by John Ludlum
As we enjoy the Silicon Slopes Tech Summit 2020, it has been
great to catch up with executives, investors, and entrepreneurs working to
build the next technology ideas into successful companies. It is interesting to think that we don’t
quantify the economic benefits that one great company, which brings together a
talented team of founders and executives, finds a successful exit, and then
comes back together to do it again at another company, has on an area. There are many legendary technology companies
that have had this effect, creating places like Silicon Valley and other areas
in the country known for incubating technology companies and ideas.
One great thing about knowing and working with the seasoned
investors and entrepreneurs is their ability to help the new generation see how
to solve problems that these companies encounter, and how to avoid the mistakes
that some people have made. In my small
part of this world, the conversations in 2001-2002 with employees and
executives who were too optimistic in the first internet bubble will never be
forgotten. Yes, you can exercise equity
awards like an incentive stock option (ISO) with a promissory note, second
mortgage, or personal bank loan, and if the stock price goes up from there and
the company achieves liquidity in an IPO or acquisition, you could win big with
large gains all taxed at the long-term capital gains rate. I know a number of people who had this great
outcome. However, the other side is that
if the price does not go up, or if the company does not achieve liquidity, then
there can be tax problems. Exercising an
ISO will result in an alternative minimum tax (AMT) adjustment in the year of
exercise for the spread on the date of exercise. If an optionee is subject to the AMT, then
this tax is due to the IRS based on the value at the date of exercise. There is no consideration for the fact that
the shares are not liquid and have not been sold at the time of or at the value
of the corresponding tax obligation, meaning the optionee is gambling that the
value the shares will continue to go up and that there will be liquidity.
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