Perfect Game Retirement

By Ryan Ledden

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Category: Investing

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Episodes: 191

Description

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.

Episode Date
Three Questions From People Thinking About Retiring In 2026
Jun 04, 2026
“I Wish I Knew This at 25” — Young Adult Money Mistakes
May 28, 2026
The Financial Side of Taking Care of the People You Love
May 21, 2026
You've Managed Your Own Money Successfully - Why Would You Need an Advisor Now?
May 14, 2026
My Investments Underperformed the Market - Should I Fire My Advisor?
May 07, 2026
A New Proposal Might Cap Your Social Security Payments
Apr 30, 2026
Why Spending in Retirement Is Harder Than It Sounds
Apr 23, 2026
Long-Term Care Insurance: Worth It or Waste of Money?
Apr 16, 2026
Put Off Social Security Or Start It Earlier?
Apr 09, 2026
Tax Mistakes New Retirees Make
Apr 02, 2026
And the Oscar Goes To... Your Retirement Strategy
Mar 26, 2026
Use Target-Date Funds or Customize Your Portfolio?
Mar 19, 2026
Max Out Retirement Accounts or Build Liquidity?
Mar 12, 2026
Roth Conversion or Not? How to Know If It’s Right for You
Mar 05, 2026
Reacting To Controversial Financial Takes
Feb 26, 2026
At 55, Is It Too Late for a Roth 401(k)?
Feb 19, 2026
A Pension Tradeoff Too Many People Underestimate
Feb 12, 2026
10 Retirement Myths Too Many People Still Believe
Feb 05, 2026
Pros & Cons of the New Trump Savings Accounts for Kids
Jan 29, 2026
Do I Have Too Much Cash in the Bank?
Jan 22, 2026
I’m 62: Should I File For Social Security Or Wait?
Jan 15, 2026
Can I Retire With ‘Only’ $1M?
Jan 08, 2026
5 Major Events From 2025 That Impacted Retirement Plans
Dec 31, 2025
How to Ask Better Questions About Retirement
Dec 23, 2025
Warning Signs You Picked the Wrong Advisor
Dec 18, 2025
How to Plan Together When You Keep Finances Separate
Dec 11, 2025
How to Give with Purpose & Meaning
Dec 04, 2025
Smart Ways to Protect Your Finances in an Uncertain Economy with Bob Ginty
Nov 26, 2025
Warning Signs That Financial Trouble Could Be Ahead?
Nov 20, 2025
Should You Have More Than One Financial Advisor?
Nov 13, 2025
Do Your Feelings Belong in Your Financial Plan?
Nov 06, 2025
Retirement Health Care Costs Just Jumped Again (2025 Update)
Oct 30, 2025
Where Should Someone Invest $1 Million?
Oct 23, 2025
Pre-Tax vs After-Tax Contributions: Which One’s Right for You?
Oct 16, 2025
Retirement Mailbag: RVs, Roth 401(k)s, and Smarter Investing
Oct 09, 2025
Reacting To Unfiltered Retirement Takes from YouTube
Oct 02, 2025
What If You Fall Short of Your Retirement Savings Goal?
Sep 25, 2025
The Hidden Medicare Penalty You Might Be Paying
Sep 18, 2025
Fuzzy Math Could Be Sabotaging Your Financial Future
Sep 11, 2025
If I Won’t Live to 90, Should I Claim Social Security Early?
Sep 04, 2025
5 Signs You’re Wealthier Than You Think
Aug 28, 2025
Back To School Retirement Planning Quiz
Aug 21, 2025
7 Retirement Assumptions to Reconsider in 2025
Aug 14, 2025
Gen X, It’s Your Turn: It’s Time To Think About Retirement
Aug 07, 2025
Big Beautiful Bill Myths Debunked
Jul 31, 2025
What The “Big Beautiful Bill” Means for Your Retirement Plan
Jul 24, 2025
The 4 Things You Can Control in Retirement
Jul 17, 2025
Should You Gift Money While You’re Alive or Leave A Legacy?
