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Ready For Retirement
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Ready For Retirement

James Conole, CFP®

Ready For Retirement is the podcast dedicated to helping you learn the tips and strategies that will help you achieve your retirement goals. When it comes to retirement planning, it can quickly become overwhelming and easy to not take action. I designed this podcast because I want you to have the knowledge and…

385 episodes tracked
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10 Really Good Reasons to File for Social Security at Age 62

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$3M vs $2M in Retirement: Here’s What Changes

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How To Invest Once You Retire

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How Much Can You Spend With $2.5 Million In Retirement?

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19 Unsexy Habits That Lead to a Great Retirement

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Every Retirement Withdrawal Strategy RANKED (Worst to Best)

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The ONLY 5 Tax Strategies You Need In Retirement

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Why Everything Changes After You Save $1.44 Million in Retirement

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I'm A Retirement Advisor: Here's What I Tell Every Client At 62

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Don’t Retire If This Is You - 5 Warning Signs

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Your Life When Retiring With $100K vs $1M vs $10M

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Sell These 10 Things BEFORE You Retire

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If You Only Watch One Retirement Video, Make it This

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The Real Math of Working One More Year (It’s Not What You Think)

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Why I Told My Client Not to Pay Off Their Mortgage Before Retiring

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Taxes on a $3M Retirement Portfolio: What You'll Actually Owe Each Year

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Here's What Happens to Your Social Security If You Retire at 60

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$15M in Nvidia Stock Case Study | Don't Just "Diversify Everything"

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The Real Question Behind When to Start Social Security (It’s Not 62 vs. 67 vs. 70)

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You Don’t Need a Financial Advisor… Until You Do (Here’s When)

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Stop Overfunding Your 401(k). Do This Instead

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5 Mental Traps That Keep You From Retiring (Even When You’re Ready)

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Stop Working for Money You’ll Never Spend

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The $5 Million Trap: Why Wealthy People Are Scared to Retire

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"Only Live Off Dividends" Is Your Biggest Portfolio Risk in Retirement

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The Dark Truth About Retirement (No One Tells You This)

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4 Retirement Income Strategies: Which One Wins with $1+ Million?

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Why Retiring at 55 is Better than 65 (The "3x" Rule)

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The Retirement Red Zone: Why the Final 5 Years Decide Everything

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“The Biggest Retirement Lie: ‘I Can’t Retire Until Medicare’”

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Why $5 Million is the Tax "Danger Zone"

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Work at SpaceX? Watch This Before your IPO

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You Need to Retire Early - Here's Why

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You Can Retire… But You Might Not Like the Life You Built

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I’ve Never Seen So Many Retirees Make This Same Mistake

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This Is What a $10M Retirement Actually Looks Like

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Retiring After 65? The Rules Change (Hint: You Can Spend More)

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18 Months Into Retirement, This is What Surprised Me Most | Retirement Reality

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Here's the Most Unethical Thing Advisors Do

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The Hardest Year of Retirement: What No One Warned Me About | Retirement Reality

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The Hidden Cost of Roth Conversions: Avoiding Surprise Medicare Charges

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Freedom at 60 Why He Left a Job He Loved (and Doesn’t Regret It) | Retirement Reality

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Most Retirement Advice Fails Singles (Here’s What to Do Instead)

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Retired at 50 Freedom, Guilt… and What No One Tells You | Retirement Reality

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Don’t Wait Until 70 for Social Security Unless You Hear This First

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Retiring With a Pension? Here’s How It Changes Everything About Your Retirement Math

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When Saving Becomes a Habit You Can’t Turn Off | Root Talks

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The Wake-Up Call That Made Him Retire 10 Years Early | Retirement Reality

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The Secret Cost of Claiming Social Security Too Early (or Too Late)

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Retiring at 54: Why Darren Says It Feels Surreal | Retirement Reality

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How to Maximize Social Security Spousal Benefits (Even if you Collect Your Benefit Early)

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I Threw the First Pitch at a Padres Game—Here’s the Real Lesson | Root Talks

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Retirement Benchmarks by Age: 40, 50, 60 (And What If You’re Behind?)

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The Unexpected Exit at 55 — Finding Freedom, Purpose, and Identity

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3 Steps to Build a Retirement Paycheck That Lasts

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Your Tax Planning Window Won’t Last Forever | Top 3 Strategies to Prioritize

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Will Low Returns Ruin Your Retirement? (How to Interpret Goldman Sachs 3% Forecast) | Root Talks

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3 Investments That Should Never Go In Your Retirement Portfolio

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We're 62 with $2M: Retire Now or Wait?

