🚨$250k+ household income and $500k+ assets...? You’re ready for a personalized plan! Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

Want confidence that your retirement plan ACTUALLY works? Get it inside my Financial Harmony™ membership ($115/month) 👉 https://www.concurrentfp.com/financial-harmony-membership/

Take the Gen X Retirement Readiness Quiz...📊 https://concurrentfp.typeform.com/genx-scorecard
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You can make six figures, max your 401(k), and still feel broke inside.

A 2024 NerdWallet poll found 47% of Americans lack financial confidence — and even high earners say they “should be further along.” But your problem might not be income. It might be alignment.

In this episode, Dr. Preston Cherry shares the Five Permissions of Wealth™ — a powerful framework that replaces guilt, comparison, and confusion with clarity, confidence, and control. You’ll learn how to rewrite limiting money beliefs, align your spending with meaning, and plan from your story — not just your spreadsheets.

Ready to stop feeling behind and start living your wealth, your way? Take the Retirement Readiness Quiz, join our Financial Harmony™ membership, or schedule your no-cost good fit meeting below.

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Ready to align your wealth with your well-being? Here’s where to start:

1️⃣ Take the Financial Harmony™ Quiz - See your Retirement Readiness Scorecard and discover where your plan and purpose meet. https://www.concurrentfp.com/financial-harmony-membership/

2️⃣ Join the Financial Harmony™ Membership - Go deeper with group-based fiduciary guidance, interactive workshops, and community support built for high-income Gen X professionals. https://www.concurrentfp.com/financial-harmony-membership/

3️⃣ Explore all-inclusive flat-fee financial planning services - If your needs require customized 1:1 planning, schedule a no-cost good fit meeting to see how Concurrent Wealth Management can help you design a personalized plan aligned with your values and goals. https://www.concurrentfp.com/

4️⃣ Subscribe & Stay Connected for weekly episodes that help you live your wealth, your way. @DrPrestonCherry
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TIMECODES:
00:00 - Introduction
00:13 - Feel Guilty About How You Spend Your Money?
00:34 - Why You Don’t Feel Financially Confident
01:05 - Mindset & Money Shifts Which Help You Feel Confident
01:49 - How To Stop Feeling Financially Stuck
04:19 - The Framework That Aligns Your Money With Your Mindset
05:24 - How to Build True Financial Confidence
06:35 - Align Your Money To Your Purpose
07:20 - Moment to Check In
07:47 - Align Spending With What Actually Matters to You
09:19 - Adapt Your Finances to Life’s Changing Seasons
10:27 - Your Story Shapes Your Financial Strategy
11:51 - Outro

financial harmony, Gen X retirement, money psychology, wealth and well-being, retirement planning, tax planning, investing for gen x, money mindset, financial wellness, personal finance

#FinancialHarmony #MoneyMindset #FinancialConfidence #WealthMindset #FinancialTherapy #GenXWealth #BehavioralFinance #MoneyBeliefs #PurposeDrivenWealth #FinancialPlanning

🚨$250k+ household income and $500k+ assets...? You’re ready for a personalized plan! Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

Want confidence that your retirement plan ACTUALLY works? Get it inside my Financial Harmony™ membership ($115/month) 👉 https://www.concurrentfp.com/financial-harmony-membership/

Take the Gen X Retirement Readiness Quiz...📊 https://concurrentfp.typeform.com/genx-scorecard

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Over 50? Watch This — You’ll Catch Up on Your Retirement

Starting in 2026, if you earn $145,000 or more, your 401(k) catch-up contributions MUST go into a Roth - not pre-tax like before.

That’s not just a big tax change - it’s a huge opportunity for late starters in their 50s and early 60s.

If you’re between 50 and 63, this video walks you through the 5 exact steps to turn this new law into a retirement catch-up plan that works - even if you feel behind.

You’ll learn how to use super catch-ups (up to $34,750/year!), layer in Roth and brokerage savings, build a “retirement bridge” before Medicare or Social Security kicks in, and invest with confidence - not confusion.

Forget feeling late. This is your decade to win.

