Questions tagged [employee-stock-options]

ownership of company given to employee, generally in start-ups instead of giving cash rewards. Also used by listed organisations as a mechanism for employee retentionship

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Are there any taxes due when exercising ISOs?

I had some ISOs from a US-based startup. I held these for a few years already if that matters. I wanted to exercise 900 shares at $3.3, for some reason the total I need to pay is $16.5K. Main reason ...
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1 answer
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When does tax have to paid with EMI share options?

I have vested share options in a small company because I joined when it was an early stage start up. The options are in an EMI (Employee Management Incentive) scheme. The company is not planning to ...
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15 votes
1 answer
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Could very old employee stock options still be accessible and viable?

When I was much younger, I worked for a local dot-com startup. As part of our bonuses we received 'stock options' a few times. Given my state of naivety at the time, I had no idea what they were or ...
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2 votes
1 answer
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Choice between equity and stock options

I am part of a tech startup and have just been brought on as the technical co-founder. My compensation is 100% equity for now, but I will likely be hired with a salary in the near future. The problem ...
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1 answer
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Writing off exercised options from defunct startup

4 years ago (2019) I exercised some vested stock options of the startup I worked for. Last year this startup closed shop, and I learned about it now. Is there any way I can claim as losses for 2022 ...
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1 answer
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Tax treatment of large stock payment

I own stock in a previous employer that has just been acquired. I expect to receive a one-time lump sum payment of about one month’s salary, which I expect will be taxed as capital gains. Every year I ...
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2 answers
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Is there any difference, tax-wise, between a disqualifying disposition of incentive stock options and non-qualified stock options?

Title pretty much says it all. I'm curious in cases where the strike price is so high that the only practical choice is a cashless sale (leading to a disqualifying disposition), if it makes a ...
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3 answers
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Are employee stock options worthless in a highly valuable company that never "exits"?

What happens to employee stock options and stocks in those rare cases where a start-up is wildly profitable -- but the founders never "exit"? That is, it never goes public or is acquired. ...
15 votes
2 answers
2k views

What are my rights as a small investor in private equity, and what can I do about the company not responding to me?

I invested a small amount of money into my previous employer's employee stock options program. When I left the company a few years ago, I decided to exercise some options that had already vested. The ...
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Correctly file income from NSOs as non-resident citizen

I'm a dual citizen (Belgium - USA) and have lived / worked in Belgium always. Because I pay taxes in Belgium, I've been using the Foreign Earned Income Exclusion (FEIE) to offset my wages and paying $...
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0 answers
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How to prevent a wash sale from ESPP share purchases and RSU vesting

Earlier this year I exercised (and held) ISOs my company offered. At the time, the FMV was fairly high but has since dropped. I am looking at selling my previously exercised shares and repurchasing ...
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3 votes
1 answer
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Which of several stock option grants to exercise and sell?

I have a series of annual employee stock option grants that were struck at varying prices over the course of several years, all of which have now vested. Some options are at this point worth a decent ...
1 vote
1 answer
42 views

Does selling gainers and loser lots of stock trigger Wash Sale?

My employers gives me stock compensation every month. There is no day in the year I can sell my losing lots of stock without triggering the wash sale rule. Can I sell winnings and losing lots of ...
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3 votes
1 answer
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Can a wash sale exist across calendar years?

If the sale and subsequent repurchase of a stock occurs in two separate calendar years, but within 30 days of each other, is that still considered a wash sale for tax purposes of the sale in the first ...
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1 answer
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Should I file a W-8 BEN for RSUs vesting while I'm in the US?

I just moved from Ireland to the US, mid-July 2022. I will not be considered a "US Person" because I'm not a US citizen and I will be staying less than 182 days in the US. I have some RSU ...
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1 answer
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How much are my shares worth in the startup I work for?

So I joined a startup last year. They gave me 50,000 options (ISO) with the exercise price of $0.4 per share. Currently I do not how many shares the company has in total, but in the print of the ...
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1 answer
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Stock option impact when a company splits into two companies

What happens to an unvested stock option held in a company, that then splits into two new companies - are the options replicated?
1 vote
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Should I exercise my stock options (NSO's) before or after moving from Canada to U.S.?

