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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3answers
361 views

How to know FMV of ISOs?

I'm researching when is best to purchase ISOs I've been vesting at a private venture-backed startup. My understanding is that when I exercise, AMT will trigger and I will have to pay those taxes based ...
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1answer
6k views

What happens to unvested RSUs when a public company is bought out by private firm?

This is kind of similar to the question in here but a bit specific to a particular situation. My company ( a public company ) was recently bought by a private company. In the agreement, it said all ...
3
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1answer
73 views

US Tax implications? Bought stock options, paid AMT, company acquired at a loss, options worthless

Scenario (numbers are for illustrative purposes only): 2017: I exercised options when I left my former employer (startup, not public). Exercised 100% of 10,000 ISOs, common stock. At a strike price of ...
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1answer
72 views

What is the cost basis when selling shares received as part of an acquisition?

If I vested 100 options in StartupCo at a strike of $1 and I exercise then I will have paid $100 for those shares of StartupCo. If BigCorp acquires StartupCo and I receive $5 and .25 shares in ...
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1answer
182 views

Evaluating worth of ESPP (Startup)

I got an entry offer for an Engineering position: base salary 90K/y at a start up (around 50 employees, got good funding during the last year). The package includes an ESPP for 6000 stocks (1 year ...
3
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1answer
324 views

Employee Stock Option Shares - What happens when the company gets acquired

The company I worked for 20 years ago had given me stock options. When I resigned from the company, I had purchased the options that had vested with me. Subsequently bonus shares were allotted and my ...
3
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1answer
207 views

What should I do with my vested stocks from employer

What should I do with my vested shares from current employer if I decide to leave my current organization. Another set of shares are would normally vest during my FMLA/Maternity leave and I plan to ...
3
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1answer
2k views

Can a self-directed IRA hold non-qualified stock options (NSO) with a vesting period, without being considered self-dealing?

I work for a startup company. They are about to go through their FMV evaluation and funding round, at which point I will be granted my options. I talked to them and said I would like the ability to ...
3
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1answer
229 views

When offered options as part of a package from a 2 year old startup, how is the strike price derived?

When startups hire new senior people I understand that it is common practice to offer options, often over a period of 4 years. However, the actual value of these options will depend highly on the ...
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3answers
18k views

How do I enter Canadian tax info from US form 1042-S and record captial gains from cashing in stock options?

I am assuming these issues are related. I am working in Canada for a US company. I buy stock options every quarter. In 2011 I cashed in some stock options and received the cash. How do I enter the ...
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0answers
130 views

Accounting for monthly vested stock options as compenstation in GnuCash

I am working for a company that has recently gone public. Now I see a monthly accumulation of options vesting every month. I would like to account for these options as compensation in my accounts. ...
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2answers
426 views

What ways can an employee keep the upside of stock options after leaving?

Suppose that you work at some private company and that company offers some stock options to you as part of employment. For the sake of discussion, suppose they offer 100 000 options at $0.50 an option,...
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1answer
1k views

When should I exercise my startup stock options? How would it be taxed?

Let's say I'm an employee at a startup where I own fully vested stock options. Scenario 1 I have not exercised my stock options and my startup was bought. Do I still get to exercise my options? The ...
2
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3answers
2k views

Should I invest in the pre-IPO company stock offered by my employer?

Should I invest money in the pre-IPO stocks soon to be offered by the company that I work for? Is it wise to do this? What should I be thinking about? What are the risks? I'm one of the first ...
2
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1answer
168 views

Can an employee be paid 100% in stock

Can an employee of a publicly listed company (Google, Facebook, Amazon,...) ask to get paid 100% in non-vesting stocks? If so, would the employee be able to defer paying taxes until he/she sells the ...
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1answer
1k views

What is the total underpayment penalty for not paying AMT immediately?

I exercised options (ISOs) in a startup so I'll have to pay the alternative minimum tax (AMT). The amount is greater than $1000. (EDIT: the AMT will certainly be larger than my regular income) What ...
2
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1answer
155 views

Is there anything to do immediately after exercising stock options?