In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, and Founder of Concurrent Wealth Management) breaks down the 2025-2026 contribution limits, smart Roth planning, tax-efficient savings buckets, and how to actually retire on your terms.
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What You’ll Learn in This Video 👇
✅ The 2026 Roth catch-up rule for high earners (and why it matters)
✅ How to contribute up to $34,750/year - even if you’re starting late
✅ How to sequence savings across 401(k), Roth, HSA & brokerage
✅ Why tax diversification beats “just save more” in your 50s
✅ The “brokerage bridge” strategy to retire before Medicare
✅ How to smooth your income in early retirement without tax spikes
✅ How to build a 90-day and annual rhythm that compounds confidence

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Who Is This Video For?
📌 Gen X (50s - early 60s) professionals preparing for retirement
📌 High-income households earning $145K+
📌 Couples wondering if it’s “too late” to catch up
📌 Anyone confused by Roth rules, catch-ups, and tax strategy
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🚨 Gen X, older millennials & pre/early retirees, with $250k+ household income and $500k+ assets... Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

Want clarity & control around your plan - without $6K+ annual advisor fees? Join my Financial Harmony™ membership for $115/month 👉 https://www.concurrentfp.com/financial-harmony-membership/

Take the Gen X Retirement Readiness Quiz...📊 https://concurrentfp.typeform.com/genx-scorecard

👉 Subscribe for weekly, values-aligned wealth insights: @DrPrestonCherry

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🚨 Gen X, older millennials & pre/early retirees, with $250k+ household income and $500k+ assets... Are you ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

Want confidence that your retirement plan ACTUALLY works - without paying $6K+ a year? Get it inside my Financial Harmony™ membership for just $115/month 👉 https://www.concurrentfp.com/financial-harmony-membership/

Take the Gen X Retirement Readiness Quiz...📊 https://concurrentfp.typeform.com/genx-scorecard
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Most people think retirement plans fail because of the market, taxes, or not saving enough. Those are big - but not the real reason most plans quietly fall apart.

In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, and Founder of Concurrent Wealth Management) reveals the real breakdown point in most life and retirement plans: misalignment.

When your money no longer supports your actual life - your values, time, and energy - everything starts to fray. You’re doing all the “responsible” things, but feeling stuck in decision fatigue and endless money tweaks that never feel done.

This episode shows you how to re-center your plan using Clarity, Confidence, Cadence, and Control - and introduces the 90-second reset that’s already helped dozens of Gen X professionals feel peace around money again.

If you’re juggling careers, kids, aging parents, and still trying to “optimize” retirement in the background - this one’s for you.

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What You’ll Learn in This Video 👇
✅ Why most plans fail before the market drops - and what to watch for instead
✅ How financial noise (media, pressure, “rules”) paralyzes decision-making
✅ The silent tax of decision fatigue - and how it shows up in everyday finances
✅ The 3 major drifts that derail your rhythm: cash, calendar, and cognition
✅ A 90-second reset to align your season, values, and spending with zero spreadsheets
✅ Two tiny tweaks that boost clarity & control (fun card + automating the boring)
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Who Is This Video For?
📌 Gen X (40s - 50s - early 60s) professionals preparing for retirement
📌 High-achieving households juggling multiple financial priorities
📌 Couples trying to align money conversations with actual life
📌 Anyone tired of advice that feels like pressure instead of peace

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🚨 Gen X, older millennials & pre/early retirees, with $250k+ household income and $500k+ assets... Are you ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

Want confidence that your retirement plan ACTUALLY works - without paying $6K+ a year? Get it inside my Financial Harmony™ membership for just $115/month 👉 https://www.concurrentfp.com/financial-harmony-membership/

Take the Gen X Retirement Readiness Quiz...📊
https://concurrentfp.typeform.com/genx-scorecard

👉 Subscribe for weekly, values-aligned wealth insights: @DrPrestonCherry
-

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#RetirementPlanning #GenX #FinancialHarmony #MoneyMindset #DecisionFatigue #FinancialAlignment #CashFlowPlanning #LifeMoneyBalance #FlatFeePlanner #RetireOnTime #ClarityConfidenceCadence #ValuesBasedPlanning #FinancialTherapist #PrestonCherry #WealthInTheKeyOfLife

Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

Take the Gen X Retirement Readiness Quiz 🚨 https://concurrentfp.typeform.com/genx-scorecard
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Healthcare is the sleeper cost that can quietly delay retirement by 3+ years. In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, Founder of Concurrent Wealth Management) breaks down the real price of healthcare in retirement - and how to plan for it before it hijacks your date.

Fidelity’s 2025 estimate puts a 65-year-old’s average lifetime healthcare spend at ~$172,500 after tax (up ~4% YoY), and MarketWatch notes it’s more than doubled since the early 2000s. Meanwhile, Advisor Perspectives highlights Gen X confidence gaps and competing pressures that make this easy to overlook. This video turns those numbers into a clear plan you can use now.

This isn’t about fear. It’s about building a healthcare-aware retirement plan - so your life drives your money, not the other way around.