Jul 10, 2025
Retirement Breaking News: The 4% Rule Gets a Makeover
Jul 03, 2025
The Lazy Way to Retire? Let’s Talk Target-Date Funds
Jun 26, 2025
Financial Lessons Parents & Grandparents Can Teach A New Graduate
Jun 19, 2025
5 Ways Wishful Thinking Can Damage Your Retirement
Jun 12, 2025
Market Strategy for Type A Investors: Why Doing Less Might Be Your Best Move
Jun 05, 2025
Why Your Emotions May Matter More Than Math
May 29, 2025
Inside the Advisor’s Office: What People Are Actually Concerned About
May 22, 2025
Is It Bad to Leave My 401(k) Where It Is?
May 15, 2025
Retirement Assassins: The Silent Killers of Your Financial Future
May 08, 2025
What Should You Actually Do When the Market Drops?
May 01, 2025
Retirement Lessons From The Masters
Apr 24, 2025
Key 2025 Tax Breaks & Adjustment Opportunities
Apr 17, 2025
Preparing For Taxes on Your RMDs
Apr 10, 2025
April Fool’s: Beliefs That Fool Retirement Savers The Most
Apr 03, 2025
The Money Questions Every Couple Needs To Discuss
Mar 27, 2025
Built a Business, But Not a Retirement Plan? Here’s What to Do Now
Mar 20, 2025
Do Smart Investors Need to Work With a Financial Advisor?
Mar 13, 2025
Retirement Lessons from Andy Reid: Championship-Worthy Financial Strategies
Mar 06, 2025
Which Retirement Account Should I Withdraw From First?
Feb 27, 2025
The New Retirement: Why Many Are Choosing Work Over Leisure
Feb 20, 2025
Inflation-Proof Your Retirement In 2025
Feb 13, 2025
5 Financial Mistakes to Avoid in Your 60s
Feb 06, 2025
Retirement Spending Strategy That Will Change Your Life
Jan 16, 2025
Transform Your Money Mindset in 30 Days (2025 Method)
Jan 02, 2025
What Financial Advisors Wish Every Investor Knew
Dec 19, 2024
Is Your Financial Judgment 'Impaired'?
Dec 05, 2024
Mailbag: Should My Husband Be More Involved In Financial Planning?
Nov 21, 2024
Social Security Shake-Up: How Raising the Retirement Age Could Impact You
Nov 07, 2024
Unlock Your Potential During National Financial Planning Month
Oct 17, 2024
Unusual Fears & Financial Planning: Lessons from the Strangest Phobias
Oct 03, 2024
Never Stop Asking 'How Do You Know?' - Navigating Retirement Planning
Sep 19, 2024
Tailoring Your Financial Jersey for a Perfect Retirement Fit
Sep 05, 2024
College Financial Planning: Insights For Parents and Grandparents
Aug 15, 2024
The Top 401(k) FAQs In 2024
Aug 01, 2024
Noah's Ark & Retirement Planning: Lessons in Preparing Ahead
Jul 18, 2024
Take the Fork: Yogi’s Wisdom on Making Financial Choices
Jul 02, 2024
Mistakes When Choosing A Financial Advisor
Jun 20, 2024
The Beauty of Simplicity When Planning For Retirement
Jun 06, 2024
Your Financial Wellness Check-Up
May 16, 2024
Steering Clear of Retirement Stress
May 02, 2024
Retirement Questions That Every Generation Is Asking
Apr 11, 2024
Finance Fortress: Practical Strategies for Protecting Retirees Against Scams & Fraud
Apr 04, 2024
Retirement Bracketology: Money Lessons While Filling Out Your March Madness Bracket
Mar 21, 2024
Retirement Planning Is Harder Than It Used To Be
Mar 07, 2024
Mailbag: Social Security, Caring For Aging Parents, Company Stock & More
Feb 15, 2024
Are Your Good Money Habits Holding You Back?
