Your Successful Retirement

Your Successful Retirement


Latest Episodes

How To Financially Support Your Adult Children, Without Enabling Them (Part 1)
August 14, 2025

What if helping your adult children is holding them back?In this episode, Dennis OKeefe explores the tough reality many parents face: when does financial support cross the line into enabling? Drawing on personal stories and over 30 years of financial pl

How Debt Can Derail Your Retirement
July 24, 2025

What if the greatest threat to your retirement isn’t your income, savings, or investments, but your debt?In this eye-opening episode, Dennis O’Keefe, CFP, breaks down why debt is the single most dangerous factor for retirees, often more dama

Funding College Without Breaking the Bank
July 10, 2025

How are you planning to fund your child’s college educationcash, loans, or perhaps a towering pile of fortune cookies?Dennis O’Keefe dives into the ever-daunting topic of college expenses. With tuition rates soaring higher than vintage 1980s

Greed vs. Fear: Managing Emotions in Your Investment Portfolio
June 26, 2025

Why do your investments soar when you’re least expecting them to, only to plummet when you’re not prepared?Join seasoned financial planner Dennis OKeefe as he highlights the highs and lows of financial planning, focusing this time on masteri

Outsmarting Instincts in Market Chaos
June 12, 2025

Curious about why markets crash and how our own brains can trip us up?In this episode, Dennis O’Keefe navigates the complex psychology guiding our financial decisions, specifically when our “reptilian brain” pushes us to act against ou

How Inflation Shapes Your Financial Strategy
May 22, 2025

Ever wondered how inflation impacts your retirement nest egg? Or how the price shift from eggs to bananas affects your financial plans?Join Dennis O’Keefe, a seasoned financial planner, as he uncovers the complexities of inflation and its profound

Overcome Financial Anxiety and Retirement Fears
May 08, 2025

Curious about what truly goes into planning a successful retirement? Why is retirement deemed the most challenging life event you’ll ever face?Join Dennis O’Keefe, a seasoned financial planner with over 30 years of experience, as he demystifi

Are We Headed for Another Real Estate Crash?
April 24, 2025

Is the real estate market heading for another crash, or have we simply hit a plateau?Dennis O’Keefe invites you on a journey through the patterns of past real estate markets that might just give you insight into today’s trends.Dennis breaks

Unlock the Secrets of Living Trusts
April 10, 2025

Are you prepared to simplify the complex world of estate planning with trusts?Tune in as Dennis O’Keefe sheds light on the intricacies of living trusts and how they can become a vital component of your retirement planning strategy.Whether you&#8

Financial Planning Unveiled: What You Need to Know for a Secure Future
March 27, 2025

What exactly do financial planners do?Explore valuable insights into retirement planning with Dennis O’Keefe, a seasoned, certified financial planner with over 30 years of experience. Whether you’ve been retired for years or on the verge of