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MAKING THE MOST OF YOUR RSUS AND YOUR ESPP: A STRATEGIC APPROACH

MAKING THE MOST OF YOUR RSUS AND YOUR ESPP: A STRATEGIC APPROACH

August 26, 2024

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Making the Most of Your RSUs and Your ESPP: A Strategic Approach
(for those in the wealth building phase of life!)

Are you asking, "What are restricted stock units?", “What to do with RSUs?”, “What should I do with an ESPP?”, or “How do I maximize my ESPP and RSUs?” You’re in the right spot.

When it comes to managing your equity compensation, understanding how to maximize the benefits of your Restricted Stock Units (RSUs) and Employee Stock Purchase Plan (ESPP) can help improve your net worth and your risk-adjusted returns. Let's dive into some key strategies for making the most out of these opportunities.

If those account statements, online portals, and rules around this are confusing, you should reach out for help. But here is the big picture:

Maximizing Your ESPP: A Path to “Free Money”

If you’re participating in an ESPP, there ways to maximize the “Free Money” being offered and the potential for high, solid returns is significant. If the firm offers a 15% discount (or 10%) on the purchase price, then right off the bat, you’re return is 15%. Here’s how you can make the most out of it:

  1. Verify Your ESPP Details: First, ensure you understand the rules surrounding your ESPP. Do you have any blackout periods? Can you sell the shares immediately after purchase? If yes, you’re in a prime position to maximize your benefits.
  2. Contribute the Maximum: The IRS allows a maximum purchase of $25,000 worth of stock per year, valued using the fair market value on the date you enrolled in the current offering. Therefore, after accounting for the 15% discount, the effective maximum you can contribute is about $21,250.
  3. Capitalize on the Discount: The 15% discount is a powerful tool. Even if you sell the shares immediately after purchase, you lock in an instant 15% return, plus any additional gains if the stock price has increased from its lowest lookback price. While these gains are taxed as ordinary income if you sell within two years, the return is still substantial regardless.
  4. Avoid Stock Risk: Holding onto your ESPP shares for a longer period can be risky if the stock price drops. By selling immediately, you mitigate the risk of a downturn while still pocketing the benefits of the discount. If you continue to maximize your free money each year, then that is additional concentration in the position, so perhaps selling it when it’s issued makes sense.

Strategizing with RSUs: Treat Them Like Cash Bonuses

RSUs can be a valuable part of your compensation package, but they require careful planning to avoid unnecessary risks and tax liabilities. Restricted stock units tax on the day it vests can be a reason to sell at vesting.

  1. Understand Your Blackout Rules: Like with the ESPP, check if there are any blackout periods affecting your ability to sell your RSUs. If you’re free to sell, you might want to treat your RSUs like a cash bonus.
  2. Sell at Vesting:  When your RSUs vest, you’re taxed on the market value at ordinary income rates, regardless whether you hold them or sell them. Selling the shares immediately upon vesting can simplify your tax situation and protect you from stock volatility. This approach treats your RSUs like a cash bonus—after all, the tax treatment is similar. If the company issued you a cash bonus of $20,000, then you would be taxed at ordinary income rates on that. Similarly, if the RSU vests with a value of $20,000, then you will be taxed on that $20,000 at ordinary income rates even if you hold the stock and do not sell it. So, by selling it and taking the cash it becomes effectively a cash bonus. Then you can choose whether to spend that cash or invest it elsewhere with potentially higher returns.
  3. Reduce Stock Concentration Risk: Holding large amounts of company stock can be risky if the stock underperforms. By selling RSUs as they vest, you reduce your exposure to your company’s stock while still benefiting from future grants.
  4. Manage Your Existing RSUs: For any RSUs that have already vested, consider selling them strategically. For example, you could sell shares that will result in the lowest tax liability now and wait to sell others until they qualify for long-term capital gains treatment. This strategy can save you money on taxes while still providing liquidity.
  5. Even Selling at a Loss Has Benefits: If the stock price does sink after RSUs have vested, you can still sell them. If they vested at $20,000, then as previously mentioned, you were already being taxed on that $20,000 at ordinary income rates. Let’s say the stock is now worth $15,000, but you want the cash to either spend or reinvest elsewhere. So you sell and take the $5,000 loss as a realized loss which can offset realized taxable gains in your investment portfolio this year or proximate years and can be used to offset your taxable income up to $3,000 per year.

Evaluating Your Overall Portfolio

When assessing your equity compensation, it’s crucial to consider your entire financial picture. For example:

  1. Diversification: If a significant portion of your portfolio is tied up in company stock, it’s time to diversify. Selling your RSUs and reinvesting the proceeds in a diversified portfolio may help provide better risk-adjusted returns.
  2. Realizing Tax Losses: If your RSUs or other stock positions are currently at a loss, selling them could provide valuable tax benefits as mentioned above. Realized losses can offset gains elsewhere in your portfolio, reducing your overall tax liability.
  3. Reinvestment Opportunities: Once you’ve sold your RSUs, you have the opportunity to reinvest in a more diversified portfolio, or amongst stocks that might perform better. Your overall portfolio should align with your long-term financial goals, and RSUs and your ESPP are part of that.

By carefully managing your ESPP and RSUs, you can maximize your equity compensation’s benefits while minimizing risks. Whether it’s increasing your ESPP contributions or strategically selling your RSUs, taking a thoughtful approach can help you build wealth more effectively.

Diversification does not assure a profit or protect against loss in declining markets, and diversification cannot guarantee that any objective or goal will be achieved.

One Bridge Wealth Management does not offer tax advice. You should consult a tax professional regarding your individual situation. 

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