Feb 01, 2024
The Questions You Must Ask Your Financial Advisor
Jan 18, 2024
Patience Pays: The Power of Delayed Gratification
Jan 04, 2024
Financial Tweaks That Matter: Small Steps, Big Impact
Dec 21, 2023
End of Year Financial Planning For 2023
Dec 07, 2023
Money Mistakes You’ll Regret and How to Avoid Them
Nov 16, 2023
Retirement Planning’s “Hidden” Questions
Nov 02, 2023
Navigating Finances After Losing a Spouse: Strategies & Mistakes to Avoid
Oct 19, 2023
Are There Universal Retirement Truths?
Oct 05, 2023
Navigating the Transition to a New Financial Advisor
Sep 21, 2023
Building An Estate Plan With No Regrets
Sep 07, 2023
Mailbag: Recession Worries, Gifts for Children, College Funding & More
Aug 17, 2023
Mastering Retirement Cash Flow: Understanding Income
Aug 03, 2023
Counterintuitive Advice: Why You Should NOT Invest In A 401(k)
Jul 20, 2023
Retirement Rebels: Winning Your Financial Independence
Jul 06, 2023
Financial Planning Lessons From The Classroom
Jun 15, 2023
The 8 Biggest Money Mistakes In Retirement Planning
Jun 01, 2023
Ep 81: How Age & Wisdom Impact Financial Planning
May 18, 2023
Ep 80: A Comprehensive Dismantling Of 2023’s Top Social Security Myths
May 04, 2023
Ep 79: Fore Your Retirement: What Golf Teaches Us About Financial Planning
Apr 20, 2023
Ep 78: Retirement Expenses For Which You Forgot To Plan
Apr 06, 2023
Ep 77: What’s Your Biggest Financial Fear?
Mar 16, 2023
Ep 76: Top Tax Questions For Retirees In 2023
Mar 02, 2023
Ep 75: Back To Basics: Understanding Income Planning
Feb 16, 2023
Ep 74: 2023 Edition 10 Point Checklist For Retirement Preparedness
Feb 02, 2023
Ep 73: The Top 5 401(k) Mistakes You Need To Avoid
Jan 19, 2023
Ep 72: The Financial Therapist: When It’s OK If A Visit To Your Advisor Feels Like Counseling
Jan 05, 2023
Ep 71: Mailbag - Splitting Up Assets During A Divorce
Dec 15, 2022
Ep 70: The Retirement Marathon - Finishing The Race
Dec 01, 2022
Ep 69: Most Common Retirement Planning Questions About Taxes
Nov 17, 2022
Ep 68: The Money Gridiron: What Football Teaches Us About Retirement Planning
Nov 03, 2022
Ep 67: Please Read the Fine Print
Oct 20, 2022
Ep 66: Retirement Planning From A Psychologist’s Point Of View
Oct 06, 2022
Ep 65: Going Against the Grain
Sep 15, 2022
Ep 64: How Procrastination Dooms Your Financial Future
Sep 01, 2022
Ep 63: What They’re Saying: Analyzing Advice On Surviving A Bear Market
Aug 18, 2022
Ep 62: Can You Get An A+ On Our Retirement Planning Quiz?
Aug 04, 2022
Ep 61: Why Retirement Planning Ain’t What It Used To Be
Jul 21, 2022
Ep 60: Do You Concur? Picking Sides In Important Financial Debates
Jul 07, 2022
Ep 59: Mailbag - True Diversification, Inherited Home, and Long Term Care
Jun 16, 2022
Ep 58: What to Do as You Count Down the Days to Retirement
Jun 02, 2022
Ep 57: Reasons You Should Get Life Insurance
May 19, 2022
Ep 56: The Most Important Birthdays In Retirement Planning
May 05, 2022
Ep 55: Home Run Retirement Planning - How Baseball Principles Also Score Financial Runs
Apr 21, 2022
Ep 54: Murky Issues That Make Retirement Planning Harder
Apr 07, 2022
Ep 53: Who Even Needs A Financial Advisor?
Mar 17, 2022
Ep 52: Do You Have A Money Bias? And How Much Is It Costing You?