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10 Ways Retirement Has Completely Changed in 30 Years

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$10M+ Net Worth Case Study: What to Do First

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The 3 Worst Retirement Mistakes I See All the Time

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The BEST Retirement Advice (From 909 Real Retirees)

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The Cliché Advice You Should Finally Pay Attention To

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5 Signs You Should Fire Your Financial Advisor

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Advice from Retirees: What They Wish They Knew in Their 50s

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Roth vs. Traditional IRA – Which One Really Saves You More?

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You Could Spend WAY More Than the 4% Rule Suggests (Says the Man Who Created It)

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How to Know You’ve Found the Right Financial Advisor │ Root Talks

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What’s the Smartest Investment Mix for Retirees Right Now?

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The Real Reason Most People Struggle in Retirement (It’s Not Money)

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How Much Can I Spend In Retirement with a $2 Million Portfolio?

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Top 5 Social Security Secrets Every 60-Year-Old Needs to Know

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Retiring at 65 Might Be Too Late (Here’s Why)

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Inside Root’s Growth Plan (And the Promise Refuse to Break) │ Root Talks

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How to Avoid the Widow’s Tax (Before It’s Too Late)

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They Gave Up the ‘Traditional’ Retirement to Live the Life They Always Wanted: The Retirement Travelers

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The Hidden Cost of Financial Optimization (And How to Avoid It)

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When Money Isn’t Enough: The 5 Types of Wealth You Need Before Retiring

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Here's How Early Retirement Will Impact Your Social Security Benefit

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Does Your Spouse Really Know the Financial Plan? Why That Matters │ Root Talks

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Can You Retire Without $1 Million? The Truth Might Surprise You

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The #1 Way to Ruin Your Retirement (Most People Do This)

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How to Know If You’re Ready to Retire (Hint: It’s Not Just About Money)

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This Is Why Financially Ready People Struggle to Retire

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What Should You Do With Your 401k When You Retire?

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DIY vs. Financial Advisor: How to Know When It’s Time to Get Help │ Root Talks

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5 Signs It’s Time to Retire - Right Now

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Watch Me Stress Test a $1 Million Retirement Plan

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Why Brokerage Accounts Might Be the Most Underrated Tool in Your Financial Plan

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5 Things Retirees Regret - And What You Still Have Time to Get Right

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Stop Worrying About Running Out of Money: Here's What You Need to Do

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This Is What Financial Planning Really Changes

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How Much Do You Need to Retire on $10K a Month?

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I've Helped Hundreds of People Retire Comfortably. Here's the Exact 7-Step Framework I Used.

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Ready to Retire? Here's How to Tell Your Company │ Root Talks

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How Much Can We Expect to Spend in Retirement with a $4M Portfolio?

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Social Security at 62 vs 67 vs 70: When should you start claiming your benefits?

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The Surprising Regrets of Wealthy Retirees | Root Talks

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We have a $3M Retirement Portfolio. How Much Can We Spend Without Running Out of Money?

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Root Talks: Spend Your Way to a Happier Retirement: 5 Pillars of Better Spending

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The Most Powerful Tax-Free Retirement Tool: Start Leveraging Your HSA Now

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When is the Best Time to Realize Gains in my Investment Account?

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Root Talks: How Does the Advisory Team Structure Work at Root?

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How Much Do I Need to Retire? (3 Simple Steps to Determine the Right Amount)

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Maximize Your Retirement Tax Savings: How to Maximize Tax-Saving for Each Account

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Root Talks: How to Get Past the Fear of Retiring Even When You Have Enough

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The Hidden Flaw in Monte Carlo Analysis That's Ruining Retirement Plans

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Why many retirees REGRET relying on Social Security Income

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Root Talks: What Role Does "Fun" Play in an Advisory Relationship?

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9 Things To STOP DOING After 60

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Your Roth IRA Could be Locked For 5 Years. Here's Why

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Root Talks: How Do Smart Retirees Handle Big One-Time Expenses?

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The Best Retirement Spending Stories I've Heard This Year

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One Simple Tip to Make Spending Easy in Retirement

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Root Talks: How to Overcome the Scarcity Mindset and Start Spending in Retirement

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Retire Now If you Answer "Yes" to These 5 Questions

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Root Talks: How Should I Split Retirement Withdrawals Between Pretax and Roth Accounts?

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The Most Important Thing You Can Do For Your Financial Plan

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Root Talks: What Does Vanguard Say About Financial Advisors?

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No Taxes on Social Security? Here’s What Trump’s Plan Means for You

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Root Talks: Introducing the New Root Retirement Community

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5 Advanced Social Security Strategies to Maximize Your Retirement Income

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Root Talks: How Do We Approach Team Building?

