Author: Derek Jess

How Stock Price Changes Can Affect Future RSU Grants

If Restricted Stock Units (RSUs) are part of your compensation, stock price swings can feel personal—especially when they represent a meaningful portion of your long-term wealth. Read more…

Maximizing Your Post-IPO Equity: Tax Strategies, Diversification, and Financial Planning

When your company goes public, it can be a life-changing event. An initial public offering (IPO) often unlocks substantial wealth for employees who have accumulated equity compensation in the form of stock options or restricted stock units (RSUs). Suddenly, what began as a promise of ownership in a Read more…

Restricted Stock Units: Are You Under Withheld for Taxes?

Restricted Stock Units (RSUs) are a popular part of compensation packages for executives and high earners. They can be a powerful way to build wealth when you’re employed by a growing company, but many people don’t realize RSUs often come with hidden implications, like a potential tax bill much Read more…

Should I Sell My Company Stock? A Decision Tree for Smarter Equity Decisions

When your company is doing well, holding stock can feel like a reward for your loyalty and hard work. Whether through stock options, RSUs, or employee stock purchase plans (ESPPs), owning shares of your employer’s stock can be an exciting opportunity to participate in the company's growth. Read more…

Optimal Employee Stock Purchase Plan Strategies for High Earners

If you are a high earner, opting into your company’s employee stock purchase plan (ESPP) can be exciting. You may have dollar signs in your eyes at the thought of an ESPP magically putting extra cash in your pocket. Read more…

Making Sense of Your Equity Compensation Statements: A Breakdown of Key Terms and Examples

Reading an equity compensation statement can feel like translating a foreign language, except with a mishmash of terms, figures, and dates. Unfortunately, these statements rarely come with any explanations or glossaries, which can leave even the savviest professionals wondering, “What on earth am I Read more…

The Different Types of Equity Compensation You Need to Know

When employees find out they're getting equity compensation from their employer, their first reaction is typically, "Great!" Their second reaction is often, "How does this work?" Both reactions are understandable. In most cases, equity compensation is a net win for employees. It rewards you for a Read more…

The Most Common RSU Mistakes — And How to Avoid Them

Restricted Stock Units (RSUs) can be a powerful incentive and useful tool for building wealth, but they aren’t as simple as purchasing shares on the market. If managed improperly, RSUs can lead to surprise tax bills, underpayment penalties, overconcentration in company stock, and even legal Read more…

3 Useful Company Employee Benefits Policies for High Earners

Employee benefits can have a significant impact on wealth accumulation, but the International Foundation of Employee Benefits Plans reports that 80% of companies struggle to get employees to read benefits materials. Read more…

How Are Restricted Stock Units Taxed? Vesting, Withholding, and Selling Explained

The Short Answer: How are RSUs taxed? RSUs are taxed as ordinary income when they vest—not when they’re granted. At the moment of vesting, the fair market value of the shares is added to your taxable wages. After vesting, any change in value is taxed again as capital gains when you sell. This is Read more…

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