Perfect Game Retirement

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The Perfect Game Retirement Podcast is brought to you by Black Oak Asset Management, serving the greater Atlanta area with offices in Alpharetta, Cartersville and Macon. Former professional baseball player and now financial coach, Ryan Ledden, is your host. This is the show that'll help you make the right decisions, so you can pitch a "perfect game" in retirement.

Ryan Ledden


    • Apr 16, 2026 LATEST EPISODE
    • weekly NEW EPISODES
    • 22m AVG DURATION
    • 184 EPISODES


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    Latest episodes from Perfect Game Retirement

    Long-Term Care Insurance: Worth It or Waste of Money?

    Play Episode Listen Later Apr 16, 2026 12:25


    Long-term care is one of the biggest financial risks in retirement, and one of the most uncomfortable topics to talk about. Most people know it's important, but few have a clear plan for how they'll actually handle the cost if care is needed. Today, Ryan provides practical tips on how to think through long-term care planning from multiple angles, and how to decide what makes sense based on your health, assets, and goals. Here's what we discuss in this episode:

    Put Off Social Security Or Start It Earlier?

    Play Episode Listen Later Apr 9, 2026 13:45


    When should you take Social Security? It's one of the biggest financial decisions you'll make in retirement, and one of the easiest to get wrong. It's not about finding “the best” age, it's about making an educated decision based on your health, income needs, taxes, and long-term goals. Today, Ryan breaks down the key tradeoffs between claiming early, waiting until full retirement age, or delaying all the way to 70. Here's what we discuss in this episode:

    Tax Mistakes New Retirees Make

    Play Episode Listen Later Apr 2, 2026 15:46


    Nobody likes tax season, but for new retirees, the rules can feel completely different. Income changes, required withdrawals begin, and decisions that once lowered taxes can create bigger bills later. Ryan unpacks some of the most common retirement tax mistakes and how they show up in real life. A little forward planning can make a dramatic difference over the long run. Here's what we discuss in this episode:

    And the Oscar Goes To... Your Retirement Strategy

    Play Episode Listen Later Mar 26, 2026 16:13


    The Oscars have passed, but we're handing out a few awards of our own. Not for films, but for financial planning. Because when you think about it, a great retirement plan has a lot in common with a great movie: strong characters, a clear storyline, the right support, and a structure that holds up no matter what twists come your way. Ryan shares the key elements of an “award-winning” retirement strategy, one that's not just impressive on paper, but actually works in real life. Here's what we discuss in this episode:

    Use Target-Date Funds or Customize Your Portfolio?

    Play Episode Listen Later Mar 19, 2026 11:58


    Target-date funds are one of the most common investments inside retirement plans, largely because they're simple and automatic. But are they really the best option for your long-term portfolio? In this episode, Ryan explains how these funds work, why they've become so popular, and where they may fall short for investors who want a strategy tailored to their situation. Here's what we discuss in this episode:

    Max Out Retirement Accounts or Build Liquidity?

    Play Episode Listen Later Mar 12, 2026 9:51


    Roth Conversion or Not? How to Know If It's Right for You

    Play Episode Listen Later Mar 5, 2026 13:10


    At 55, Is It Too Late for a Roth 401(k)?

    Play Episode Listen Later Feb 19, 2026 13:09


    A Pension Tradeoff Too Many People Underestimate

    Play Episode Listen Later Feb 12, 2026 11:12


    10 Retirement Myths Too Many People Still Believe

    Play Episode Listen Later Feb 5, 2026 16:28


    Pros & Cons of the New Trump Savings Accounts for Kids

    Play Episode Listen Later Jan 29, 2026 15:55


    Do I Have Too Much Cash in the Bank?

    Play Episode Listen Later Jan 22, 2026 12:48


    I'm 62: Should I File For Social Security Or Wait?

    Play Episode Listen Later Jan 15, 2026 13:59


    Can I Retire With ‘Only' $1M?

    Play Episode Listen Later Jan 8, 2026 12:54


    5 Major Events From 2025 That Impacted Retirement Plans

    Play Episode Listen Later Dec 31, 2025 16:04


    How to Ask Better Questions About Retirement

    Play Episode Listen Later Dec 23, 2025 14:58


    Warning Signs You Picked the Wrong Advisor

    Play Episode Listen Later Dec 18, 2025 11:53


    How to Plan Together When You Keep Finances Separate

    Play Episode Listen Later Dec 11, 2025 13:23


    How to Give with Purpose & Meaning

    Play Episode Listen Later Dec 4, 2025 14:05


    Warning Signs That Financial Trouble Could Be Ahead?

    Play Episode Listen Later Nov 20, 2025 16:03


    Should You Have More Than One Financial Advisor?

    Play Episode Listen Later Nov 13, 2025 10:08


    Do Your Feelings Belong in Your Financial Plan?

    Play Episode Listen Later Nov 6, 2025 12:32


    Retirement Health Care Costs Just Jumped Again (2025 Update)

    Play Episode Listen Later Oct 30, 2025 13:56


    Where Should Someone Invest $1 Million?

    Play Episode Listen Later Oct 23, 2025 13:38


    Pre-Tax vs After-Tax Contributions: Which One's Right for You?

    Play Episode Listen Later Oct 16, 2025 18:36


    Retirement Mailbag: RVs, Roth 401(k)s, and Smarter Investing

    Play Episode Listen Later Oct 9, 2025 11:49


    Reacting To Unfiltered Retirement Takes from YouTube

    Play Episode Listen Later Oct 2, 2025 16:52


    What If You Fall Short of Your Retirement Savings Goal?

