Author: Derek Jess

100% Stock Portfolio: Sound Strategy or Click Bait?

In the world of investing, the allure of higher returns can often overshadow the importance of prudent risk management. Read more…

Synthetic Equity Explained: Your Guide to Understanding This Type of Deferred Compensation

Synthetic equity. Phantom stock. Stealth securities. Read more…

How Much Money Should You Contribute To Your ESPP?

Employee stock purchase plans are a great benefit that many companies offer to help employees invest in the future of the company and make more money. When managed properly with tax implications in mind, your ESPP shares can be turned into rocket fuel for your financial goals. Read more…

The Untold Advantages of Your Employee Stock Purchase Plan (ESPP)

Congratulations! Your employer has an Employee Stock Purchase Plan (ESPP)! It’s easy to know what to make of excellent healthcare or an annual bonus, but it’s harder to wrap your head around how to participate in a well-managed ESPP. Should you participate? How much should you contribute? Is it Read more…

Tax Planning for Equity Compensation

Equity compensation comes in several forms, including stock options, restricted stock units and employee stock purchase plans (ESPP). Each type of equity grant gives employees a stake in their employer’s financial success and a chance to boost their income. Read more…

How to Transition to Retirement

Related Episode We all find some degree of our purpose and identity in the work we do. As we contemplate a potentially near-term transition into retirement, it’s natural to understand the importance of being sure you’re financially ready. However, it is equally important to ensure that you are Read more…

15 Key Terms to Know About Your Employee Stock Purchase Plan

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Strategies for a Successful Employee Stock Purchase Plan

Many companies offer their employees the option of entering into an employee stock purchase plan (ESPP). There are perks to joining a program like this (hello, free money!), but there are also implications if not done correctly (taxes). At Plancorp, we’re here to set you up for success. This is a 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…

How to Handle Post-IPO Equity

For years, investing in Silicon Valley was predominantly reserved for ultra-wealthy venture capitalists, but that exclusive landscape is changing. The last year has seen three massive initial public offerings (IPOs) from software vendor Snowflake (NYSE: SNOW), takeout delivery company DoorDash Read more…

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