Mar 03, 2022
Ep 51: How Children Become Part of the Retirement Discussion
Feb 17, 2022
Ep 50: Don’t Fumble Your Retirement in the Financial Red Zone
Feb 03, 2022
Ep 49: 5 Signs You’re In Good Financial Health
Jan 20, 2022
Ep 48: 22 Money Resolutions for 2022
Jan 06, 2022
Ep 47: Mailbag: Pension Options
Dec 16, 2021
Ep 46: Unreasonable Requests
Dec 02, 2021
Ep 45: Tax Consequences - Pros & Cons of Various Account Type
Nov 18, 2021
Ep 44: How Overconfidence Can Lead To Financial Ruin
Nov 04, 2021
Ep 43: Financial Mistakes Couples Often Make
Oct 21, 2021
Ep 42: Mind The Gap
Oct 07, 2021
Ep 41: Mailbag! Answering Your Financial Questions
Sep 16, 2021
Ep 40: What Makes Your Financial Advisor Tick?
Sep 02, 2021
Ep 39: It's Just a Joke
Aug 19, 2021
Ep 38: 5 Things You Must Know About Decumulation To Retire Successfully
Aug 05, 2021
Ep 37: Learning Through Uncommon Sense
Jul 15, 2021
Ep 36: Not Your Father’s Retirement
Jul 01, 2021
Ep 35: Do Retirees Really Need Life Insurance?
Jun 17, 2021
Ep 34: Financial Fact or Fiction
Jun 03, 2021
Ep 33: How Long Will Your Money Last? Let’s Run The Numbers
May 20, 2021
Ep 32: Are You Flirtin’ With Disaster?
May 06, 2021
Ep 31: The Status of the American Pension Plan
Apr 15, 2021
Ep 30: This is Why You Never Assume
Apr 01, 2021
Ep 29: Retirement Planning For Business Owners
Mar 18, 2021
Ep 28: How Women Can Make Sure They’re Involved In Financial Decisions
Mar 04, 2021
Ep 27: The Three Qualities of Money
Feb 18, 2021
Ep 26: Where All My Financial Knowledge Comes From
Feb 04, 2021
Ep 25: Understanding the Different Types of Risk
Jan 21, 2021
Ep 24: Things Nobody Says
Jan 07, 2021
Ep 23: A 5 Question Retirement Preparedness Quiz
Dec 17, 2020
Ep 22: Is Diversification for Suckers?
Dec 03, 2020
Ep 21: The 401(k) FAQs
Nov 19, 2020
Ep 20: Following The Financial Commandments
Nov 05, 2020
Ep 19: Eye Opening Stats Showing How Americans Save
Oct 15, 2020
Ep 18: Obsolete Retirement Planning Ideas
Oct 01, 2020
Ep 17: Financial Issues Particularly Challenging For Women
Sep 17, 2020
Ep 16: How To Build Your Financial House
Sep 03, 2020
Ep 15: The Difficulty Of Financial Planning After The Death Of A Spouse
Aug 20, 2020
Ep 14: Classic Pre-Retiree Mistakes
Aug 06, 2020
Ep 13: What Mark Twain Can Teach Us About Money
Jul 16, 2020
Ep 12: Traditional IRA Vs Roth IRA
Jul 02, 2020
Ep 11: Are You Paying Attention To Your Biggest Assets?
Jun 18, 2020
Ep 10: How to Avoid Critical Retirement Planning Mistakes
Jun 04, 2020
Ep 9: Retirement Accounts
May 21, 2020
Ep 8: Coronavirus Market Update
May 07, 2020
Ep 7: Financial Crossword
Apr 16, 2020
Ep 6: Stages Of Retirement
Apr 02, 2020
Ep 5: How To Set Financial & Retirement Goals
Mar 19, 2020
Ep 4: Everything You Need to Know About Roth Conversions
Mar 05, 2020
Ep 3: Lies You Learn in Broker School
Feb 20, 2020
Ep 2: Where to Find Bias in Financial Media
Feb 06, 2020
Ep 1: Get To Know Your Host - Ryan Ledden
Jan 28, 2020