Blog

At Plancorp, we don’t wait for you to ask the right questions.
We take the initiative to offer insights and guidance — real enlightenment for real life.

When and How to Sell Restricted Stock Units (RSUs)

The Short Answer: Should I sell my RSUs? Yes— many people choose to sell their RSUs soon after they vest as a way to manage taxes and concentration risk. RSUs are taxed immediately at vesting and function like a bonus paid in company stock, so holding them increases your concentration risk without Read more…

The Mechanics of Exchange-Traded Funds (ETFs): How They Work and Why Investors Use Them

Exchange-traded funds (ETFs) have become one of the most popular investment vehicles because they make it easy for investors to access diversified portfolios in a single investment. They also offer features that can help improve tax efficiency and keep trading prices closely aligned with the value Read more…

6 Costly Roth Conversion Mistakes to Avoid

A Roth IRA conversion can be one of the most powerful tax-planning moves in a retirement plan. Read more…

ETFs vs. Mutual Funds: Tax Differences Explained

When it comes to investing, it’s not just about what you earn, it’s about how much you’re able to keep. Taxes are one of the most overlooked drivers of long-term outcomes and they get almost no attention when it comes to portfolio creation. Read more…

ESPP Shares: To Sell or Not to Sell?

The Short Answer: Should I sell my ESPP shares? Many employees choose to sell ESPP shares shortly after purchase to capture the discount and reduce concentration risk, but the appropriate approach depends on an individual's circumstances, tax situation, and financial goals. ESPP shares are best Read more…

A Fiduciary Perspective on Mega IPOs

The companies referenced in this article are used solely as illustrative examples of large, widely discussed private companies and should not be viewed as investment recommendations or endorsements. In the past few weeks, as big companies like SpaceX, OpenAI, and Anthropic have dominated headlines, Read more…

How High-Net-Worth Families Can Teach Kids About Money at Every Stage

By the time many of us graduated high school, we had mastered algebraic formulas and memorized state capitols. Yet few of us understood how to manage a paycheck, evaluate tradeoffs, or think intentionally about money’s role in our lives. Read more…

Why Retirement Taxes Are More Complex Than Your Working Years

It's not uncommon for people to imagine a simpler financial life once they reach retirement. The days of paychecks, commuting, and aggressively padding your savings account for the future are behind you. And with those changes, you may assume your taxes will simplify as well. Read more…

Why Did My Advisor Trigger Capital Gains?

It’s a common situation we see with new clients: they've been maxing out their 401(k) for a few years and have since hired an advisor, opened a taxable brokerage account, and doing everything right to keep the momentum going. Read more…

How Rebalancing Your Portfolio Can Trigger Capital Gains Taxes: A Guide for DIY Investors

If you manage your own investments, you’re responsible not just for what you buy—but when and how you sell. Read more…

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