Perfect Game Retirement
Welcome to Perfect Game Retirement, hosted by Ryan Ledden of Black Oak Asset Management. As a former pro ballplayer and CFP, Ryan combines his love of the game with financial expertise to guide you to a confident 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.
Welcome to Perfect Game Retirement, hosted by Ryan Ledden of Black Oak Asset Management. As a former pro ballplayer and CFP, Ryan combines his love of the game with financial expertise to guide you to a confident 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.
Episodes
Thursday Sep 11, 2025
Fuzzy Math Could Be Sabotaging Your Financial Future
Thursday Sep 11, 2025
Thursday Sep 11, 2025
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Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html
Youāve probably said it before: āI ran the numbers, and I should be fine.ā But what if the math youāre relying on isnāt telling the whole story? In this episode, Ryan unpacks some of the most common examples of fuzzy retirement math and how they can quietly derail your financial future. Donāt let fuzzy math sabotage your future, learn how to spot it before itās too late.
Hereās what we discuss in this episode:
š Why a ā7% average returnā doesnāt guarantee future results
š¦ How dividend investing can backfire despite steady payouts
šļø Why retirees often spend just as muchājust differently
š° The danger of assuming lower tax brackets in retirement
š Why counting on part-time work is risky at best
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Sep 04, 2025
If I Wonāt Live to 90, Should I Claim Social Security Early?
Thursday Sep 04, 2025
Thursday Sep 04, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html
If your parents passed away relatively young, itās only natural to wonder whether youāll 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 Security benefits? In this episode, Ryan answers a listenerās question on this exact topic.
Hereās what we discuss in this episode:
ā³ Claiming at 62 locks in lower benefits for life
š Holding off on SS can grow your payout by 8% a year
š Spousal benefits and legacy goals change the equation
š ļø Planning tools can show which claiming age improves your long-term success
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Aug 28, 2025
5 Signs Youāre Wealthier Than You Think
Thursday Aug 28, 2025
Thursday Aug 28, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html
Most people donāt 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 yachts or private jets. Today, Ryan analyzes the habits that signal real, lasting wealth and what to do if you are (or arenāt) on the right track.
Hereās what we discuss in this episode:
š¦ Emergency funds = hidden wealth
š Living below your means pays off
š Smart investing builds long-term security
š» Side hustles & passive income streams matter
š Long-term focus beats short-term noise
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Aug 21, 2025
Back To School Retirement Planning Quiz
Thursday Aug 21, 2025
Thursday Aug 21, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html
The kids might be heading back to school, but today itās your turn to take a pop quizāon retirement planning. In this episode, Ryan puts us to the test on five essential financial questions every retiree and pre-retiree should know. So, letās test your knowledge with a quick financial pop quiz and see how ready you really are.
Hereās what we discuss in this episode:
š When you can claim full Social Security benefits
š° Catch-up contributions after age 50
š Which accounts require RMDs
š What the 4% rule really means today
šØ Top risks that can derail retirement
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Schedule a call with Ryan: https://speakwithryan.com/
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Aug 14, 2025
7 Retirement Assumptions to Reconsider in 2025
Thursday Aug 14, 2025
Thursday Aug 14, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.htmlĀ
Just because something used to be true doesnāt mean it still is, especially in retirement planning. In 2025, rising interest rates, tax uncertainty, and longer retirements mean itās time to rethink some of the old advice. These seven assumptions sound smart at first⦠but they could quietly hurt your plan if youāre not careful. In this episode, Ryan walks through the most common retirement ārulesā that may have expired, and explains what to consider instead.
Hereās what we discuss in this episode:
š Why 4% may no longer work
š§¾ Tax strategies need an update
šø You might not spend less
š§ Rethink, realign, retire smarter
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Schedule a call with Ryan: https://speakwithryan.com/
Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Aug 07, 2025
Gen X, Itās Your Turn: Itās Time To Think About Retirement
Thursday Aug 07, 2025
Thursday Aug 07, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.htmlĀ
Cue the mixtape of Nirvana, Madonna, and Prince⦠Gen X, itās 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 youāre entering retirement with more financial uncertainty than the Boomers before you. But you also have something else: resilience. If you're in between your mid-40s and early 60s, itās time to get serious about what retirement will look like for your generation.
