Financial Education & Training to Improve Your Retirement
Follow the blog for our latest thoughts on the stock market, investing, and financial planning issues impacting our clients. You’ll find a ton of great articles on option trading, covered calls, income investing, and more.
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How the Wheel Option Strategy Works
There are many different options strategies designed to generate an income. While covered calls are the most popular, traders may also use iron condors, butterfly spreads, diagonal spreads or calendar…
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How Do Cash-Secured Puts Work?
Options are often associated with speculation, but many investors use them strategically to generate income or achieve long-term goals. One such approach is the cash-secured put, which offers an alternative…
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Covered Call Pros and Cons
Covered calls can be a powerful way to earn extra income from stocks you already own. Like any strategy, they come with trade-offs. Before diving into how they work, it…
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How to Protect Gains with Options
Most investors are happy with unrealized gains, but there’s always a risk of loss until they sell. Fortunately, there are a couple of options strategies that you can use to…
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Covered Call Mistakes That Can Hurt Your Portfolio
Covered calls are often promoted as a practical way to create additional income from a stock portfolio. When used correctly, they can help investors generate steady cash flow, lower the…
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Covered Calls and Risk: Building Income While Protecting Your Portfolio
Covered calls have become a go-to strategy for investors seeking additional portfolio income, particularly those preparing for or living in retirement. The strategy is often viewed as conservative compared to…
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The Impact of Dividends on Covered Calls
Dividend-paying stocks remain a cornerstone of income-focused portfolios in 2026. Roughly 75–80% of large-cap companies in the S&P 500 still pay dividends, along with a majority of mid-cap firms. For…
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Calls vs. Puts for Retirement Income: What Actually Matters
When most investors first explore options for income, the question is often: should you use calls or puts? But framing it this way can actually lead you in the wrong…
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2026: February and March Recap
A Note to Our Readers: The post below was originally written as personal monthly letters to our Charter Asset Management clients from our CEO, Jesse Anderson. We have modified them slightly to…
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Retirement Reality: The Shift from Accumulation to Cash Flow
The security of a steady paycheck is something most people take for granted during their working years. Every two weeks, income shows up, bills get paid, and life moves forward…