I'm planning on changing my residency in a coming year from Canada to U.S. (Canadian citizen). I have NSO's of a private US corporation and have the option to exercise my vested options. I'm going to ...
4 votes
1 answer
179 views

Does California double-tax the portion of incentive stock options which are subject to AMT?

Consider the following scenario: In 2020, Alice vests and exercises ISOs at $1 strike price, $3 FMV. Under California AMT, she generates $2/share of gain. Alice exercises enough shares to owe a ...
11 votes
4 answers
4k views

When my stock options fully vest, is that the equivalent of a pay cut?

Background I am approaching the end of my vesting term of 4 years. The vesting plan follows a typical 4 year term, with 1/48th of the total options vesting every month (after the initial year-long ...
2 votes
1 answer
107 views

German employee with stock options for a NASDAQ-listed company: eligible for Tax Treaty Benefits?

I am a German employee (German citizenship, living and working in Germany, no connections to the US) of a NASDAQ-listed company and have received stock options (more exactly RSUs, Restricted Stock ...
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1 vote
2 answers
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Is there a future tax benefit to selling RSUs in order to exercise-and-hold the stock options?

I have RSUs and in-the-money stock options granted by my company, both vested. I've held the RSUs for over a year, so I understand that when selling, I would pay long-term capital gains tax on the ...
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1 answer
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'iss' function in "FinCal" package in 'R'

Following is the 'iss' function in "FinCal" package in 'R'. iss: calculate the net increase in common shares from the potential exercise of stock options or warrants. Description: calculate ...
3 votes
4 answers
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Why would someone argue that stock options are a better form of compensation?

I'm reading How Google Works by Jonathan Rosenberg & Eric Schmidt. In the Talent - Hiring is the most important thing you do chapter, the authors briefly pause the management topics to give career ...
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1 answer
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European citizen exercising USA company stock options

My situation is pretty simple, I am a European citizen working for a US based company. I would like to exercise my vested stock options and hold the stock long term since both the exercise price and ...
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1 answer
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Exercising options and holding on the stock

I have a certain amount of stock options (NSO) that I can acquire at the startup I work for. For personal reasons, I will have to eventually leave the company. I do believe in the company, and the ...
0 votes
1 answer
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If you are doing an 83(b) early exercise, would there be any tax difference between incentive stock options and non-qualified stock options?

Let's say one is being given employee stock options with a relatively low exercise price, such that it makes sense to do an 83(b) early exercise. In that case, would it matter if they are incentive ...
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1 vote
1 answer
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QSBS for restricted stock options

The below applies to a US company I have started at a company where I have received stock that has a 1 year cliff and a 4 year vesting schedule. I earlier exercised my stock and filled out a 83b form. ...
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2 answers
129 views

Is there any reason to exercise company stock options with no listed value?

I have vested options that are relatively cheap to buy, but there is no indication that there is a traded underlying security and there is no value listed anywhere on Carta. Since the exercise price ...
0 votes
1 answer
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Will stock options continue to vest if an employee goes into State Disability Insurance (SDI)?

If an employee in a publicly traded company needs to go on SDI (to get treatment) will the employee continue to vest options (ISOs, RSUs)? Is SDI like a sabbatical from a company's perspective where ...
3 votes
3 answers
246 views

Salary after all restricted stock units have been vested

I am a German and got a job offer from a US company. This is the first time a company offers me a salary and restricted stock units (RSU). German companies usually do not grant RSU for non-senior ...
3 votes
3 answers
243 views

What financial due diligence should I do when joining a tech startup?

A large portion of compensation from startups is in the form of equity or stock options (often at the cost of lower salary). It's also not good on your resume (at least early on in your career) to be ...
2 votes
2 answers
138 views

Can I make use of my wife's Capital Gains Tax Allowance for gains under an EMI Share Option scheme?

