I am 33 years old, I currently make just over $120,000 a year, including an annual bonus, and my company has gifted me with around $300,000 in equity in the firm, although our stock is brand new, so it is constantly swinging up and down. I put around 6% toward a 401 and another 4% toward personal savings, investments and emergency cash.
Before I weigh into your answer, I will offer you the first of two pieces of unsolicited advice, and stress the importance of living within your means. If we could all take that advice to heart! We are all guilty of splurging — sometimes responsibly — from time to time. Your student-loan debt was clearly money well spent, and your personal and credit-card debts make up a smaller proportion of your overall debt.
Before selling stock, it would not be unwise to consult with a tax adviser. For what it’s worth, equity compensation awards for services rendered are generally subject to ordinary income tax at the time they vest or take ownership of the equity, says Timothy P. Speiss, tax partner at the personal wealth advisors practice at Eisner Advisory Group LLC.
And now for my second piece of unsolicited advice: Talk to your partner about his plan for the business. You want to balance your support of his dreams with the cold reality of the business’s viability. You may need to enlist an independent, third-party consultant to help you navigate your partner’s approach to his business. You want to help him make the right decision.
The good news: Your debts are manageable and don’t require you to sell your company stock, something that you might regret later, and you also have other issues to deal with that are just as pressing, namely your partner’s business and your commitment to avoid racking up even small debts if you don’t have enough money set aside to pay them.
The same dummy asks if he needs to factor in the options price when placing a put.
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