Perfect Game Retirement

Follow Perfect Game Retirement
Share on
Copy link to clipboard

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


    • May 21, 2026 LATEST EPISODE
    • weekly NEW EPISODES
    • 21m AVG DURATION
    • 189 EPISODES


    Search for episodes from Perfect Game Retirement with a specific topic:

    Latest episodes from Perfect Game Retirement

    The Financial Side of Taking Care of the People You Love

    Play Episode Listen Later May 21, 2026 14:38


    Financial planning isn't really about spreadsheets, rates of return, or chasing the perfect investment strategy. At its core, it's about making sure the people you love are protected if life takes an unexpected turn. Ryan discusses the often-overlooked side of financial planning and shares how to navigate difficult family moments with clarity. Tune in to make sure you're protecting what matters most. Here's what we discuss in this episode: ❤️ Financial Planning Is Personal

    You've Managed Your Own Money Successfully - Why Would You Need an Advisor Now?

    Play Episode Listen Later May 14, 2026 15:59


    My Investments Underperformed the Market - Should I Fire My Advisor?

    Play Episode Listen Later May 7, 2026 13:20


    It's a question a lot of people ask at some point: if your investments aren't keeping up with “the market,” is it time to move on? Ryan breaks down what you're actually comparing against, why that comparison can be misleading, and what really matters when evaluating performance. The right benchmark isn't the market, it's your plan. Here's what we discuss in this episode:

    A New Proposal Might Cap Your Social Security Payments

    Play Episode Listen Later Apr 30, 2026 13:58


    A new proposal out of Washington is adding a fresh angle to the Social Security conversation, and Ryan is breaking down what it could mean. He walks through what's being discussed, who it might impact, and how it fits into the bigger picture of Social Security's future. The details may change, but the reality is this: something will eventually have to give. Understanding the possibilities now can help you make better decisions later. Here's what we discuss in this episode:

    Why Spending in Retirement Is Harder Than It Sounds

    Play Episode Listen Later Apr 23, 2026 15:22


    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:

    Claim Perfect Game Retirement

    In order to claim this podcast we'll send an email to with a verification link. Simply click the link and you will be able to edit tags, request a refresh, and other features to take control of your podcast page!

    Claim Cancel