Employee Stock Purchase Plans: The Basics & Taxes

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  • čas přidán 7. 07. 2021
  • Many public companies offer a qualified Section 423 Employee Stock Purchase Plan (ESPP) as a benefit to their employees. This video will simplify everything you need to know about your ESPP.
    - How does an ESPP work?
    - What are the benefits of an ESPP?
    - Should I participate in my ESPP?
    - How is an ESPP taxed?
    - What factors go into deciding when I should sell my ESPP stock?
    www.javawealth.com
    #personalfinance #money #stockcompensation

Komentáře • 52

  • @ot7stan207
    @ot7stan207 Před 10 měsíci +11

    my god I wish my company had hired you to explain this to us instead.... they hired all these fancy people and I was falling asleep with all their fancy words you got straight to the point. thank you!

  • @jallred350
    @jallred350 Před 2 lety +21

    I've looked at a lot of online content about this and how to calculate the ordinary income portion of the profit and that graphic the best explanation that I've seen so far. Thanks!

    • @JavaWealth
      @JavaWealth  Před 2 lety +1

      I appreciate that. I'll admit I was pretty happy w/ that visual too :).

  • @Luther_Luffeigh
    @Luther_Luffeigh Před 2 měsíci +1

    This is the best ESPP explanation I have seen on CZcams

  • @neerajgene
    @neerajgene Před rokem +2

    always learn the stuff about stocks so much better when I look at your vides. Thanks for doing these!

  • @rosezhang6998
    @rosezhang6998 Před 2 lety +1

    8:15 - exactly what I'm looking for in this time where most tech stocks have been going down. Thank you!

  • @cathywaters6233
    @cathywaters6233 Před 3 měsíci +1

    Thank you for this, it was very helpful and you did a great job breaking the ESPP process down!

  • @c351197000
    @c351197000 Před rokem +1

    The chart is pretty amazing, thank you very much. I will subscribe your channel.

  • @tempqwerty923
    @tempqwerty923 Před 4 měsíci +1

    Bestestest explanation so far 🎉

  • @maboodahmad7289
    @maboodahmad7289 Před 2 lety

    Nicky explained... 👍

  • @denroyanagho6048
    @denroyanagho6048 Před 2 lety +1

    great visual aid. easy to understand

  • @ltgemini1599
    @ltgemini1599 Před 2 lety +1

    Enrollment just started. This was helpful. Thank you.

  • @itchypandaa
    @itchypandaa Před 8 měsíci +1

    This was so helpful, thank you so much!!! :) My first ESPP plan so this was so helpful for figuring out when I should sell them.

  • @vikramashtaputre1
    @vikramashtaputre1 Před rokem +1

    This helped a lot. thank you :)

  • @carrie4579
    @carrie4579 Před měsícem

    If ESPP fund is after tax fund, W2 Box 1 should not be included ESPP fund. So only at the time selling ESPP, the related oridinary income tax and Capital Gain tax need to be calculated.

  • @rajatjethwani661
    @rajatjethwani661 Před 10 měsíci

    Very helpful. My company has 4 purchase periods within each offering period. Have a doubt how does the look back apply during the 2nd purchase period - does it look back all the way back to the offering date or the start date of the 2nd purchase period?

  • @FroisonControl
    @FroisonControl Před 11 měsíci

    my ESPP is subject to a 1 year holding period after the purchase date - is that some new requirement or just specific to my company? I looked into doing it but didn't because of this holding requirement - I didn't trust the share price to hold above what the purchase price is (the stock looks like it trending down despite good EPS)

  • @FrankBatistaElJibaro
    @FrankBatistaElJibaro Před 6 měsíci

    @Java Wealth Is there any good reason to purchase DSPP (direct stock purchase plan) as opposed to ESPP? My son just got a job in a FAANG that offers DSPP but it offers no discount. He already has exposure to the company through normal 401k fund allocations (over 6%), and through his Robinhood (no brokerage fee). Is it worth it for him in any way to make DSPP purchases? Thank you.

  • @AirWick219
    @AirWick219 Před 2 lety +2

    The picture helped a lot. So does that mean if it's $15 on the offering date and $10 purchase date, it wouldn't make a difference cashing out after 1 year?