    Play Episode Listen Later Sep 25, 2025 12:30


    Fuzzy Math Could Be Sabotaging Your Financial Future

    Play Episode Listen Later Sep 11, 2025 10:58


    If I Won't Live to 90, Should I Claim Social Security Early?

    Play Episode Listen Later Sep 4, 2025 11:33


    7 Retirement Assumptions to Reconsider in 2025

    Play Episode Listen Later Aug 14, 2025 15:13


    Gen X, It's Your Turn: It's Time To Think About Retirement

    Play Episode Listen Later Aug 7, 2025 14:10


    What The “Big Beautiful Bill” Means for Your Retirement Plan

    Play Episode Listen Later Jul 24, 2025 13:57


    The 4 Things You Can Control in Retirement

    Play Episode Listen Later Jul 17, 2025 13:36


    Should You Gift Money While You're Alive or Leave A Legacy?

    Play Episode Listen Later Jul 10, 2025 12:17


    Retirement Breaking News: The 4% Rule Gets a Makeover

    Play Episode Listen Later Jul 3, 2025 13:24


    The Lazy Way to Retire? Let's Talk Target-Date Funds

    Play Episode Listen Later Jun 26, 2025 14:16


    Target-date funds just passed $4 trillion in assets. They're now the default investment in many 401(k)s, and millions of Americans are using them without really understanding how they work. So, are they a smart choice… or just the easiest one? These funds promise convenience and automatic adjustments, but with so much riding on a one-size-fits-all solution, it's worth asking—are they really helping you, or just keeping you on autopilot? In this episode, Ryan explains how target-date funds work, why they've become so popular, and the hidden pitfalls that many investors miss. Here's what we discuss in this episode:

    Financial Lessons Parents & Grandparents Can Teach A New Graduate

    Play Episode Listen Later Jun 19, 2025 13:13


    Graduation season is an exciting milestone, not just for the grads, but for parents and grandparents who have supported them along the way. Today, Ryan wants to share practical ways you can help your graduate make smart financial decisions early, along with actions that could have a lasting impact on their future. Join us as we discuss ways families can pass on more than just good wishes. Here's what we discuss in this episode:

    5 Ways Wishful Thinking Can Damage Your Retirement

    Play Episode Listen Later Jun 12, 2025 12:44


    A little hope is good for the soul, but when it comes to retirement planning, wishful thinking can lead to serious financial mistakes. Today, Ryan walks through five common examples of wishful thinking that can quietly damage your retirement and how you can build a plan that protects your future instead of relying on luck. Here's what we discuss in this episode:

    Market Strategy for Type A Investors: Why Doing Less Might Be Your Best Move

    Play Episode Listen Later Jun 5, 2025 11:41


    Today we're talking about Type A personalities. If you're driven, competitive, and goal-oriented, then you're part of the club that often struggles during difficult markets. When things get tough, your instinct is to work harder, push more, and fix the problem. But in investing, that instinct can sometimes backfire. In this episode, Ryan explores how Type A investors can unintentionally sabotage their own success by overreacting to market swings. Here's what we discuss in this episode:

    Why Your Emotions May Matter More Than Math

    Play Episode Listen Later May 29, 2025 14:12


    Most people believe financial success comes down to numbers, but the truth is your emotions and mindset may play an even bigger role than any spreadsheet ever could. In this episode, Ryan unpacks key lessons from Morgan Housel's best-selling book The Psychology of Money, revealing how behavior, beliefs, and background shape our financial choices. Here's what we discuss in this episode:

    Inside the Advisor's Office: What People Are Actually Concerned About

    Play Episode Listen Later May 22, 2025 15:17


    Ever wonder what other people talk about with their financial advisors? A new survey of nearly 400 experienced advisors reveals the biggest concerns, challenges, and financial goals their clients are facing today. From retirement planning to working longer than expected, Ryan's breaking down the key takeaways and how they compare to what he sees in his own client conversations. We'll also uncover the #1 concern advisors have, a surprisingly overlooked issue that deserves far more attention. Here's what we discuss in this episode:

    Is It Bad to Leave My 401(k) Where It Is?

    Play Episode Listen Later May 15, 2025 10:55


    Got an old 401(k) collecting dust after a job change? You're not alone, and what you do with that account might have a big impact on your long-term financial health. In this episode, Ryan answers a listener's question about whether it's okay to leave your 401(k) where it is, or if you're better off rolling it over. Spoiler alert: the answer isn't one-size-fits-all, but there are some key pros and cons you need to know. Here's what we discuss in this episode:

    Retirement Assassins: The Silent Killers of Your Financial Future

    Play Episode Listen Later May 8, 2025 14:02


    When it comes to retirement planning, it's often the threats you don't see coming that do the most damage. In this episode, Ryan uncovers five silent "assassins" that can quietly erode your financial future, including market crashes, inflation and some surprises along the way! More importantly, he explains how proper planning can defend your wealth against these hidden risks. Here's what we discuss in this episode:

    What Should You Actually Do When the Market Drops?

    Play Episode Listen Later May 1, 2025 14:45


    The headlines are loud, the markets are messy, and your gut might be telling you to do something - anything -right now. But what should you actually do when your portfolio takes a hit? In this episode, Ryan walks through the four key questions every investor should ask during a downturn, offering clear and practical steps to block out the noise and get some clarity on today's market situation.    Here's what we discuss in this episode:

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