To finish off our Equity blog series, we will take a look at Incentive Stock options (ISOs).

Incentive stock options are structured just like non-qualified stock options on the front end, but receive preferential tax treatment if certain conditions are met when an employee exercises the stock options and ultimately sells the stock.

Let’s look at an example

Let’s consider Jill, who becomes an employee of XYZ Company in June 2018 and is given an incentive stock option for 1,000 shares at a grant/exercise/strike price of $5. Shares will vest at 25% per year:

  • June 2018: Stock option granted
  • June 2019: 250 shares vested
  • June 2020: 250 shares vested
  • June 2021: 250 shares vested
  • June 2022: 250 shares vested

In June 2022, all 1,000 shares of XYZ Company’s stock have vested. Jill decides to exercise her option to buy all 1,000 shares at her grant price of $5 per share when the value of XYZ Company’s stock is $50 per share.

Jill writes her company a check for $5,000 (1,000 shares x $5 per share), and the company in returns gives Jill 1,000 shares of stock. Jill is now officially a stockholder.

With an incentive stock option, Jill would not have to pay taxes on the $45,000 IF she held on to the stock for at least a year after she exercised her options.

This is the most significant benefit of an incentive stock option: Jill will only pay long-term capital gain on the stock when she sells.

If Jill does not wait more than 1 year before selling her stock, she WILL pay ordinary income taxes on the $45,000 bargain element AND any gain.

Form 3921: Jill’s employer will complete Form 3921, “Exercise of an Incentive Stock Option”, and submit it to the IRS whenever Jill exercises her option to buy company stock.

Conclusion

ISOs can prove beneficial to employees because 1) Regular federal income tax is not triggered upon exercise of ISOs (although AMT may be) and 2) Qualifying dispositions of ISOs (selling your stock) enjoy long-term capital gains treatment.

In order to qualify for long term capital gains, the option must be exercised during your employment and the shares issued upon exercise must be held for at least one year after the exercise date and at least two years from the date the option was originally granted.

ISOs can only be granted to employees (not to advisors, consultants or other service providers).

One final thought: make sure you explain to your employees that there are tax implications associated with their total compensation package and they shouldn’t wait until year-end to find out the amount of the tax.

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Curt Mastio
Post by Curt Mastio
Jun 18, 2024 11:50:27 AM
Curt Mastio started Founder’s CPA in 2017 and currently serves as the Managing Partner of the firm. After obtaining both his Bachelor’s and Master’s degrees in accounting from the University of Illinois in Urbana-Champaign Curt started his career in Big Four public accounting. Shortly thereafter Curt served as the Chief Financial Officer of Storage Squad began his stint as an Adjunct Instructor at Northwestern University’s Farley Center for Entrepreneurship and has been teaching Accounting & Finance to undergraduate students for 6+ years. In his current role Curt oversees strategy, operations, and business development at Founder’s CPA. Further, Curt has experience working directly with 200+ startups and small businesses providing accounting, tax, and outsourced CFO services. His industry expertise lies in the SaaS, Blockchain, Marketplace, and Fintech industries. He has served as a key advisor working directly with startups that range from pre-revenue to companies generating over $30 million dollars a year in revenue. Lastly, he serves a key role working directly with the firm’s clients that have collectively raised over $200 million in venture capital funding to date. Curt is also an active advisor, mentor, and investor in the startup ecosystem. He has facilitated numerous workshops, webinars, and presentations to incubators and other startup-centric organizations. He is also an active mentor for Techstars in both Chicago and Iowa. Outside of his daily professional duties Curt is actively involved with Beat the Streets Chicago and was a founding member of its Young Professionals Board. His efforts in both leadership and community involvement were recognized when he was awarded the Illinois CPA Society’s Outstanding Young Professional Leadership Award in 2020. He was also a panelist at their annual conference in 2022 where he spoke about his experiences starting and operating a public accounting firm. He maintains an active Certified Public Accountant designation that he obtained in 2014. Outside of work, Curt can be found spending time with his friends & family including his dog Rufus. His hobbies include golf, boating, cooking, reading, and attending sporting events & concerts.