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What You’ll Learn in This Video 👇
✅ The hidden line items Medicare doesn’t cover (dental, vision, LTC) and why premiums/deductibles still matter
✅ The $172,500 reality: why healthcare inflation outpaces wages/savings - and how to budget it proactively
✅ The costly “62 - 65 bridge”: options (spouse plan, ACA, COBRA, private) and how to avoid subsidy/IRMAA surprises
✅ Five smart Gen X moves: HSA strategy, Roth conversions with IRMAA awareness, catch-ups, stress-testing LTC, annual guardrails
✅ A simple 90-second audit to add a healthcare line to your plan and set annual IRMAA/tax checkpoints
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Who Is This Video For?
📌 Gen X (40s - 50s - early 60s) building a healthcare-aware retirement plan
📌 DIY planners who want clear guardrails (IRMAA/ACA/social security tax interactions)
📌 Couples coordinating pre-Medicare coverage and Social Security timing
📌 Professionals who prefer transparent, values-first planning over guesswork

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Ready for a personalized plan? 👉 Book your FREE retirement readiness call: https://www.concurrentfp.com/

Subscribe for weekly, data-driven retirement strategies 👇
YouTube: @DrPrestonCherry

Take the Gen X Retirement Readiness Quiz 🚨
https://concurrentfp.typeform.com/genx-scorecard
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#RetirementPlanning #GenX #HealthcareCosts #Medicare #IRMAA #ACASubsidies #HSA #RothConversions #LongTermCare #FinancialPlanning #TaxSmartRetirement #PreMedicareBridge #RetireOnTime #WealthInTheKeyOfLife #MoneyMindset

Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/
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Roth conversions can be a tax win - or an expensive mistake.

In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, Founder of Concurrent Wealth Management) shows exactly when conversions work, when they don’t, and how to size yours without tripping Medicare IRMAA, ACA subsidy cliffs, or phaseouts.

You’ll learn the “retirement tax valley” timing, how to calculate your conversion room, and the guardrails that keep a smart move from turning costly.

This isn’t about hacks. It’s about aligning taxes, timing, and your life- so you build durable, tax-free income with confidence.

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What You’ll Learn in This Video👇
✅ The 3 rules for a winning Roth conversion (rate arbitrage, income smoothing, no surcharge surprises)
✅ “Retirement tax valley”: the window after work, before SS/RMDs when conversions shine
✅ How to calculate this year’s conversion room (“fill, don’t spill”) and pay tax without penalties
✅ Law changes to watch: wider lower brackets vs. hidden phaseouts that raise your effective rate
✅ IRMAA & ACA tripwires: how $1 over a tier can add $3,000 - $6,000 in premiums next year
✅ Pro-rata rule (Form 8606), asset location after you convert, and the Dec 31 hard deadline
✅ Case study: multi-year plan → lower lifetime taxes, fewer surcharges, bigger ending Roth
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Who Is This Video For?
📌 Gen X & Boomers in their 50s - 60s eyeing conversions in the gap years
📌 High earners with RSUs/bonuses who don’t want to overpay by converting in peak years
📌 DIY planners who want a clear formula and simple guardrails
📌 Couples planning Social Security/RMD timing and survivor tax exposure

-
Ready for a personalized plan? 👉 Book your FREE retirement readiness call: https://www.concurrentfp.com/

Subscribe for weekly, data-driven retirement strategies👇
YouTube: @DrPrestonCherry

Take the Gen X Retirement Readiness Quiz 🚨
https://concurrentfp.typeform.com/genx-scorecard
-

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#RothConversion #TaxFreeRetirement #RetirementPlanning #GenXMoney #IRMAA #MedicarePremiums #TaxStrategy #RMDPlanning #SocialSecurityTiming #ACACliff #Form8606 #BracketManagement #TaxBracketArbitrage #AssetLocation #FinancialPlanning #PersonalFinance #InvestingTips #RetireSmart #AvoidOverpaying #WealthPlanning #TaxTips #MoneyMatters #RetirementStrategy #PortfolioPlanning #CFPAdvice

Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/
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Most retirement plans obsess over how long you’ll live (lifespan) and miss the years you’ll live well (healthspan).

In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, Founder of Concurrent Wealth Management) shows Gen X how to plan for the years you’re healthiest, most active, and most fulfilled - and how to align money to life stages, not just birthdays.

You’ll learn a simple framework to fund your “go-go” years, protect the “slow-go,” and prepare for the “no-go” - without oversaving your best years away.

This isn’t about perfection. It’s about harmony - so you can live your wealth, your way.

