PODCAST · business
Beyond the Advisor Podcast
by Gatewood Wealth Solutions
Besides a financial advisor, who else should be on your wealth-building team? At Gatewood, we explore how different areas of expertise come together to strengthen your financial plan. In this series, our team answers key financial questions and shows how professionals work together to support your goals. We believe in our Firm to Family™ approach—delivering holistic solutions so you don’t have to be the expert, just have the right experts by your side. Learn more: https://www.gatewoodwealth.com/firm-to-family
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Timing, Tax Strategies & Missed Opportunities for Business Owners
In this month's episode of Beyond the Advisor, Nina Breen, CFP®, RICP®, CPWA®, Senior Wealth Planner, and Micah Alsobrook, CPFA®, MBA, Retirement Plan Advisor, continue their fishbowl-style Q&A with a deep dive into the timing, tax strategies, and missed opportunities that quietly shape outcomes for business owners and executives. From estate planning and step-up in basis to 401(k) plan design, business exit timing, donor-advised funds, and weathering market volatility—this episode unpacks the costly decisions that get delayed and the planning moves that change the trajectory.Key Topics Include:Why estate planning is the most delayed financial decision—and the basics every adult needsA real client story on step-up in basis and concentrated employer stockWhen a will isn't enough: the case for a revocable trustSigns a 401(k) was designed to check a box vs. built strategicallyNew comparability profit-sharing as a way to max out owner contributionsDonor-advised funds as a tax play in big-income years (like the year you sell your business)How far in advance to plan a business exit (hint: 5–10 years)Vesting schedules as a key employee retention toolWhat NOT to do when markets get volatile (fear selling, loans, distributions)Fortress Gatewood: the cash + fixed income buffer strategyA real COVID retiree story on confidence in the plan, not the marketTarget date funds and the "evidence-based" investment lineup
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The Hidden Connection Between Business Decisions and Personal Wealth
In the first episode of Beyond the Advisor, Nina Breen, CFP®, RICP®, CPWA®, and Micah Alsobrook, CPFA®, MBA, unpack the planning and retirement questions that successful families and business owners often overlook.They discuss cash reserve strategy, retirement plan timing, how concentrated business wealth can create blind spots, and why coordination between advisors, CPAs, and attorneys is so important. They also walk through Roth conversions, SIMPLE and SEP plans, safe harbor 401(k)s, and real-world examples of tax-sensitive planning decisions that can go wrong when timing is missed.Key Topics Include:Cash reserve targets for households, retirees, and business ownersWhy starting a retirement plan earlier can matter more than people thinkConcentration risk for business ownersHow SIMPLE IRAs and SEP IRAs compare with 401(k)sWhy financial, legal, and tax professionals need to coordinateRoth conversions explained in plain EnglishTax timing mistakes that can affect retirement plan contributions
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ABOUT THIS SHOW
Besides a financial advisor, who else should be on your wealth-building team? At Gatewood, we explore how different areas of expertise come together to strengthen your financial plan. In this series, our team answers key financial questions and shows how professionals work together to support your goals. We believe in our Firm to Family™ approach—delivering holistic solutions so you don’t have to be the expert, just have the right experts by your side. Learn more: https://www.gatewoodwealth.com/firm-to-family
HOSTED BY
Gatewood Wealth Solutions
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