Employee Stock Purchase Plan (ESPP) Tax Rules – Will I Have To Pay Tax On My Qualified ESPP?
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2026 · WILL I HAVE TO PAY TAX ON MY QUALIFIED ESPP?
Did you sell shares that
you purchased under an
Employee Stock Purchase
Plan (ESPP)?
Did you hold the shares for
more than two years after
the option grant date (start
of the offering period) and
for more than one year
after the option exercise
date (end of the offering
period)?
Was the bargain (i.e.,
discount given by your
employer) greater than your
profit upon the sale of the
shares?
Did you hold the shares for
more than one year after
the exercise date?
Your cost basis in the shares
will be adjusted to include
the amount taxed as
ordinary income.
You will pay ordinary income
tax on the amount that the
shares’ FMV on the
disposition date exceeds the
amount you paid for the
shares under the option.
You will pay ordinary income
tax on the amount that the
shares’ FMV on the option
grant date exceeds the
option price.
You will pay ordinary income
tax on the amount that the
shares’ FMV on the option
exercise date exceeds the
amount you paid for the
shares under the option.
No
Yes
No tax is due until you
sell the shares.
The sale is a qualifying
disposition.
The difference between
your disposition price and
your cost basis will receive
long-term capital gain
treatment.
The difference between
your purchase price and
disposition price will receive
long-term capital loss
treatment.
The difference between
your disposition price and
your cost basis will receive
short-term capital gain/loss
treatment.
The difference between
your disposition price and
your cost basis will receive
long-term capital gain/loss
treatment.
Did your disposition price
exceed your cost basis?
The sale is a disqualifying
disposition.
Yes
No
No
Yes
No
Yes
No
Yes
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Aaron Vaughn
30400 Detroit Road Suite 305a Westlake, OH 44145
aaron@defiantservicesllc.com
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