Many people enter retirement expecting their taxes to decline, but for many retirees, the opposite happens.

In this episode, Larry explains why retirement income often becomes more taxable over time and how a lack of coordination can quietly increase stress, healthcare costs, and long-term tax exposure.

In this episode, Larry Heller, CFP®, CDFA®, discusses:

• Why retirement is often not a low-tax phase of life
• How required minimum distributions, Social Security, and taxable accounts interact
• Common tax mistakes retirees make when planning starts too late
• Why tax planning should be ongoing, not a once-a-year conversation
• How income decisions can affect Medicare premiums and overall cash flow
• Ways proactive planning may help retirees reduce surprises and stay in control
• And more!

Connect with Larry Heller:

• (631) 248-3600
• Schedule a 20-Minute Call
• Heller Wealth Management
• LinkedIn: Larry Heller, CFP®, CDFA®, CPA
• YouTube: Retirement Unlocked with Larry Heller, CFP®

Why does investing feel so emotional, even when the plan is solid? This episode explores how psychology, and not just numbers, shapes the way investors react to markets.

In this episode, Larry Heller, CFP®, CDFA®, CPA, is joined by Scott Bosworth, CFA, Head of Speakers Bureau and Vice President at Dimensional Fund Advisors, to discuss how investor behavior and common behavioral biases influence long-term investment outcomes. Scott explains why emotions often feel more powerful than logic during market swings and how those reactions are deeply rooted in human psychology, not a lack of intelligence or discipline.

The conversation also explores the tension between efficient markets and behavioral finance, and why understanding both is essential to staying invested through market cycles. Throughout the episode, Scott shares practical analogies and real-world examples that help investors better recognize their own biases and make more resilient decisions over time.

Scott discusses:

• What behavioral finance is and why it matters for investors
• The most common biases that affect decision-making, including overconfidence and hindsight bias
• Why market headlines and media narratives can increase anxiety
• How diversification and discipline help investors stay grounded during uncertainty
• The role advisors play in helping clients navigate emotional market cycles
• And more

• LinkedIn: Scott Bosworth
• Dimensional Fund Advisors

Connect with Larry Heller:

• (631) 248-3600
• Schedule a 20-Minute Call
• Heller Wealth Management
• LinkedIn: Larry Heller, CFP®, CDFA®, CPA
• YouTube: Retirement Unlocked with Larry Heller, CFP®

About Our Guest:

Scott Bosworth, CFA, is Head of Speakers Bureau and Vice President at Dimensional Fund Advisors. He has been with the firm since 1996 and brings decades of experience as a portfolio manager, institutional and advisory consultant, and trusted resource for advisors navigating market behavior and long-term investing principles.

The start of a new year is one of the most valuable planning moments for retirees, not because everything needs to change, but because the right questions can shape better decisions all year long.

In this episode, Larry Heller, CFP®, CDFA®, walks through the key January questions retirees should be asking, covering taxes, withdrawals, cash management, portfolio alignment, and lifestyle planning, so small adjustments now can help reduce stress later.

Larry discusses:

• Why it matters which accounts you withdraw from in retirement, not just how much you take
• How tax-efficient withdrawal planning can help manage future tax brackets
• When Roth conversions may still make sense during retirement
• How much cash do retirees want on hand to avoid selling investments during market downturns
• Why portfolio alignment should support spending needs, inflation, and peace of mind
• The importance of reviewing beneficiaries, estate documents, and healthcare cost planning
• How planning builds confidence to enjoy retirement without overspending or underspending
• And more!

Resources:

• January Retiree Checklist
• Schedule a complimentary 20-minute call with the Heller Wealth Management team. Schedule a 20-Minute Call

Connect with Larry Heller:

• (631) 248-3600
• Schedule a 20-Minute Call
• Heller Wealth Management
• LinkedIn: Larry Heller, CFP®, CDFA®, CPA
• YouTube: Retirement Unlocked with Larry Heller, CFP®