
Full Answer
How can I liquidate my private company shares?
If you’re interested in liquidating your shares, you might have a couple different options. How can I sell my private company stock? There are two primary ways to sell private company stock: tender offers and bi-lateral secondary transactions.
Can I Sell my stock options in a private company?
Employees with stock options in a private company face a big obstacle that employees in public companies do not: you cannot sell the stock to fund the exercise price and any taxes.
How do employee stock options work?
How Do Employee Stock Options Work? Stock options are a type of alternative compensation that some companies, including many startups, offer as part of their package for employees. Employees come on board at perhaps a lower-than-normal salary in exchange for the possibility of a big payday later on.
How do stock options vesting dates work?
You and the company will need to sign a contract which outlines the terms of the stock options; this might be included in the employment contract. The contract will specify the grant date, which is the day your options begin to vest. When a stock option vests, it means that it is actually available for you to exercise or buy.

What happens to stock options in private company?
While private companies may have shareholders, stock issues by private companies are not traded on the public exchanges. Private stock options are commonly associated with startup companies, especially in technology – where the goal is to create a highly valued company that will eventually go public.
Do private companies give stock options to employees?
In a private company setting, after the founders have been issued fully vested or restricted stock under their stock purchase agreements, the employees, consultants, advisors and directors who are subsequently hired commonly receive equity compensation through stock options.
Are stock options in a private company worthless?
Until a company creates a public market for its stock, is acquired, or offers to buy the employees' options or stock, the options will not be the equivalent of cash benefits. And, if the company does not grow bigger, and its stock does not become more valuable, the options may ultimately prove worthless.
What happens to stock options when an employee is terminated?
The post-termination exercise period is the period after the end of your service with your employer during which an option must be exercised before it expires. Often, vested stock options permanently expire if they are not exercised within the specified timeframe after your termination of service.
How do private companies sell stock options?
The simplest solution for selling private shares is to approach the issuing company and ask how other investors liquidated their stakes. Some private companies have buyback programs, which allow investors to sell their shares back to the issuing company.
Can private company issue ESOP?
Any company can issue ESOP. All companies other than listed companies should issue it in accordance with the provisions of the Companies Act, 2013 and Companies (Share Capital and Debentures) Rules, 2014.
What happens to stock options if company doesn't go public?
If you don't wait, and your company doesn't go public, your shares may become worth less than you paid – or even worthless. Second, once your company has its initial public offering (IPO), you'll want to exercise your options only when the market price of the stock rises above your exercise price.
Let ESO Provide Your Employee Liquidity Needs
Venture backed startups rely heavily on employee stock options to attract and retain top talent. Stock options give the employees a piece of the company's upside, letting them benefit with the company's success.
Problems with Long Expiration Periods on Stock Option Grants
In recent years, many companies like Palantir, Pinterest, and Luxe have addressed this issue by adopting long expiration periods on their stock option grants. Although appealing to the most risk-averse employees, this method has multiple problems. First, it encourages employee turnover and dilutes stakeholders.
How ESO Can Help
An ESO transaction can provide employees with discretionary cash while simultaneously preserving the employee's upside potential and thereby maintaining their loyalty to the company's ultimate success. In addition to liquidity advances involving shares owned by employees, ESO can advance the funds to cover exercise costs including the taxes.
What is restricted stock?
Restricted stock units limit your control over when you can recognize income from them and therefore when you owe taxes, because they’re subject to a vesting schedule. Non-qualified stock options (NQSOs), on the other hand, give you more control over triggering a taxable event.
What is an ESPP?
An employee stock purchase plan (ESPP) is a benefit that allows employees to purchase shares of company stock through convenient payroll deductions. If the plan is a qualified ESPP, you may be able to purchase shares at a discount of up to 15%.
What happens if you don't receive equity compensation?
When you purchase any stock, from your company or otherwise, the price you pay for shares is known as the cost basis. Generally speaking, the tax implications when you sell your shares will be based on the cost basis and the fair market value when you sell.
How long does it take to exercise stock options?
A four-year vesting period means that it will take four years before you have the right to exercise all 20,000 options. The good news is that, because your options vest gradually over the course of this vesting period, you’ll be able to access some of your stock options before those four years are up.
How long do stock options last?
You can find this in your contract. It’s common for options to expire 10 years from the grant date, or 90 days after you leave the company. When You Should Exercise Stock Options. When and how you should exercise your stock options will depend on a number of factors.
How long after a stock exercise can you sell?
If you sell the shares as soon as you exercise them, the bargain element is treated as regular income. If you hold the stock for at least one year after exercise AND you don’t sell the shares until at least two years after the grant date, the tax rates you pay are the long-term capital gains rates. Bottom Line.
