My wife worked for a privately held startup that allowed her to own equity in the company in two ways:
1. She was granted options when she was hired 2. She was allowed the opportunity to buy additional stock (we did)
She worked at the company long enough for the options to expire, and we purchased them at that point since the company had gone up in value.
In 2017 there was a liquidity event, and we sold all the shares we were allowed to sell.
Here is what may (or may not) be a wrinkle: the company is Canadian and the shares were priced and sold in Canadian dollars.
(the following are all made-up numbers to hopefully make this simpler)
We bought 2000 shares via exercising options at $1 Canadian per share. Call these Class A shares. We bought 1000 shares as a straight purchase at $2 Canadian per share. Call these Class B shares.
I know the total purchase price for each transaction in US dollars. Sadly (for us), the Canadian dollar was nearly at parity with the US dollar at the time of purchase. So let's call each of the above transactions $2000, or $4000 total US.
The liquidity event did not buy up all of our shares. We were able to sell 525 Class A Shares and 275 Class B Shares, each at $3 Canadian. So $1575 and $825. However, at the time of sale, the Canadian dollar was much weaker than the US dollar, at roughly $0.7 CAN vs. $1.0 US. So in US dollars, the totals were $1102.50 and $577.50.
Finally, there was a jaw-dropping transaction fee of 4% on the sale. Seemed insane to me at the time but we were not given any alternative.
In order to report the stock sale gains, do I just convert everything to US dollars based on what I actually paid and received?
Based on this, I would report:
1. Class A: $525 cost basis. $1102.50 - $44.10 commission = $1058.40 proceeds = $533.40 profit 2. Class B: $275 cost basis. $577.50 - $23.10 commission = $554.40 proceeds = $4.40 profit.
Is this the correct way to calculate gains? Convert everything to US dollars and calculate profits based on the number of shares sold and their original (US) cost?