I'm at a startup and I just exercised my incentive stock options. I believe I'll need to pay the alternative minimum tax (AMT). Is there anything to be done this year or should I wait until tax ...
2
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1answer
278 views

How can I reduce my tax liability on proceeds from the sale of a company?

My (Canadian) company is about to be sold and as one of the first employees I'm expecting a significant payout from options (e.g. $2M !). That sounds like an incredible amount of money, but this is ...
2
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1answer
447 views

Lump Sum Investing vs. Dollar Cost Averaging (as a Long Term Investor)

My company has an employee stock program in which employees put a percentage of their paycheck into the company for a period of time, after which they can purchase shares at the lower of the start and ...
2
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2answers
325 views

Does AMT affect cost basis of future capital gains?

Suppose I exercise 10k stock options for $1/share, and fair-market value is $2/share. Normally, taxes are deferred until when I sell them. And when I sell, the basis for capital gains is $1/share. ...
2
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1answer
145 views

Stock options value

I am looking for a new job and I received an offer for which I will initially get 10000 pounds of stock options. It is difficult to understand what their real value is and I cannot ask too many ...
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1answer
71 views

Exercises of employee share options

Reading Atlassian's (TEAM) annual report for 2017, I came across the following sentence: Net cash provided by financing activities was $2.3 million for the fiscal year ended June 30, 2015 as a ...
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1answer
223 views

AMT stock option scenario

So I have some ISO stock options (yeah) and three kids in college (boo) so I'm trying figure out the best tax strategy. I was hoping someone help me through the following scenario Strike Price: $10, ...
2
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1answer
284 views

Exercise ISO or NSO in solo 401k?

I have a solo 401k. My employer does not offer one. What is the correct way to exercise employee stock options with capital from the 401k to make the resulting stock an asset of the 401k? Ideally ...
2
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1answer
162 views

Company gets rid of bonus structure and replaces it with cash and options. What gives?

Here is how it went down and what they're offering me. What should I make of it/ask them about? 1) They are changing the bonus structure to allow me to get the payout IF we make a certain revenue ...
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2answers
1k views

If I exercise underwater ISOs, can I claim a loss?

From what I understand, if I exercise in-the-money ISOs, I'll be taxed on the supposed gains, even if the stock isn't tradeable (because, for example, it's stock in a privately-held company). Does ...
2
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1answer
83 views

ISO exercise limit before triggering AMT

With recent 2018 changes to AMT, I wanted to understand how much ISO options can I exercise without making a material difference in AMT Scenario Current income 200k Claiming standard deduction for ...
2
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1answer
136 views

How many times can I exercise a stock option?

I was granted an employee stock option about two years ago. Almost half of it has vested. The company I am with is doing very well. Every month a little more of my option vests. I have not exercised ...
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2answers
194 views

I sold my earned incentive stock options back to my employer - how is the money taxed?

I recently sold my vested incentive stock-options back to my employer (i.e. so rather than having to spend $20,000 of my own money to exercise my options and make very little paper gain initially, I ...
2
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1answer
116 views

Why exercise ISO/QSO early?

What advantage would there be to exercising incentive stock options early? I understand that for lowest US income taxes, you have to wait 2 years after excising to sell. But two years now vs. two ...
2
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2answers
647 views

Is there a simple strategy of selling stock over a period of time?

I've often read a simple strategy of buying stocks or funds over a period of time: spread it over time with fixed amount of dollar in each period. Since the price fluctuates, fixed dollar amount means ...
2
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1answer
2k views

Does the section 1202 qualified small business stock reduce New York, Illinois, or California taxable income?

Say I sold a small amount of stock that qualifies for section 1202. Does this reduce my New York taxable income, or just the federal capital gains amount?
2
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1answer
103 views

Why are stock options named as they are?

Why are ISO stock options termed "statutory"? Because they are defined by some sort of statute? If so, then what is the statute? Similarly, why are ISOs termed "incentive" stock options whereas NQOs ...
2
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1answer
79 views

Are there risks to having money in an ESPP if the company fails before the purchase date?

