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Friday Flight - AI Toys, Homeowners Held Hostage, & Impoverished Americans
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Gen Z vs. The Old Money Rules w/ Lillian Zhang #1070
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Ask HTM – Mortgage Payoff Loophole, DAFs to Maximize Tax Deductions, and Legally Evading a Medical Bill #1069
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Friday Flight: Leftover Turkey Edition! #1068
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The World Is Getting Better w/ Marian Tupy #1067
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Ask HTM - Filing a Claim for a New Roof, Rebalancing Away from Tech/AI, & Taking Advantage of a Health Reimbursement Arrangement #1066
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Friday Flight - Soft Switching, Tariff Turnaround, & Ozempic Face #1065
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Don’t Let Taxes Terrify You w/ Hannah Cole #1064
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Ask HTM - Vital Home Reno or Moving Factors, Dropping Credit Without Dinging Your Score, & Student Loan Forgiveness or Payoff #1063
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Friday Flight - Forever Mortgages, Ruining Reward Cards & Free Tax Filing Fail #1062
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How AI Will Impact Your Investments w/ Vanguard's Joe Davis #1061
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Ask HTM - Open Enrollment Entanglements, Worthwhile BNPL Scenarios, & Continuing to Investing with Outstanding Debt #1060
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Friday Flight - Ridiculous Car Refinancing, Occupation Consternation, & Ads Everywhere #1059
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Work Less, Live More w/ Juliet Schor #1058
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Ask HTM - Spending on a Tax Pro, Frugal Practices for Millionaires, & Ending a Termite Bond #1057
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Friday Flight - Discount Burnout, Bubble Trouble, & Rejoicing Renters (plus roadkill, gold bars, more...) #1056
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DIY or Delegate: the Financial Advisor Conundrum w/ Pam Krueger #1055
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Ask HTM – Sinking Funds for BIG Purchases, PTO Advances, & Investing for Early Retirement #1054
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Friday Flight - Moneyless Millionaires, Credit Card Churning & AI Goes E-Commerce #1053
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Can Love Survive a Budget!? w/ Doug & Heather Boneparth #1052
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Ask HTM - Medium-Term Investing Conundrums, Naughty Credit Card Behavior, & Vapid Vesting Periods #1051
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Friday Flight - Accidental Landlords, Debilitating Debt & The WFH Premium #1050
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Money Truths You Won’t Hear Anywhere Else w/ Len Penzo #1049
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Ask HTM – Quick Cash with eBay, Making Quarterly Estimates, & a Home Appraisal Goes Awry #1048
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Friday Flight - Refi Revival, Delay Pay Disaster, & Landline Love! #1047
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The Demographic Dilemma and Your Dollars w/ Melissa Kearney #1046
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Ask HTM - Avoiding the Credit Card Burn, Timing a HELOC, & Solar to Retire Sooner #1045
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Friday Flight - Underwater Autos, Freelancing FTW, & E-Fund Idiocy #1044
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Pulling the Most Powerful Money Levers w/ Professor Kristen Carioti #1043
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Ask HTM - Break-Even Bank Switch, Doubling Down on a 457b, & Financing an ADU for Extra Cash #1042
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Friday Flight - 'Just In Case' Planning, Consumer Caste System, & Credit Scores Crashing #1041
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Eat the Avocado Toast w/ Justin & Haley Brown-Woods #1040
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Ask HTM - Best Grocery Cashback Credit Cards, Risking it with Ultra Cheap Car Rentals, & Giving Up on Home Ownership #1039
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Friday Flight - Pricey Porch Pumpkins, Twitter for Trading, & Saving for a Spouse #1038
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Cutting Taxes & Retiring Sooner w/ Cody Garrett #1037
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Ask HTM - Gifting $ to Other’s Kids, Most Affordable Protein, & Snagging the 529 State Deduction #1036
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Friday Flight - Flipping For Cash, Health Insurance Hikes, & Grim Googling #1035
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Financial Freedom on Less than $40k w/ Hope Ware #1034
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Ask HTM - Condo Cold Feet, Investing in ABLE Accounts, and the Best Interest Rate Ever #1033
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Friday Flight - Forgotten 401k, Peaking Pessimism, & Loyalty is for Losers #1032
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Built to Borrow: The Hidden Forces Behind Debt w/ John Dinsmore #1031
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Ask HTM - Is a 25% Savings Rate Overkill, Avoiding State Minimum Insurance Requirements, & Eliminating 401k Loans #1030
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Friday Flight - Pre-K For Pay, Helicopter Savers, & Politics Shmoliticks #1029
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Move to Puerto Rico to Axe Taxes w/ Rachel Farris #1028
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Ask HTM - Acorns to Jumpstart Investing, Seasoning a Cash Gift, & Social Security Running Out #1027
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Friday Flight - Digital Nomad Fatigue, Treat Culture, & Retired Renters #1026
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Defend Your Digital Life w/ Nathan Bartram #1025
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Ask HTM - Spending Cash Windfalls, Retirement Investing vs College Savings, & So You Think You Can Landlord?! #1024
