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Your current and expected tax rate on ordinary income is 37% and on capital gains is 20%.

Suppose you are an employee of Pactruck who just received 10,000 shares of restricted stock that vest in 4 years. Your current and expected tax rate on ordinary income is 37% and on capital gains is 20%. The stock is currently trading at $15 and you expect it to appreciate at 25% per annum over the next 4 years. You face an after-tax borrowing rate of 7%. You plan on selling the stock as soon as it vests. Should you simply hold the restricted stock through vesting and sell at that time or make a Section 83(b) election? As an alternative to the Section 83(b) election, you consider borrowing and purchasing additional stock using the money you would have used to pay the taxes on the Section 83(b) election. Evaluate this alternative.

Expert Answer

Suppose you are an employee of Pactruck who just received 10,000 shares of restricted stock that vest in 4 years. Your current and expected tax rate on ordinary income is 37% and on capital gains is 20%. The stock is currently trading at $15 and you expect it to appreciate at 25% per annum over the next 4 years. You face an after-tax borrowing rate of 7%. You plan on selling the stock as soon as it vests. Should you simply hold the restricted stock through vesting and sell at that time or make a Section 83(b) election? As an alternative to the Section 83(b) election, you consider borrowing and purchasing additional stock using the money you would have used to pay the taxes on the Section 83(b) election. Evaluate this alternative.

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