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Major Social Security Bill Passed: $190B in New Benefits to be Paid After Eliminating WEP & GPO

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Root Talks: What's the Difference Between Root Financial and Other Advisory Firms?

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How Should You Invest $10M+? Most Underutilized Strategy Revealed

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Root Talks: Behind the Scenes at Root Financial: How We Approach Team Building

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3 Simple Steps to Retire in 2025

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Here's How to Avoid a Retirement Filled with Anxiety or Regret

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How to Travel the Country and Start Living Before Actually Being Fully Retired

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How Many Investment Firms Should I Split my Money Between?

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5 Biggest Retirement Fears and How to Overcome Them

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What If Social Security is Cut? Here's What it Means for Your Retirement

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Why You Should Avoid Simplistic Monte Carlo Results and Create a Real Financial Plan Instead

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Here's What Your Retirement Strategy Should Look Like with an $8M Portfolio

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Top 5 Most Avoidable Retirement Mistakes

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Root Financial's Backstory: How and Why the Company Was Founded

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Unconventional Retirement Strategy: How to Save Less AND Retire with More

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STOP! Why You Shouldn't Do a Roth Conversion

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This is the Biggest Way People Waste Money in Retirement

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The Downside of Working "Just One More Year"

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How Soon Before Retirement Should You Adjust Your Portfolio?

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Here's How To Discuss Money Effectively With Your Parents

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7 Things You Need to Know About Roth IRAs to Maximize Tax-Free Income

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3 Steps to Prepare for an Out-of-State Retirement

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5 Things People Regret About Early Retirement

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This Is the Single Most Important Thing You Can Do to Prepare for Retirement

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The Complete Guide to Maximizing Your Social Security Benefit

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Restricted Stock Units: The Basics of RSUs and How to Use Them

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Should We Always Pull From our Brokerage Account First in Retirement? (Hint: No)

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How to Overcome Fears of Spending in Retirement

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Retire Happy: Build a Personalized Retirement Plan that You Can't Wait to Live Out

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Unexpected Retirement: Finding Happiness and New Adventures

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Facing Health Challenges in Retirement and Learning to Reconnect with Your Spouse

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How to Thrive in Retirement by Embracing the Unknown

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The Benefits of a Retirement Community and How to Find Your Purpose in Retirement

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Introducing the New Ready For Retirement

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Am I Too Old for Roth Conversions? 3 Things to Consider

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3 Key Factors to Consider Before Paying Your Mortgage Off in Retirement

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Pre-Retirement Tax Planning: Things to Know to Save Big in Retirement

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Social Security Demystified: Calculating Taxation, Provisional Income, and the Tax Torpedo

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The Roth Conversion Sweet Spot: Maximize Retirement Savings (And Avoid Costly Mistakes)

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How to Estimate Your Tax Bill in Retirement (And How to Pay it)

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Retirement Income Strategies: IRA vs. Brokerage Withdrawals (The Tax-Smart Choice for Retirees)

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The Four Phases of Retirement with Dr. Riley Moynes

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Planning for Large Costs in Retirement | Beyond the 4% Rule

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Early Retirement Health Insurance Strategies | Roth Conversions vs. ACA Subsidies

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Health Insurance Options for Early Retirement

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Everything You Need to Know About Medicare: Q&A with a Medicare Expert

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How to Prepare for Retirement Within 5 Years: 401k, Savings & Investment Changes

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How to Know When You Should Stop Saving for Retirement (and What to Do Next)

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3 Simple Steps to Determine If You Can Retire

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Tax Planning for Widowed Retirees: How to Optimize Your Tax Strategy

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Lump Sum vs. Annuitization: Tax Implications for Your Non-Qualified Annuity

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At What Age Should I Work with a Financial Advisor?

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Sell, Rent, or Borrow? Best Ways to Use Home Equity in Retirement

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Pay ZERO Capital Gains Tax vs Roth Conversions in Retirement: How to Determine Which is Best

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Tax-Smart Strategies for Wealth Transfer: Secure Your Family's Future

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Roth Conversion Strategies to Protect Your Spouse's Future Tax Burden

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Should I Fund my Retirement Needs by Purchasing an Annuity?

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How Should I Invest Bucket #1 of my Retirement Portfolio (3 Bucket Strategy)

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At What Point Should I Take the Tax Hit on Unrealized Gains?

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Maximize Your Early Retirement: Should You Save to 401k or Brokerage Accounts?