Hereās what we discuss in this episode:
šø Rocked by Nirvana, now rocked by retirement? Gen X faces unique financial headwinds
š£ Kill the debt bomb before it blows up your fixed income
š” Catch-up hacks unlocked! Supercharge savings in your 50s and 60s
š¶ļø Semi-retired & still cool⦠why side gigs could be your secret weapon
š§© Retirement math isnāt guesswork, smart software and strategy make it crystal clear
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Schedule a call with Ryan: https://speakwithryan.com/
Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Jul 31, 2025
Big Beautiful Bill Myths Debunked
Thursday Jul 31, 2025
Thursday Jul 31, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.htmlĀ
Big tax law changes always bring big rumors. But before you assume Social Security is now tax-free or that youāre getting a $40K deduction just for breathing, letās set the record straight on what this new bill didnāt actually do. In this episode, Ryan sets the record straight on some of the most misleading claims surrounding the new āBig Beautiful Bill.ā
Hereās what we discuss in this episode:
ā ļø Six big myths people might believe about the Big Beautiful Bill
š Tax cuts arenāt universal, income limits and phaseouts still apply
š¤ What sounds like a benefit, might not be a benefit to everyone
š Car loan interest deduction is real, but letās look at the fine print
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Schedule a call with Ryan: https://speakwithryan.com/
Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Jul 24, 2025
What The āBig Beautiful Billā Means for Your Retirement Plan
Thursday Jul 24, 2025
Thursday Jul 24, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.htmlĀ
A new tax bill has officially passed (youāve probably heard it mentioned as the āBig Beautiful Billā). And while most headlines are focused on politics, weāre focused on what it means for your retirement. The choices you make in the next year or two could have a significant impact on how much you keep and how much goes to Uncle Sam. In this episode, Ryan unpacks the key changes and why they matter for your retirement.
Hereās what we discuss in this episode:
š Good news for high-property-tax states
šµ Tax brackets extended, but donāt call them permanent
š° āSenior Bonusā deduction⦠is this a good thing?
š§® Social Security still taxed, despite misleading headlines
š Roth conversions still alive, with no new limits, no income cap
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get in touch with the Black Oak team: https://blackoakam.com/contact-us/
Schedule a call with Ryan: https://speakwithryan.com/
Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Jul 17, 2025
The 4 Things You Can Control in Retirement
Thursday Jul 17, 2025
Thursday Jul 17, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.htmlĀ
Markets crash. Taxes shift. Congress waffles on Social Security. You canāt control any of that. And stressing over it wonāt help. What will? Focusing on the four things that actually move the needle in retirement. In this episode, Ryan breaks down the key areas where retirees actually do have control, and how leaning into those can make all the difference.
Hereās what we discuss in this episode:
š Why risk consistency matters more than averages
šø Income streams you can count on
š How tax buckets change everything
š§ Control Social Securityās role in your plan
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
Thursday Jul 10, 2025
Should You Gift Money While Youāre Alive or Leave A Legacy?
Thursday Jul 10, 2025
Thursday Jul 10, 2025
š
Book a 1-on-1 with Ryan: https://speakwithryan.com/
š¦ Grab your FREE Tax-Free Retirement Toolkit:Ā https://toolkit.blackoakam.com/podcast-toolkit.htmlĀ
Youāve worked hard, saved well, and now youāre thinking about giving backāmaybe to your kids, your grandkids, or a cause you care about. But should you wait and pass that wealth on later, or give while youāre still around to enjoy the impact? Letās talk about how to make that decision with confidence.
In this episode, Ryan walks through the key considerations for making smart, intentional choices with your wealth, including understanding gift tax rules, weighing the emotional impact, and making sure your own financial foundation is solid before giving anything away.
Hereās what we discuss in this episode:
⨠$19,000 Gift Tax Exclusion
š See the Impact Now: enjoy watching loved one's benefit while you're here
š Tuition gifting tip to avoid using gift limit
ā¤ļø Clarify your āwhyā and what truly matters to you
šø Smarter RMD strategies
Ā
Visit us online: https://blackoakam.com/
Phone: (470) 508-0508
Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI









