Money Made Simple with Oakwood Wealth Partners
Everyone loves talking about stocks when they're going up. The harder conversation is figuring out what to do after they've gone up. In this episode of Money Made Simple, Mike and Nick Lockwood welcome Kevin Campbell to discuss one of the most common challenges facing investors today: managing concentrated stock positions and navigating the complexities of equity compensation. Whether you've purchased shares of a company you believe in, accumulated stock through your employer, or watched a single holding become a significant portion of your net worth, success can create a new set of risks. The conversation explores why some investors become overconfident, why selling can be emotionally difficult, and how concentration can quietly reshape a financial plan. The discussion also dives into the world of equity compensation, including restricted stock units, employee stock purchase plans, and stock options. While these benefits can create tremendous wealth-building opportunities, they often come with tax considerations, timing decisions, and planning complexities that many employees do not fully understand. Through real-world stories and practical examples, Mike, Nick, and Kevin explain why stock ownership should be viewed within the context of an overall financial plan, not as a standalone decision. If you've ever wondered when to sell, how much risk is too much, or whether your company's stock has become too large a part of your financial future, this episode is for you. Chapters: 0:00 Introduction & Meet Kevin Campbell 2:00 Why Stocks Are Back in the Spotlight 6:50 The Risks of Concentrated Stock Positions 11:10 SpaceX, NVIDIA, and the Appeal of Individual Stocks 16:15 Managing Risk While Chasing Opportunity 19:50 What Is Equity Compensation? 26:00 RSUs, ESPPs, ISOs & NQSOs Explained 30:35 Real Client Stories: When Stock Success Creates New Risks 34:50 The Big Question: When Should You Sell? 36:40 Taxes, Capital Gains & Planning Opportunities 38:30 Building a Strategy Around Company Stock 42:20 Key Takeaways & Final Thoughts
8 episodios
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