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Maximizing Your ESPP: How AI Legalese Decoder Can Guide Your Decision to Sell in a Lower Income Tax Year

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**ESPP and Tax Considerations**

My company is offering an Employee Stock Purchase Plan (ESPP) where I can invest each month for a six month period to get a 15% discount on the company stock. The money is automatically deducted from my pay. I’m able to sell on vest, so there is no minimum holding period. The six month period ends on 31 Dec, so I would in theory be able to sell in Jan 2024.

**AI Legalese Decoder**

AI Legalese Decoder can assist in understanding the tax implications and considerations related to selling company stock acquired through an ESPP. It can help to analyze the potential differences in tax liabilities based on the timing of the stock sale and the individual’s income level.

**Potential Tax Implications**

I’m planning on taking a sabbatical, starting in the summer of 2024. Would there be any difference in tax if I sold in Jan 2024 vs post April 2024?

**AI Legalese Decoder**

AI Legalese Decoder can help in determining the potential variances in tax liabilities based on the timing of the stock sale, considering the individual’s income level and the specific tax regulations applicable in the given time frame.

**Income and Salary Sacrifice**

In case it’s relevant: My gross income for the tax year 2023/24 will be above ┬ú100k, but I will salary sacrifice it to just get below the ┬ú100k mark. My income for the tax year 2024/25 is uncertain as I don’t have any jobs lined up, but will be a lot lower as I’ll be out of job for most of that tax year.

**AI Legalese Decoder**

AI Legalese Decoder can provide insights into the potential impact of salary sacrifice on income tax liabilities and can help in analyzing the tax implications of a lower income during the following tax year.

**Taxation of ESPP Proceeds**

Relatedly, how would the ESPP money be taxed? For example, if I contributed £10,000 over the six months and then received a 15% discount, how much would I actually receive post-tax?

**AI Legalese Decoder**

AI Legalese Decoder can assist in understanding the tax treatment of ESPP proceeds, including the calculation of the taxable amount considering the purchase price and the discount received. It can provide clarity on the post-tax proceeds from the stock sale, taking into account the individual’s specific tax situation.

Thanks for any help/guidance!

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4 Comments

  • BogleBot

    Hi /u/Unfair-Aardvark-1578, based on your post the following pages from our wiki may be relevant:

    https://ukpersonal.finance/tax-efficiency-for-high-earners/

    ____
    ^(These suggestions are based on keywords, if they missed the mark please report this comment.)

  • DanUK97

    Hey there, IÔÇÖm guessing youÔÇÖre uk based working for an American tech company. The funds would go into a GIA with your companyÔÇÖs chosen broker. Mine was E*Trade but now gone to Morgan Stanley. As long as you done a W8-Ben form you shouldnÔÇÖt get charged US tax but in regards to any UK taxes IÔÇÖm unsure.

    Something to bear in mind also is that a ÔÇ£tax hitÔÇØ might be ÔÇ£cheaperÔÇØ then any potential capital gains tax if applicable. IÔÇÖve personally always withdrawn mine to put them into a LISA as IÔÇÖm saving for a deposit so the extra 15% minimum is like a great short term savings account for me. But IÔÇÖll be intrigued to find out your answer.

  • splidge

    I believe with ESPP in the UK the main tax ÔÇØhitÔÇØ is a charge to Income Tax when you acquire the shares – you get taxed on the difference between the price you paid for the shares and their value that day. If you buy ┬ú10000 of shares for ┬ú8500, that is tax on ┬ú1500 (┬ú600 at 40%) and you need to account for it in your salary sacrifice plans too.

    You then pay CGT on any difference in value from that day to the day you sell.

  • Ok_Appearance_9868

    This depends on the type of scheme you are enrolled in. Given that you donÔÇÖt have a holding period, IÔÇÖm going to assume this is not a tax advantaged scheme like SIP. IÔÇÖm also assuming all tax has been paid on the money used to purchase the shares, rather than being withheld before tax via a salary sacrifice scheme.

    Income tax will generally be due on the discount, at the point the shares are vested. This is due regardless of when you sell the shares, so holding them until the next tax year would not reduce this yearÔÇÖs taxable income. It would only affect the tax year in which you pay capital gains taxes, if the price were to increase after you receive the shares, though this is separate from income.

    If you have contributed £10,000 and have a 15% discount, you will receive shares worth £11,765 (10000/0.85). Income tax is then due on the £1,765 discount premium, at your marginal tax rate.