100: The Most Important Lessons We've Learned After 20+ Years of Financial Planning episode artwork

EPISODE · Mar 18, 2026 · 39 MIN

100: The Most Important Lessons We've Learned After 20+ Years of Financial Planning

from Retirement Road Map · host Derek Gregoire, Keith Ellis Jr., & Matthew Peck

With over 20 years of financial planning experience and having helped thousands of retirees and pre-retirees successfully plan for retirement, we've learned which planning mistakes can derail retirement and which strategies help clients retire with confidence and peace of mind. In this very special episode, SHP Financial's co-founders Derek Gregoire, Keith Ellis Jr., and Matthew Peck reflect on the biggest lessons they've learned after 100 podcasts and all the years of building a successful wealth management firm.  From evolving investment strategies to the growing importance of tax planning and behavioral finance, they share insights from both their professional experience in the industry and in conversations with past guests. They discuss how retirement planning has shifted from focusing solely on income to a comprehensive approach that includes tax efficiency, risk management, healthcare, estate planning, and charitable giving. They also offer practical advice on avoiding mistakes, handling market volatility, and building a retirement plan that ensures financial security and peace of mind. In this podcast interview, you'll learn: How retirement planning has evolved beyond just income strategies. Why understanding and managing investment volatility is critical in retirement. The importance of tax diversification across pre-tax, Roth, and after-tax accounts. Lessons retirees often learn too late about required minimum distributions and taxes. How behavioral biases like overconfidence can impact long-term investment success. Why comprehensive planning is more powerful than managing investments alone. Want the Full Show Notes? To get access to the full show notes, including audio, transcripts, and links to all the resources mentioned, visit SHPfinancial.com/podcast Connect With Us on Social Facebook LinkedIn YouTube

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100: The Most Important Lessons We've Learned After 20+ Years of Financial Planning

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This episode is 39 minutes long.

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This episode was published on March 18, 2026.

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With over 20 years of financial planning experience and having helped thousands of retirees and pre-retirees successfully plan for retirement, we've learned which planning mistakes can derail retirement and which strategies help clients retire with...

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