Ryan Ledden

Perfect Game Retirement

Business EN ↓ 196 episodes

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. Securities and Advisory Services offered through Silver Oak Securities, Inc. Member FINRA & SIPC. Black Oak Asset Management and Silver Oak Securities, Inc. Are not affiliated.

Author

Ryan Ledden

Category

Business

Latest episode

Jul 9, 2026

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Episodes

I’m 62: Should I File For Social Security Or Wait? 15.01.2026

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Are you ready to make a move that could impact your finances for decades to come? Join Ryan as he reveals what really goes into deciding the best time to claim Social Security, especially as age 62 approaches. Discover why picking the right strat...

Can I Retire With ‘Only’ $1M? 08.01.2026

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html These days, retiring with $1 million might feel like falling short, especially when everyone around you seems to have more. In this episode, Ryan tackles a listener question that gets to the heart of retirement anxiety: is $1 million actually eno...

5 Major Events From 2025 That Impacted Retirement Plans 31.12.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html A lot happened in 2025: political swings, stubborn inflation, new tax rules, and even a historic government shutdown. But headlines alone don’t determine your retirement outcome; how you respond to them does. In this episode, Ryan reflects on the...

How to Ask Better Questions About Retirement 23.12.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html You’ve heard the phrase, “There’s no such thing as a bad question.” But in retirement planning, the quality of your questions often determines the quality of your outcome. Today Ryan reframes common retirement questions, and shares how clearer qu...

Warning Signs You Picked the Wrong Advisor 18.12.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html How do you know if your financial advisor is actually a good fit, or quietly working against your best interests? In this episode, Ryan walks us through common red flags that signal an advisor may not be serving you well. From cookie-cutter plans...

How to Plan Together When You Keep Finances Separate 11.12.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html More couples are entering marriage later in life with established careers, children from previous relationships, and financial lives they prefer to keep separate. Ryan breaks down how couples can still build a unified retirement plan without comb...

How to Give with Purpose & Meaning 04.12.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Giving Tuesday and year-end donations always spark generosity, but the real impact comes when giving is intentional, not rushed or emotional. Ryan breaks down how to align your generosity with your financial plan so your giving feels meaningful a...

Smart Ways to Protect Your Finances in an Uncertain Economy with Bob Ginty 26.11.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html What’s the fastest way to regain control when your finances feel chaotic? This week, Ryan talks with Ramsey-Preferred Financial Coach Bob Ginty about practical ways to stabilize your finances, even when the economy feels unpredictable. They explo...

Warning Signs That Financial Trouble Could Be Ahead? 20.11.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Are you missing the warning signs in your financial life? In this episode, Ryan and Ramsey-Preferred Financial Coach Bob Genty discuss the biggest money challenges families are facing today—from overspending and debt stress to a lack of clear fin...

Should You Have More Than One Financial Advisor? 13.11.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Some investors believe having more than one advisor means more ideas, more diversification, and more protection. But in reality, it often creates more confusion than clarity. Ryan breaks down the pros and cons of working with multiple advisors, w...

Do Your Feelings Belong in Your Financial Plan? 06.11.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html   Most people think financial planning is about calculators, spreadsheets, and strategies. But that’s only half the story. The truth is your feelings about money can have just as much impact on your retirement as the numbers do. Today, Ryan explo...

Retirement Health Care Costs Just Jumped Again (2025 Update) 30.10.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Fidelity just released their 2025 Retiree Health Care Cost Estimate, and the number is staggering: $172,500 for a 65-year-old retiring today. The bigger problem? One in five Americans hasn’t even thought about health care costs in retirement. Rya...

Where Should Someone Invest $1 Million? 23.10.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html What should a financial advisor do if a client comes in with $1 million in cash to invest? That was the question posed to three financial advisors in a recent article , and their answers sparked a lively debate. Ryan reacts to each of their inves...

Pre-Tax vs After-Tax Contributions: Which One’s Right for You? 16.10.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Pre-tax or after-tax? That is the question. There’s no Life 101 class that talks you through these choices, and one wrong move could impact how much of your retirement savings you get to keep. Ryan breaks down the key differences between Traditio...

Retirement Mailbag: RVs, Roth 401(k)s, and Smarter Investing 09.10.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Ever thought about buying an RV in retirement, but not sure if it makes sense financially? Or maybe you’ve built up a big nest egg but don’t feel confident about how to actually invest or withdraw it. And what about those new Roth 401(k) options...

Reacting To Unfiltered Retirement Takes from YouTube 02.10.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Forget polished advice. If you want the real story on retirement, head to the YouTube comments. That’s where people speak their minds, sharing fears about running out of money, frustrations with the system, and creative strategies they’ve tried t...

What If You Fall Short of Your Retirement Savings Goal? 25.09.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html In this episode, Ryan tackles a listener question about falling short of your retirement savings goal. Beverly’s goal was to reach $1 million in her 401(k), but she’s currently at $850,000 and unsure if she can retire comfortably in just one more...

The Hidden Medicare Penalty You Might Be Paying 18.09.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Think Medicare is free once you hit 65? Not quite. Many retirees are surprised by IRMAA—the Income-Related Monthly Adjustment Amount. This hidden surcharge can quietly increase your Medicare Part B and Part D premiums, shrinking your Social Secur...

Fuzzy Math Could Be Sabotaging Your Financial Future 11.09.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html You’ve probably said it before: “I ran the numbers, and I should be fine.” But what if the math you’re relying on isn’t telling the whole story? In this episode, Ryan unpacks some of the most common examples of fuzzy retirement math and how they...

If I Won’t Live to 90, Should I Claim Social Security Early? 04.09.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html If your parents passed away relatively young, it’s only natural to wonder whether you’ll follow the same path. And from a financial standpoint, does that change how you should approach things like retirement planning and when to draw Social Secur...

5 Signs You’re Wealthier Than You Think 28.08.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Most people don’t feel wealthy. But what if your day-to-day habits are quietly building serious financial strength? A recent article from Kiplinger outlined five surprising signs that you might be richer than you think. And none of them involve y...

Back To School Retirement Planning Quiz 21.08.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html The kids might be heading back to school, but today it’s your turn to take a pop quiz—on retirement planning. In this episode, Ryan puts us to the test on five essential financial questions every retiree and pre-retiree should know. So, let’s tes...

7 Retirement Assumptions to Reconsider in 2025 14.08.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html   Just because something used to be true doesn’t mean it still is, especially in retirement planning. In 2025, rising interest rates, tax uncertainty, and longer retirements mean it’s time to rethink some of the old advice. These seven assumption...

Gen X, It’s Your Turn: It’s Time To Think About Retirement 07.08.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html   Cue the mixtape of Nirvana, Madonna, and Prince… Gen X, it’s your turn to get ready for retirement. And the stakes are high. You were the first 401(k) generation, hit by two major market crashes, and now you’re entering retirement with more fin...

Big Beautiful Bill Myths Debunked 31.07.2025

📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html   Big tax law changes always bring big rumors. But before you assume Social Security is now tax-free or that you’re getting a $40K deduction just for breathing, let’s set the record straight on what this new bill didn’t actually do. In this episo...

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