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Safe Withdrawal Rate Myths: Debunking 3 Common 4% Rule Mistakes

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Secrets to a Happy Retirement: What the Research Shows

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What's the Right Roth Conversion Amount to Avoid a Tax Nightmare in the Future?

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How to Maximize Social Security Spousal Benefits

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Bond Ladders in 2024: How to Build a Bond Portfolio for Your Retirement

Ready For Retirement
35m ·
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3 Ways to Protect Against Sequence of Return Risk in Retirement

Ready For Retirement
26m ·
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Should We Sell Stocks to Make a Large Purchase?

Ready For Retirement
21m ·
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Am I Crazy For Paying My Financial Advisor $25k/year?

Ready For Retirement
30m ·
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When Should You Collect Social Security if Your Spouse is Much Older?

Ready For Retirement
20m ·
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Roth IRA Tax-Free Withdrawals: 5-Year Rule Explained

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19m ·
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Retire Happy: How to Navigate Your Retirement Transition with Joe Kuhn

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40m ·
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Tax-Loss Harvesting Strategies to Maximize Your Benefit and Avoid Costly Mistakes

Ready For Retirement
25m ·
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How to Teach Your Adult Children to Plan for Retirement

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26m ·
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Is Your Portfolio Big Enough to Benefit From Roth Conversions?

Ready For Retirement
21m ·
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Does It Ever Make Sense to Purchase an Annuity?

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26m ·
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Pretax vs Roth- Which is Better for You If You're in the 24% Tax Bracket?

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22m ·
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Here's How a Pension Should Change Your Investment Strategy

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25m ·
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Your Retirement Roadmap: A 5-Step Plan to Retirement Readiness

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26m ·
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How to Break Up with Your Financial Advisor

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19m ·
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Spend Guilt-Free: How to Shift from a Savings to Spending Mindset in Retirement

Ready For Retirement
28m ·
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Donor Advised Funds - The Secret Weapon for Tax-Efficient Charitable Giving

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24m ·
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The Tax-Smart Way to Consolidate Your Retirement Accounts

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24m ·
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The Retirement Portfolio Shift- How to Make the Transition Smoothly

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20m ·
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Are Adjustable Rate Mortgages Right for You in a High Interest Rate Environment?

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22m ·
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How Rising Interest Rates Should Impact Your Pension Decision (Lump Sum vs Annuity)

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26m ·
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What's the Best Way to Fund a Remodel During Retirement?

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32m ·
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Here's the Right Way to Determine How Much Individual Stock to Hold

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28m ·
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Ask Yourself This Question to Transform Your Retirement

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16m ·
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What Age Should I Collect Social Security If I Don’t Need It?

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26m ·
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Is It Possible to Have Too Much in Roth IRAs?

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22m ·
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Do We Have Enough for Retirement? [Plus Bonus Worksheet]

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24m ·
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Here's When It Makes Sense to Rent In Retirement

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25m ·
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Everything You Need to Know About RMDs (Required Minimum Distributions)

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33m ·
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[Case Study] How to Prepare for Early Retirement

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28m ·
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Here’s How You Can Tell If a Roth Conversion Is Right For You

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21m ·
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How to Manage Cash Reserves in Retirement

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19m ·
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5 Things You'll Wish You Knew Before You Retired

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15m ·
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What's the Best Way to Sell Out of a Concentrated Stock Position?

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27m ·
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6 Financial Rules of Thumb to Avoid

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23m ·
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How Should I Invest Proceeds from Selling My Home?

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33m ·
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Plan Better: Financial Strategies vs Tactics

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12m ·
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Avoid This Major Pitfall of Standard Withdrawal Strategies

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23m ·
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4 Reasons You SHOULDN'T do a Roth Conversion

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19m ·
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5 Reasons You Should Retire Now

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How to Protect Your Most Important Financial Asset

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20m ·
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How Much Umbrella Insurance Coverage Do You Need?

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How to Supercharge Your Retirement with Deferred Comp Plans

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30m ·
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Where To Pull Income From First When You Retire Early? (Part 3 - Early Retirement)

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3 Ways To Create Tax-Free Income in Retirement - (Part 2 - Early Retirement)

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26m ·
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5 Common Mistakes To Avoid When Retiring Early (Part 1 - Early Retirement)

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How Much Do You Need to Retire?

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Where Should I Invest Extra Income After Maxing My 401k?

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What Should You Do With Your 401k When You Retire?

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28m ·
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5 Steps To Create A Meaningful Retirement with Cyn Meyer

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How to Use Roth Conversions to Protect Your Spouse's Future

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22m ·
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When Should You Start Withdrawing Cash Instead of Stocks For Retirement Income?

