typical timeline (varies) | Many processes take months. Preparation and the market set the pace. | Months to close. A later sale of the whole company may follow; a recent measured median hold was about 6 years typical, varies (Private Equity Info). | Varies with the investor and the terms. | Varies with the investor and the plan. | Often longer, because a successor needs time to be ready. | Often longer, with valuation and plan set-up steps. | Your call. Preparing now keeps every option open. |
| What happens to employees | The buyer decides. Retention and pay plans are worth negotiating before you agree terms. | Usually stay. A new owner may bring new processes and targets. | Day to day is often unchanged. | More hiring if the plan works, more pressure if it does not. | Familiar faces lead. Continuity is the point. | They become owners through the plan. | No change from a deal. |
| Later upside | None from the company, apart from an earnout if one is agreed and its targets are met. | Possible. Your stake can be worth more, less or nothing at a later sale. Read this. Retained ownership and future upside are possibilities, not promised second paydays. Rolled or retained equity is usually illiquid, often a minority position behind acquisition debt, and can lose some or all of its value. | Possible, and shared with an investor who will usually want a way to sell later. | Possible, if the growth plan works. It can also fall. | Possible, if you keep a stake through the handover. | Possible, if you keep shares. | Possible and all yours, and so is the risk: your wealth stays concentrated in one company. |
| Where we fit | We advise on full sales and run the process with qualified buyers. | We advise on majority recaps. | Education only. We do not arrange minority investments or growth-capital raises; if one may fit, we can refer you to a registered broker-dealer. Read this. Retained ownership and future upside are possibilities, not promised second paydays. Rolled or retained equity is usually illiquid, often a minority position behind acquisition debt, and can lose some or all of its value. | Education only. We do not arrange minority investments or growth-capital raises; if one may fit, we can refer you to a registered broker-dealer. | We can talk it through with you. Your attorney and CPA structure it. | Education only. A seller can defer capital-gains tax only under conditions: a C corporation, with the ESOP owning at least 30% (NCEO). Your CPA decides. | We can help you prepare, with no obligation to sell. |