I work for a company that offers an ESPP. Employees can put money toward the plan throughout the first half of the year, and it is converted to stock at a 15% discount at the end of Q2. Stock can be ...
2
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1answer
124 views

Is my 83(b) election still valid?

In 2016 I filed an 83(b) election for some ISOs I received as part of my employee compensation. I did not completely understand the 83(b) election when I made it, I still don't to be honest. There are ...
2
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1answer
355 views

Tracking employee stock option grants in GnuCash

I've been using Gnucash for a while now and I'm starting to feel like an accountant. :) Anyway, I've been interested in trying to map out employee stock option grants for a while to form a more ...
2
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1answer
109 views

Should I early exercise unvested ISOs when the FMV is above the strike price?

I have unvested ISOs from a job I started this year, and recent revisions to our policies have given employees the ability to early-exercise their options. However, it's been several months since my ...
2
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1answer
390 views

How to calculate and claim AMT credit

Suppose I am in California, and I want to try to roughly calculate the AMT i would owe as well as how much i can get back each year for ISO that i plan to hold for many years. Am i doing this right? ...
2
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1answer
170 views

Tracking down forgotten brokerage account

My friend worked at Home Depot for several years during the early 1980s and participated in the employee stock investment program with 5% of his paycheck. His employment there ended abruptly upon ...
2
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1answer
238 views

Exercising stock options in a private company when the strike price is higher than current FMV

An employee leaving our Private Subsidiary wants to exercise his stock options, despite his strike price being higher than the current valuation ($1.00 vs $0.84). Was wondering what the tax ...
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0answers
41 views

S Corp Options Exercise Tax Benefits

I have options to purchase stock in a S Corp. Is there any tax advantage to exercising those options at least one year prior to a sale of the company for capital gains tax purposes or does concept not ...
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0answers
95 views

Borrowing or raising funds against ISOs

I have some ISOs that are exercised (early exercised/bought) from two different companies I worked at. Their current values are around $15k each. These amounts aren't enough to transact with ...
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0answers
114 views

Stock Options in Exchange for Salary

I received an offer letter with with the option to convert part of the salary to stock options as per the below table. Base salary is ₪33K/month (Israeli Shekel). Be aware of '₪' vs '$' in some ...
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0answers
177 views

If my ISOs are converted to NSOs, do I still have 90 days to exercise my vested options as ISOs?

Let's say I have a bunch of incentive stock options (ISOs) in a company that have vested but I have not exercised yet. If I were to leave the company, I have 90 days to exercise them with ISO tax ...
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0answers
36 views

Tax Basis and Bargain Element for Incentive Stock Option on Foreign Stock Exchange

The US company I work for recently went public, however the powers that be chose to do the IPO on the Australian Stock Exchange (ASX). I am based in the United States. My stock option strike price ...
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0answers
296 views

Exercise a stock option in a US-based company as a non US tax resident

I'm given 1000 stock options (all vested) at $100 strike price per option. Current stock valuation is $1000 per share. As I understand, if I exercise I'll pay $100K out of my pocket and I'll also get ...
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0answers
97 views

Tax implications of U.S. company granting non-qualified stock options (NSO) to a non-resident?

I am a non-resident individual outside USA who has been granted a NSO stock option in a US start-up. I have an early access option on 10000 shares that vest until 2021. I am trying to understand if ...
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0answers
381 views

Can you keep exercised EMI options after leaving a company?

I'm fairly unknowledgeable regarding financial matters, so any help would be greatly appreciated. I have been granted EMI options with my current employer, half of which have vested. The company is ...
2
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3answers
187 views

Tax implications of exercising ISOs and using proceeds to exercise more ISOs

On November 1, 2017, I am granted 80,000 ISOs that vest over four years (with a one year cliff). The strike price is $3. On November 1, 2018, 20,000 of the options vest. The FMV has grown from $3 to $...
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0answers
345 views

Mass RSU grants vesting — should I worry about the stock price?

My company was acquired almost a year ago. In the acquisition, most employees received RSU grants which vested on a 1 year cliff. These RSUs are managed through Etrade. My options for tax purposes ...