Retirement is often viewed as a financial milestone, but many retirees discover that their biggest challenges have little to do with money. Many wish they had retired sooner, spent more confidently, prepared for the emotional transition away from work, or started important planning conversations with their families earlier. The good news is that these lessons don't have to be learned the hard way.

In this episode, Keith Ellis Jr. is joined by Kyle Britton to share insights gathered directly from retired clients who reflected on what they would do differently if they could start retirement over again. Together, they discuss the most common regrets they've heard from retirees, including delaying retirement, underspending despite having enough savings, losing a sense of purpose after leaving work, and overlooking important tax, estate, and legacy-planning opportunities.​

They also discuss why retirement planning extends far beyond investments, how a comprehensive retirement plan helps pre-retirees make more confident decisions, the value of gifting assets during your lifetime, and why having meaningful conversations with family can help preserve both wealth and relationships for future generations.

In this podcast interview, you'll learn:

• Why many retirees wish they had stopped working sooner.
• How a comprehensive retirement plan creates confidence to enjoy your money.
• Why purpose and routine are essential after leaving your career.
• How proactive tax planning can preserve more wealth for your family.
• Why gifting during your lifetime may benefit both you and your heirs.
• How healthcare and legacy planning shape long-term retirement success.
• Why open family conversations can prevent future estate conflicts.

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

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Join SHP Financial Co-Founder Matt Peck, CFP®, CIMA®, and Lead Advisor, Laura Russo as they discuss current market trends and their potential impact on your financial future.

Many retirees assume the biggest Social Security decision is simply choosing the right age to claim benefits. But the reality is far more complex. Your Social Security strategy can affect your retirement income, taxes, spouse, survivor benefits, and long-term financial security, making it one of the most important decisions you'll make during retirement.

In this episode, Matthew Peck is joined by SHP's Head Certified Financial Planner, Alina Osokhovska to explain how Social Security really works and why the best claiming strategy depends on your unique financial situation. They discuss the different types of Social Security benefits, the key ages every retiree should understand, and how factors like taxes, market conditions, longevity, and spousal planning influence when claiming benefits makes the most sense.

They also discuss how SHP's Retirement Road Map evaluates multiple claiming strategies, recent changes under the Social Security Fairness Act, how working in retirement can affect benefits, why Social Security remains an important part of a comprehensive retirement plan, and why making an informed decision is far more valuable than making a rushed one.

In this podcast interview, you'll learn:

• Why the best Social Security claiming age depends on your complete financial plan.
• How spousal and survivor benefits can significantly affect retirement income.
• Why taxes should play a major role in your claiming strategy.
• How longevity and market conditions influence when to begin benefits.
• What recent Social Security law changes mean for retirees.
• How working before full retirement age may affect your benefits.
• Why personalized planning leads to better Social Security decisions.

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

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• YouTube