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 Oct 09, 2025
Retirement Mailbag: RVs, Roth 401(k)s, and Smarter Investing
Thursday Oct 09, 2025
Thursday Oct 09, 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
Ever thought about buying an RV in retirement, but not sure if it makes sense financially? Or maybe youāve built up a big nest egg but donāt feel confident about how to actually invest or withdraw it. And what about those new Roth 401(k) options showing up at work, are they worth it? In this episode, Ryan answers real listener questions about these exact scenarios, breaking down the tax traps, planning strategies, and smarter ways to make decisions that fit your retirement lifestyle.
Hereās what we discuss in this episode:
š Should retirees buy, rent, or finance an RV?
šø The tax hit of pulling from an IRA
š Why debt sometimes beats a lump-sum withdrawal
š§āš« How hiring a financial advisor can help in the decumulation phase
šÆ Target date funds: pros and limitations
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 Oct 02, 2025
Reacting To Unfiltered Retirement Takes from YouTube
Thursday Oct 02, 2025
Thursday Oct 02, 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
Forget polished advice. If you want the real story on retirement, head to the YouTube comments. Thatās where people speak their minds, sharing fears about running out of money, frustrations with the system, and creative strategies theyāve tried themselves. In this episode, Ryan digs into those unfiltered takes and separates whatās solid from what can steer you wrong.
Hereās what we discuss in this episode:
šµ Does taking Social Security early make sense?
š„ Budgeting for healthcare before Medicare
š§ Overcoming the fear of spending in retirement
š¤ Unique estate and tax challenges for singles
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 25, 2025
What If You Fall Short of Your Retirement Savings Goal?
Thursday Sep 25, 2025
Thursday Sep 25, 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
In this episode, Ryan tackles a listener question about falling short of your retirement savings goal. Beverlyās goal was to reach $1 million in her 401(k), but sheās currently at $850,000 and unsure if she can retire comfortably in just one more year. Ryan shares how the āmagic numberā varies for everyone and the importance of flexibility in your retirement plan.
Hereās what we discuss in this episode:
š¦ How much do you really need for retirement?
š” Flexibility is key in creating an income plan
š The importance of planning for lifestyle expenses
š Adjusting your plan based on market fluctuations
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 18, 2025
The Hidden Medicare Penalty You Might Be Paying
Thursday Sep 18, 2025
Thursday Sep 18, 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
Think Medicare is free once you hit 65? Not quite. Many retirees are surprised by IRMAAāthe Income-Related Monthly Adjustment Amount. This hidden surcharge can quietly increase your Medicare Part B and Part D premiums, shrinking your Social Security check by thousands each year. The frustrating part? Itās tied to your income from two years prior, so you might trigger higher premiums without even realizing it.
Hereās what we discuss in this episode:
š§¾ What IRMAA is and who it will impact
šµ IRMAA Triggers: RMDs, capital gains, pensions, and stock sales
šÆ Tips to avoid IRMAA
š§ Smart tax planning helps reduce or avoid costly surcharges
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 11, 2025
Fuzzy Math Could Be Sabotaging Your Financial Future
Thursday Sep 11, 2025
Thursday Sep 11, 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
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









