Zachary Gering, CFP®

High-level employees and executives at publicly traded companies often accumulate substantial wealth tied up in company stock through RSUs, stock options, or ESPPs. These holdings can quietly grow to represent 20%, 30%, or more of their liquid net worth over time. While this concentration signals success, it creates unique portfolio risks, particularly when a single company’s stock dominates retirement plans and net worth. Diversifying away from a concentrated position, especially one with sign

A sale of a business is a complex and emotionally significant event. It requires a thoughtful, long-term strategy that addresses not only the business’s financial health but also the family’s legacy and future well-being. The below illustrates just some of the many considerations when thinking about and planning for the sale of your business. Part 1: Corporate Planning A potential buyer will look at your business through a specific lens… can the future owner maximize their return on investment

For high-net-worth families with significantly appreciated art collections, estate planning can fall short of optimizing both legacy and tax efficiency. Enter upstream planning, a lesser known but highly effective strategy that leverages a senior family member’s unused estate tax exemption to minimize capital gains tax on appreciated artwork (or other low basis assets). When executed properly, this approach can result in a full basis step-up, effectively eliminating capital gains tax exposure o

If you work at a public company, chances are you’ve accumulated company stock through Restricted Stock Units (RSUs), Employee Stock Purchase Plans (ESPPs), or stock options. While holding onto these shares might feel like the right move—especially if you believe in your company’s future—it’s important to recognize the potential risks of overconcentration and the psychological barriers that may be preventing you from selling. The Psychology of Holding Too Long One of the biggest reasons employee

It’s a question that comes up often – what should I do with my old 401(k)? There is no one-size-fits-all answer, and responses provided by financial advisors are increasingly scrutinized due to the Department of Labor’s (DOL) fiduciary rule. Wealthspire Advisors, which has been a fiduciary since its inception, continues to believe that the best approach is to present options to our clients and let them decide. The four options are: Leave the money in your existing 401(k), Roll your 401(k) into