    • @JavaWealth
      @JavaWealth  Před 2 lety

      Right, that's the scenario I mention at 8:15 where holding past the 2 years from offering is actually treated worse from a tax perspective b/c more would be considered income and not long-term capital gains.
      Quick clarification: it's not just after 1 year, but 1 year from purchase + 2 years from offering that this happens.
      Glad to hear this helped!

  • @zhirley93
    @zhirley93 Před 7 měsíci +1

    So, to take advantage of the lowest tax rate, it would make sense to hold the stocks for 1 (from the purchase date) or 2 years( from the offering date)and then sell them only if the actual price of the share increases in value or goes beyond the offering price. So I would say ordinary income has a higher tax rate than Long-term capital gain?

    • @JavaWealth
      @JavaWealth  Před 7 měsíci

      To your last question first: Yes, ordinary income is generally taxed at a higher rate than long-term capital gains. So strictly from a tax perspective, if the stock price went up during the offering period, the best tax treatment is after you've held the stock for 1 yr from purchase AND 2 yrs from the offering date. BUT if the stock price went down during the offering period, it can actually be worse to hold it past those two dates b/c the amount that gets treated as ordinary income goes up.
      All that said, the main consideration for trying to hold the stock for that length of time should be based on if you believe in the stock/company itself. The potential tax savings can easily be wiped out by a dip in the stock price.

  • @dusbus2384
    @dusbus2384 Před rokem +1

    So to simplify if I sell before two years i'm taxed on the discount plus the look back. After two years I'm only taxed on the discount. Either way the discount is taxed at ordinary income tax rate while the stock is taxed at normal capital gains rates whether it be STCG or LTCG. Is this correct?
    If the above is correct it seems like if the stock price went down over the ESPP period it would be a good idea to consider selling before the two-year window because you didn't gain any look back advantage.
    Edit: just rewatched @08:12 that my second statement is explained

    • @JavaWealth
      @JavaWealth  Před rokem

      That sounds mostly correct. Sorry to sound nitpicky, but I want to clarify for anyone else reading this.
      If you sell before it becomes qualifying:
      - The total spread (stock price on the purchase date - your purchase price) is taxed as income.
      - Any difference relative to the price on the purchase date is capital gain/loss. Long-term if > 1 year from the purchase date.
      Once it's qualifying:
      - Any gain from your purchase price of up to the discounted % (usually 15%) of the price at the beginning of the offering period is taxed as income.
      - Any gain above that is a long-term capital gain
      - If you sell at a price lower than you bought it, you don't realize any income & have a long-term capital loss.
      So you're right that if the stock went down during the offering period, it can potentially be worse to hold on past the two years b/c the amount that can be taxed as income is 15% of the higher beginning stock price.

  • @qtip8907
    @qtip8907 Před rokem

    Is there ever a good time to cash out of the ESPP?

  • @DylanDupont
    @DylanDupont Před 10 měsíci

    Wouldn’t the cost basis be the $8.50 and not $15?

  • @jimdonahue5723
    @jimdonahue5723 Před 2 lety +1

    In your example, Is the $6k that is held in escrow added to your income on your W2? Thank you.

    • @JavaWealth
      @JavaWealth  Před 2 lety

      Yeah, that's just regular old income.

  • @carrie4579
    @carrie4579 Před měsícem

    Is ESPP after tax fund or before tax fund ?

  • @HappyCamperWithDividends
    @HappyCamperWithDividends Před 6 měsíci

    So are you saying that if your numbers 10 and 15 are swapped ($15 on offering/start date and $10 on purchase date) then you would pay less taxes between 1-2 years than you would keeping it 2 or more years? I don’t understand how or why you would be taxed more.

    • @JavaWealth
      @JavaWealth  Před 6 měsíci

      That's correct. Once it becomes qualifying, it will always calculate the income portion using the offering date price instead of the purchase date. It's wildly confusing, even for many financial / tax pros.
      I made a visual of how it works in both scenarios, posted on LinkedIn: www.linkedin.com/posts/mikezung_confused-about-how-your-espp-is-taxed-youre-activity-7005624126816100352-uZdh

  • @sju6310
    @sju6310 Před 2 lety

    My W2 shows ESPP amount X in box 14. My broker statement just shows cost basis(not adjusted) and TurboTax says that adjustment is normal for ESPP. Do I need to enter my ESPP amount in W2 for adjustment?