My employer has granted me a number of share options under an EMI scheme. They also partnered with their brokers to allow us to exercise these options without needing to put up-front capital in to ...
1 vote
0 answers
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Can a company not pay out on ESPP enrollment?

My girlfriend enrolled in her company’s ESPP program beginning Jan 1, 2021. They have been withholding 10% of her gross pay as expected. Now that the July 1 payout has arrived with nothing seen by her ...
1 vote
0 answers
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What does this statement mean in my ESOP?

I am in senior marketing position at my startup and I have been recently granted ESOP. My contract has this written in it: 55,000 options (Shareholder Interests, Options), which represents an ...
0 votes
1 answer
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Start-up Valuation with employee option pool

I am reading Venture Deals 4th edition and I came across the following statement in a chapter on economic terms of the deal: Consider $5 million investment at $20 million pre-money valuation. Assume ...
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1 answer
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Valuing employee bonus stock options in a startup

Oftentimes, a prospective new employee for a start-up is offered stock options as a significant part of their sign-on bonus, if not the entire bonus. When given an offer, say, of an option for 20,000 ...
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1 vote
1 answer
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Roth IRA and pre-IPO shares

With the recent news that a billionaire managed to get several billion dollars in a Roth IRA by funding it from pre-IPO shares of his company, I'm curious about how this works. Ignore for the moment ...
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10 votes
3 answers
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Company just got acquired. What does this mean for my common stock?

I own 200 common shares of a private company I worked for up until about 3 years ago. Today, I read in the news that they were acquired for a LOT of money but I don't know yet what the current stock ...
3 votes
1 answer
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Having Stock Options Without Knowing Total 409a Valuation

I have just received some of my first stock options in a company. The paperwork states the FMV of stock, my exercise price, and the total number of shares reserved for employee options. However, I ...
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1 vote
0 answers
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AMT and Child Tax Credit

I'm trying to figure out at what point AMT might hurt me, because I just received from stock options from my employer and am considering the benefit of exercising. I worked through form 6251, but I ...
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2 votes
2 answers
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Employee stock options: why is the total number of shares a secret?

I know someone close to me who has been offered employee stock options (which they are supposed to buy later at a fixed price, potentially, when/if the business goes to IPO or something) and they ...
3 votes
3 answers
268 views

Should I exercise my options to buy stock in a company not yet trading publicly?

I used to work for a start up that offered stock options which I haven't been able to afford to exercise until now. I'm very new to stocks so I'm not 100% sure how it works. Currently, I'm able to ...
1 vote
2 answers
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Assessing the value of stock options without the strike price or cap table

I recently received a job offer that offers me a certain number of stock options, but when I asked for the strike price or cap table they said that they cannot share that information with me. Instead ...
1 vote
2 answers
172 views

Share Options Vs Salary

In my current role my base salary is well below market value for my experience and responsibility. Ive also been awarded some share options and pay in to a share save scheme at the same time. I have ...
5 votes
0 answers
341 views

Can a company cancel vested employee stock options on acquisition?

My company stock option plan contains the following language: In the event that the company is subject to an Acquisition, outstanding awards acquired under the plan shall be subject to the agreement ...
1 vote
3 answers
367 views

Sticky Situation in Negotiation - Should I walk away from contract if I already did the job?

I am in a very sticky situation, I agreed with a customer I'd do a job that takes 1.5 months for 25k$. The customer sells my job artifacts to a very reputable client and adding that client to my ...
2 votes
1 answer
303 views

Taxes on stock options for non-resident aliens

I have ISO stock options as part of my employment in California, USA. In the middle of 2019 I had to leave the USA for family reasons. In 2020 I wasn’t in the US (became non-resident alien for tax ...
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1 vote
1 answer
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"Price per option granted" versus "exercising price"?

What is the difference between "price per option granted" and "exercise price" ? Let's say I received 10 employee stock options with a "price per option granted" = 0 Euro ...
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1 vote
2 answers
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What to ask for to determine percent of startup I have shares in?

I work at a pre-launch tech startup and we agreed that I'd receive 2% equity. When I signed paperwork for the shares, there was nothing indicating what % I signed at, just the number of shares. I ...

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