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What You’ll Learn in This Video:
✅ Healthspan vs Lifespan: the difference, why it matters, and what the latest stats imply for Gen X
✅ Life-Stage Planning over Age-Based Rules
✅ The Oversaving Trap: how underspending in your prime steals joy - plus a sane spend plan by vitality phase
✅ Practical Healthspan Moves: preventive care cadence, fitness & recovery basics, and long-term care planning while premiums are lower
✅ A Life-Stage Budget Overlay: align cash flow to energy levels, not just actuarial life expectancy
✅ Review Rhythm: quarterly “Health & Wealth” check-ins to adjust spending, travel, care, and coverage as needs change
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Who Is This Video For?
📌 Gen X - within 5–15 years of retirement
📌 High earners/business owners who want freedom without fear
📌 Couples coordinating lifestyle, caregiving, and survivor planning
📌 DIY investors who want a clear, values-first, stage-based plan

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Ready for a personalized plan? 👉 Book your FREE retirement readiness call: https://www.concurrentfp.com/

Subscribe for Weekly, Life-Stage Retirement Strategies👇
YouTube: @DrPrestonCherry

Take the Gen X Retirement Readiness Quiz 🚨
https://concurrentfp.typeform.com/genx-scorecard
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#GenX #Healthspan #RetirementPlanning #Longevity #LifestyleDesign #FinancialWellness #RetireOnYourTerms #RetirementIncome #LongTermCare #GoGoSlowGoNoGo #PurposeInRetirement #LifeMoneyBalance

Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/

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57% of Gen Xers regret not starting retirement savings earlier - but that’s not the only miss.

In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, Founder of Concurrent Wealth Management) breaks down the 5 most common money regrets derailing Gen X - and shows you a simple 4R Framework to realign fast.

This isn’t about shame. It’s about turning regret into a plan you can live with (and stick to).
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What You’ll Learn in This Video
✅ The 5 big regrets: late saving, too much debt, kids’ college over retirement, no estate plan, no professional guidance
✅ Why Gen X carries the highest non-mortgage debt - and how to start unwinding it
✅ The 4R Framework (Review, Reframe, Reprioritize, Rebuild) to reset in minutes, not months
✅ Real numbers: how a strong savings rate in your 40s/50s can still target early 60s retirement
✅ How to rebalance cash flow (college vs. retirement), reduce decision fatigue, and create harmony
✅ The one-page “Financial Harmony Brief” to align values, cash flow, and action

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Who Is This Video For?
📌 Gen X (ages ~43–59) who feel “behind” despite solid income
📌 Parents funding college while sacrificing retirement
📌 DIY investors craving structure, not spreadsheets
📌 Professionals who want clarity, cadence, and control - without shame
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Ready for a personalized plan? 👉 Book your FREE retirement readiness call: https://www.concurrentfp.com/

Subscribe for Weekly, Data-Driven Retirement Strategies👇
YouTube: @DrPrestonCherry

Take the Gen X Retirement Readiness Quiz 🚨
https://concurrentfp.typeform.com/genx-scorecard

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#GenX #RetirementPlanning #MoneyRegrets #DebtFreeJourney #EstatePlanning #CollegeVsRetirement #FinancialAdvisor #FinancialTherapy #CashFlow #WealthPlanning #RetirementIncome #CatchUpContributions #LateStarter #FinancialHarmony #LifeMoneyBalance

Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/
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Is “wait until 70” always best? Not for every Gen Xer. In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, Founder of Concurrent Wealth Management) breaks down 3 smart reasons Gen X might want to claim Social Security at 62 - and when it doesn’t make sense. You’ll see how early benefits can protect your portfolio, reduce stress, and align income with the life you actually want to live.

This isn’t about chasing a perfect number. It’s about aligning your life and your money - so you can live your wealth, your way.

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What You’ll Learn in This Video
✅ The 3 smart reasons to consider claiming at 62
✅ Why break-even age isn’t the only metric that matters
✅ How early Social Security can reduce sequence-of-returns risk and smooth withdrawals
✅ A simple spouse strategy: lower earner early, higher earner later for a stronger survivor benefit
✅ Key guardrails if you’re still working (Earnings Test), plus taxes on benefits and basic IRMAA timing awareness
✅ How to fit Social Security into an overall retirement income plan (Roth, brokerage, IRA/RMDs)
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Who Is This Video For?
📌 Those weighing early retirement or partial work
📌 Couples coordinating benefits and survivor income
📌 DIY investors who want a clear, values-first income plan
📌 Professionals seeking flexibility, not one-size-fits-all rules

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Ready for a personalized plan? 👉 Book your FREE retirement readiness call: https://www.concurrentfp.com/

Subscribe For Weekly, Data-Driven Retirement Strategies👇
YouTube: @DrPrestonCherry
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