    • @JavaWealth
      @JavaWealth  Před 2 lety +1

      Sorry, I can't give any specific advice on how to fill out your return. Here is an article that may be helpful: www.forbes.com/sites/brucebrumberg/2021/03/23/6-big-tax-return-errors-to-avoid-with-employee-stock-purchase-plans

    • @TRXSTA38
      @TRXSTA38 Před 2 lety

      Step by step video with visuals on exactly what you're talking about. Not my video but literally watched it myself earlier today.
      czcams.com/video/DzVonqRwXqY/video.html

  • @steventogami898
    @steventogami898 Před 4 měsíci

    I retired (100% Normal S.S.) in 2022. Have 5 years (2018 to 2022) of ESPP at cost basis of $36,000 ($7,200 ave. X 5 years). Current stock value is $136,000. Don’t need to sell, but wanted to sell over a few years to minimize taxes. Should i ladder the sales to take advantage of the 2 year long-term period?

    • @JavaWealth
      @JavaWealth  Před 4 měsíci

      I can't answer for you specifically b/c there are a lot of other factors to consider for that type of question. A few considerations:
      - Taxes should inform, but not drive a decision to sell. A relatively small dip in stock price easily negates tax savings
      - Most of this is already past the qualifying period, so spreading sales out for tax reasons only matters if the total long-term gains would trigger the additional 3.8% NIIT or go into the 20% LTCG bracket.
      - For the ones that haven't reached 2 years, look to see what the ESPP did during the offering period. If it went down, it's actually better from a tax perspective to sell it before you hit the 2-year mark.
      Hope that all helps!

    • @steventogami898
      @steventogami898 Před 4 měsíci

      If for partial sales, would IRS treat taxable proceeds using First in, first out method? @@JavaWealth

  • @user-tv9vk8jm6b
    @user-tv9vk8jm6b Před 3 měsíci

    Hello!
    In this example, are ether or these plans qualified or non-qualified plans?

    • @JavaWealth
      @JavaWealth  Před 3 měsíci

      This is describing qualified plans

  • @mmmmx17
    @mmmmx17 Před 6 měsíci

    So if the share price value goes down more than the discount, let’s say $5, then it doesn't matter if it is a disqualifying disposition or a qualified disposition, right?

    • @JavaWealth
      @JavaWealth  Před 6 měsíci

      It's still treated a little differently between the two.
      In a DD, you'd still realize $6.50 of income for the original discount ($15 - $8.50) + a $10 capital loss ($15 - $5). Note that capital losses can offset income, but it's limited to $3K a year and the rest gets carried forward to future tax years.
      In a QD, you would only have a long-term capital loss of $3.50 ($8.50 - $5).

  • @auntylizzyrocks
    @auntylizzyrocks Před 2 lety

    This didn’t mention how the income is reported. Isn’t the discount reported on the w2?

    • @JavaWealth
      @JavaWealth  Před 2 lety

      Generally yes, but it doesn't show up until the year in which the stock is sold since the amount that is considered income depends on how long it was held.

  • @fergaloflaherty9302
    @fergaloflaherty9302 Před 2 lety

    Hi how do you calculate the 4500 gain?

    • @JavaWealth
      @JavaWealth  Před 2 lety +2

      Good question. There are a couple of ways to calculate it. Here's how I think about it:
      - $6,000 to buy shares at $8.50 (discount price) = 705.88 shares
      - 705.88 * $15 (current value) = $10,588
      - $10,588 - $6,000 = $4,588 gain

  • @ZuluNation05
    @ZuluNation05 Před rokem

    Is it better to hold the stock if there are dividends offered?

    • @JavaWealth
      @JavaWealth  Před rokem +1

      In the context of how ESPP stock is taxed, dividends don't factor in. Dividends are taxed in their own way when they're paid & you can't manipulate that timeline in any way.
      The decision whether to hold vs. sell your company stock should be more about how much you have tied up in your company + the expected total performance, dividends being a part of that. A good test is asking yourself "if you had $X, would you go buy your company stock with that money?".

  • @antaresVJ
    @antaresVJ Před rokem

    ESPP taxes are weird. Selling at disqualifying disposition can make more sense in a declining market.