What happens if a company doesn't go public?
If you don’t wait, and your company doesn’t go public, your shares may become worth less than you paid – or even worthless. Second, once your company has its initial public offering(IPO), you’ll want to exercise your options only when the marketprice of the stock rises above your exercise price.
What is stock option?
Stock Options Definition. Stock optionsare a form of compensation. Companies can grant them to employees, contractors, consultants and investors. These options, which are contracts, give an employee the right to buy or exercise a set number of shares of the company stock at a pre-set price, also known as the grant price.
How long do you have to pay taxes on a sale date?
Sale Date Taxes. Must pay short-term capital gains on shares sold within one year of exercise date, and long-term capital gains on shares sold after at least one year. Taxed as long-term capital gains if shares are sold one year after the exercise date and two years after the grant date.
Why do employees come on board at a lower salary?
Employees come on board at perhaps a lower-than-normal salary in exchange for the possibility of a big payday later on. If you’ve been offered optionsas part of a compensation package, or if you’re considering exercising and selling those options, be sure you know how they work.
What is RSU stock?
RSU is a form of payment from a company to an employee. Basically, in addition to your salary, you get stock granted to you that you don’t have to buy. RSU are typically granted according to a vesting schedule, and a lot of the time, the first time a person’s RSU will “vest” is during an IPO.
What is the golden handcuff?
Career Risk: The “golden handcuffs” when you have options that you can’t afford to exercise yet, so you have to stay at the company for the time-being and limit your career opportunities. Some types of private company stock options ARE better than others, and not all of them are created equal.
How long do you have to hold stock options for capital gains?
Shares for long-term capital gains are usually from the exercise and hold of stock options.. These shares must be held for at least one year, and tax on them is less than ordinary income tax.
How long do stock options last?
Most stock option grant agreements require continued employment. The stock options expire often within 90 days of employment ending.
What is a 1045 rollover?
If you do decide to sell to mitigate your investment risk, a Section 1045 rollover is a way you can avoid the tax cost of selling. This rollover lets you take Qualified Small Business Shares from one company, sell them, and re-invest them in another company that meets the QSBS standards within 60 days.
What is cost risk in capital gains?
There are two types of cost risk for long-term capital gains shares, and they both have to do with taxes. One is the cost of taxes you have to pay when you sell, and the second is the way capital losses are treated by tax law if the shares don’t do well.
What is stock option?
Stock options, are typically a part of your employee compensation package. Here, your company gives you the option to buy stock in the company at a fixed price that doesn’t change no matter what happens to the price of the stock in the market.
What is tender offer?
A tender offer is a company-sponsored liquidity event that gives shareholders the opportunity to tender (sell) their shares to outside investors or back to the company. The company brings the buyers to table, sets the price, and organizes the transaction.
What happens if you opt for a bank loan?
If you opt for a bank loan, for example, you may have to agree to personal recourse, which means your personal assets will be at risk if your stock goes down and you can’t repay the loan. With other lenders, you may have to give up a certain amount of your stock when your company has a liquidity event.
How long do you have to hold stock after option grant?
If you hold your shares for at least a year after exercising them and two years after your option grant date, you’ll be subject to long-term capital gains taxes on the increase in value, which the IRS taxes at a lower rate than short-term capital gains. However, you may also have to pay the alternative minimum tax (AMT).
Can you sell your stock without permission?
If you hold shares in a private company, sometimes you can’t sell your stock without the company’s permission. Not only that, but the company also has the right of first refusal, which means they can buy back your stock before other investors do. The first step to selling your shares is asking your CFO or founder if they are planning ...
Can you sell your private company stock?
You can only sell your private company shares if you exercise your stock options and purchase those shares first. Depending on the strike price, though, you may not have enough cash to exercise your options, especially if your company requires you to hold onto it for a certain period of time before selling.
Who is Paige a content marketing writer?
Paige is a content marketing writer specializing in business, finance, and tech. She’s written for a number of B2B industry leaders, including fintech companies and small business lenders. See more of her work here .
How many employees are required to make qualified equity grants?
1. Time requirement for the 80% rule. To make qualified equity grants, the company must issue grants to at least 80% of employees in a single calendar year. The law does not provide for a cumulative basis that considers grants from prior years. Apparently, the IRS felt it had to go with the statutory language.
Can employees sell stock at exercise?
While stock options and restricted stock units are popular at startups and other pre-IPO companies, employees cannot sell stock at exercise or vesting, even to pay the taxes owed on the income.
Is the tax treatment for stock grants at pre-IPO and large publicly traded companies identical?
The fact that the tax treatment for stock grants at pre-IPO and large publicly traded companies is identical seems oddly unfair when you consider the vastly differing liquidity situations of private and public company employees.