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21m ·
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8 Important Planning Opportunities From the SECURE Act 2.0

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3 Steps to Make 2023 Your Best Year Yet

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5 Wrong Assumptions People Make About Retirement

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Is a Reverse Mortgage a Good "Plan B"?

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When Does it Make Sense to Work with a Financial Advisor?

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What Investments Should I Own in My Retirement Portfolio?

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31m ·
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Are Withdrawal Rate Rules Still Applicable in Today's Markets?

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What Are the Pros and Cons of Mega Backdoor Roth Conversions?

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Should You Get a 15 or 30 Year Mortgage?

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How Should You Invest Your Bridge Account?

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How to Plan Differently When Spouses Retire at Different Times

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18m ·
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Why Are Bond Prices Falling & What to Do About It

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23m ·
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5 Steps To Prepare For Retirement Today with Ari Taublieb

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29m ·
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How Do You Know if You Have Enough to Retire?

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24m ·
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Should You Use Roth or Pre-Tax if You're in the 24% Tax Bracket?

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22m ·
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A Story of What You Are Actually Investing In

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19m ·
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17m ·
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How to Best Align Your Portfolio with Other Income Sources

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Should Gold Be Part of Your Investment Portfolio?

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24m ·
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What Are the Best Strategies for Reducing Required Minimum Distributions?

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Avoid These Pitfalls of Asset Location

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22m ·
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What's the Best Way to Teach Kids About Money and Investing?

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25m ·
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What Return Should You Expect for a 60/40 Portfolio Going Forward?

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18m ·
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How do State Taxes Impact Roth v. Traditional Considerations?

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14m ·
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How to Use 72t Distributions to Access Retirement Funds Early and Penalty-Free

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23m ·
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How to Use Individual Stocks for Better Tax-Planning

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24m ·
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How to Most Effectively Pull Funds Out of Your College Savings Account

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23m ·
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How to Turn Real Estate Equity Into Income in Retirement?

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22m ·
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Is Rental Real Estate a Good Idea in Retirement?

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26m ·
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4 Steps to an Early Retirement with Ari Taublieb

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28m ·
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How to Implement (And Do Better Than) the 4% Rule

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20m ·
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How to Invest Different Portfolio "Buckets"

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22m ·
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How to Become a Better Investor with Chad Hufford

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44m ·
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How Should Withdrawal Rates Change if You Don't Have Any Legacy Goals?

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22m ·
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How to Get Financially Organized

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26m ·
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How to Enjoy Life Today While Also Preparing for the Future

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21m ·
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The Complete Guide to Health Savings Accounts (HSA)

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27m ·
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The 3 Most Important Mindset Shifts to Make Going Into Retirement

Ready For Retirement
23m ·
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How Likely is it That You'll Run Out of Money in Retirement?

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24m ·
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Investing for Longevity When There's a Spousal Age Gap

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26m ·
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How Do Roth Conversions Impact Inheritance/Legacy?

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29m ·
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Where Should You Pull Income in the First Year of Retirement?

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29m ·
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4 Steps to Navigating Down Markets

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32m ·
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What's the Best Way to Rebalance Your Portfolio?

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27m ·
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How to Prioritize Roth Conversions Vs. Tax Gain Harvesting

Ready For Retirement
28m ·
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The 5 Most Important Parts of a Successful Financial Strategy

Ready For Retirement
28m ·
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Should I Take My Pension as an Annuity or Lump Sum Rollover?

Ready For Retirement
24m ·
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Should I Prioritize Health Insurance Subsidies or Roth Conversions?

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30m ·
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How to Manage Roth Conversions Before Taxes Increase

Ready For Retirement
29m ·
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How Do I Know if I Should Purchase Long-Term Care Insurance?

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33m ·
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Why a Monte Carlo Analysis Is Not a Financial Plan

Ready For Retirement
25m ·
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Should I Invest In a Tax-Deferred Annuity Instead of a Brokerage Account?

Ready For Retirement
25m ·
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Should I Invest in iBonds Paying 7.12%?

Ready For Retirement
22m ·
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Key Planning Points to Consider When Retiring Before 65

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31m ·
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How to Plan For Varying Withdrawal Needs In Retirement

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23m ·
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How to Avoid the Risk of Working Too Long

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31m ·
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Everything You Need to Know About The Roth IRA 5-Year Rule

Ready For Retirement
21m ·
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How To Best Plan for Retirement Income Gap Years

Ready For Retirement
30m ·
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How to Prioritize "Competing" Retirement Strategies

Ready For Retirement
29m ·
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How Do I Invest My Own Personal Money?

Ready For Retirement
28m ·

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