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Friday Flight - Housing Boom Busts, AI-Induced Outrage, & Infinite Workdays #1023
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Moving Up The Wealth Ladder w/ Nick Maggiulli #1022
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Ask HTM - Jumping Back Into the Workforce, HELOC Cash Grab, and Free Life Insurance Gotchas #1021
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Friday Flight - Bad RAPs, Price Match Murder, & Premium Points Credit Cards #1020
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WE BACK - Frugal Fun, Travel Tips, & Sabbatical Takeaways #1019
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Jesus Christ Super-Saver: Ancient Wisdom & Your Money (Bestie Ep) #1018
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How Complicated Should Investing Be? (Bestie Ep) #1017
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Small But Mighty Real Estate Investing w/ Chad Carson (Bestie Ep) #1016
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Is Early Retirement A Smart Goal? (Bestie Ep) #1015
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Overcoming Our Idiot Brains (Bestie Ep) #1014
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Food Stamps to Financial Freedom w/ Yanely Espinal (Bestie Ep) #1013
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Biking is a Money & Life Hack (Bestie Ep) #1012
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The Diminishing Returns of Frugality (Bestie Ep) #1011
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Life After Financial Independence w/ The Mad Fientist (Bestie Ep) #1010
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The Dirty Truth About Home Ownership (Bestie Ep) #1009
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Financial Pessimism Will Eat You Alive (Bestie Ep) #1008
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The Good Enough Job w/ Simone Stolzoff (Bestie Ep) #1007
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Money Gears: Ordering Your Money Decisions Properly (Bestie Ep) #1006
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Financial Independence Exists on a Spectrum (Bestie Ep) #1005
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Use It Up, Wear It Out, Make It Do, or Do Without with Katy Wolk-Stanley (Bestie Ep) #1004
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Butchering Your Grocery Bill (Bestie Ep) #1003
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Essential Habits For Financial Success (Bestie Ep) #1002
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Solutions for Money Anxiety with Financial Therapist Lindsay Bryan-Podvin (Bestie Ep) #1001
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Ask HTM Anything! #1000
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We're (mini) Retiring! w/ Jillian Johnsrud #999
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From Monk to Money Manager w/ Doug Lynam #998
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Ask HTM - Road Trips with Old Cars, Steps to Combining Finances, & When to Drop Escrow #997
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Friday Flight - Dumpster Diving, Insurance Dodging, & Pudgy Penguins #996
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The Power of Cash w/ Jay Zagorsky #995
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Ask HTM - Teenage Homebuyers, Best Type of Life Insurance, & Making Easy Money with Securities Lending #994
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Friday Flight - Unemployment Uptick, Ridiculous Returns & The 4% Rule Debunked #993
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No New Things w/ Ashlee Piper #992
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Ask HTM - Early Retirement Target Date Funds, Frugal Personal Hygiene, & Coercive House Painting #991
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Friday Flight - TACO Trading, Pointless Points, & Millionaire Renters #990
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Pharmacist to Full Time Real Estate Investor w/ Ryan Chaw #989
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Ask HTM - Buying a Used Mattress, Best Use of an Inheritance, & Disqualified from a Roth #988
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Friday Flight - Credit Crunch, MAGA Money, & Gas Gouging #987
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Impoverished Upbringing to Money Monster w/ Listener Nick Gangwer #986
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Ask HTM - Special Roth Accounts, Investing During A Sabbatical, & Reverse Mortgages #985
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Friday Flight - Streaming Sports, Trade-In Tradeoffs & AI Lies #984
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Practical AND Beautiful Investing Advice w/ Callie Cox #983
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Ask HTM - Unnecessary Credit Cards, Creatively Funding Grad School, & Dropping Car Insurance To Save #982
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Friday Flight - Paper Wealth, Target Date Trends, & Bye Bye Buffett #981
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Creating a Post-Layoff Action Plan w/ Marlo Lyons #980
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Ask HTM - Pro Help to Break the Paycheck to Paycheck Cycle, Down Payment Money Market Accounts, and Viable Student Loan Forgiveness Plans #979
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Friday Flight - Thrifty Trucks, Pricey Parking, & Soaring Secondary Costs #978
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Student Loan Shakeup w/ Travis Hornsby #977
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Ask HTM - Student Loans vs Investing, Best Cell Service While Abroad, & the Role of Faith in Our Finances #976
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Friday Flight - Debt Defaults, VIP Investments, & Regretful Retirees #975
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The Cheap Travel Truth w/ Scott Keyes #974
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Ask HTM Special Edition: Tariffs, Market Volatility, & How It All Impacts You #973
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Friday Flight - Panic Pre-Purchasing, Un-Trustworthy TikTok Trends, & “Recession Hair” #972
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