Joel and Matt answer listener money questions weekly in the show's Ask HTM segments.
The gist
How to Money is a friendly personal-finance show built around real-life money questions and plainspoken trade-offs. Joel and Matt move from listener problems to bigger financial habits, covering everything from PTO cash-outs and free Fidelity funds to Social Security doubts and destination fees.
PRESS PLAY
Find your next episode
About How to Money
How to Money is hosted by Joel Larsgaard and Matt Altmix, two co-hosts who discuss personal finance in a conversational, jargon-light format for the iHeartPodcasts network. Episodes generally follow one of three recurring formats: guest interviews with financial authors and experts, 'Ask HTM' listener question-and-answer segments, and 'Friday Flight' episodes that group several shorter topics together. Guests in the sample include Bill Perkins (author of Die with Zero), Tiffany Aliche (The Budgetnista, author of Get Good with Money), and Mike Piper (a retirement and Social Security specialist), each brought on to speak to a specific area of expertise. Recurring subject matter includes retirement planning and Social Security, the FIRE movement and critiques of it, single-stock concentration risk versus index investing, 401k rollovers and Coast FIRE math, debt payoff and the shame surrounding it, real estate affordability rules of thumb, and everyday frugality questions such as subscription audits and price negotiation. The 'Ask HTM' segments pull directly from listener-submitted scenarios, such as weighing a promotion against remote-work flexibility, deciding how much to hold in a single stock like NVIDIA or Tesla, or handling old savings bonds. The tone is practical and advice-driven rather than narrative or news-based, aimed at people actively managing their own money decisions rather than following market news. Episodes typically run 40 to 60 minutes. Some episodes carry iHeartPodcasts network promos for other shows before or during the main content. Listeners who want a mix of expert-guest interviews and listener-driven Q&A on everyday money decisions, rather than a single-host lecture or markets-focused format, are the core audience.
Made for: Everyday earners and savers seeking practical, jargon-free guidance on debt payoff, investing, retirement planning, and the FIRE movement.
What sets it apart: Pairs guest interviews with financial authors and experts alongside a recurring listener-submitted Q&A format ('Ask HTM'), rather than sticking to a single interview or news format.
In their own words
Best friends Joel and Matt are the co-hosts of How to Money which is all about providing the knowledge & tools that normal folks need to thrive in areas like debt payoff, DIY investing, and crucial money tricks that will provide continuous help along your journey. We believe that access to unbiased and jargon-free personal finance guidance is more necessary than ever before. When you handle your money in a purposeful, thoughtful way that works for your lifestyle, you can really start living a rich life.
As heard by us
Based on 5 episodes we listened to · September 2026
Joel and Matt make personal finance concrete by testing familiar money rules against real questions, tradeoffs, and individual circumstances.
How to Money turns personal-finance decisions into a lively conversation between Joel and Matt, combining listener questions with guest interviews.
Why you'd press play
A stuck savings bond can lead you here; stay for the harder question of when saving should stop.
Press play if you want
- Joel and Matt to pressure-test your money choices without pretending every rule is universal
- a sober answer before your Nvidia conviction becomes your entire portfolio personality
retirement planning and social securityfire movement (financial independence, retire early)single-stock risk vs index investingdebt payoff and financial shamereal estate and housing affordability401k rollovers and coast firebudgeting and frugalitylistener q&a (ask htm)
Talks about
Podcasts like How to Money
Episodes
- 1
Friday Flight - Muse is Meh, Homebuying with Homies, & Commuting Costs Climb #1200
Oct 2, 2026·48m - 2
You Saved It. Now Give Yourself Permission to Spend It w/ Jean Chatzky #1199
Sep 30, 2026·46m - 3
Ask HTM - Early Retirement with a 457b, Surrendering Life Insurance, & Moving to a Bigger House #1198
Sep 28, 2026·59m - 4
Friday Flight - Illiterate Americans, Shrinking Shoulder Season, & Rate Hike Reactions #1197
Sep 25, 2026·47m - 5
Fighting Back Against a Broken Healthcare System w/ Dr. Jordan Grumet
Sep 23, 2026·52m - 6
Ask HTM - New(ish) Phones, New(ish) Cars, and New Big Financial Goals! #1195
Sep 21, 2026·1h 4m - 7
Friday Flight - Guilt-Ridden Spending, Sneaking Socialism & Home Buying Help #1194
Sep 18, 2026·48m - 8
The Money Convos You Need to Have With Your Parents w/ Beth Pinsker #1193
Sep 16, 2026·50m - 9
Ask HTM - Affordable Bathroom Reno, Forging Family $ Values, and Trump Account Scam? #1192
Sep 14, 2026·54m - 10
Friday Flight - 529 Hacking, Hollowed-Out Home Ec, & Sucky Stock Pickers #1191
Sep 11, 2026·49m - 11
The Financial Case for Moving Abroad w/ Richelle Gamlam #1190
Sep 9, 2026·1h - 12
Ask HTM - Buying With Other People's Money, Vanguard Digital Advisors, & Money Gear 7 Celebrations #1189
Sep 7, 2026·56m - 13
Friday Flight - Car Insurance Competition, Early Retirement Increasing, & HOA Horrors #1188
Sep 4, 2026·48m - 14
Build a Retirement You'll Actually Enjoy w/ Wes Moss #1187
Sep 2, 2026·56m - 15
Ask HTM - 3% Mortgage Paydowns, Brokerage Account Tax Bills, & Am I “Extra” For Wanting AC?! #1186
Aug 31, 2026·53m - 16
Friday Flight - America’s Debt Debacle, Perpetual Shopping, & Mystery Vacations #1185
Aug 28, 2026·51m - 17
How Americans Got Rich: The History of Wealth in America w/ Joseph Moore #1184
Aug 26, 2026·59m - 18
Ask HTM - Overrated HSA, 13% Dividend Yields, & Getting Into Real Estate #1183
Aug 24, 2026·58m - 19
Friday Flight - Friendly Financial Advice, Student Loan Shakeout, & Checks are for Chumps #1182
Aug 21, 2026·48m - 20
Parenting Like A Millionaire w/ Millennial Revolution #1181
Aug 19, 2026·59m - 21
Ask HTM - Escaping Dealership Ripoffs, Aldi’s Rising Prices, & The Misery of Being House Poor #1180
Aug 17, 2026·55m - 22
Friday Flight - Cash Hoarding, Spendy Sports, & WFH Fees #1179
Aug 14, 2026·48m - 23
Never Worry About Money Again w/ Jesse Mecham #1178
Aug 12, 2026·56m - 24
Ask HTM – Investing or Parking Cash, Ignoring Family Money Advice, & When Rates are Low Enough for a Refi #1177
Aug 10, 2026·1h 6m - 25
Friday Flight - Frustrating Funflation, Money Morons, & Home Haters #1176
Aug 7, 2026·54m - 26
A Field Guide to Wealth & Purpose in Your 20s w/ Jack Raines #1175
Aug 5, 2026·58m - 27
HTM is BACK! (Video Edition) #1174
Aug 3, 2026·1h 6m - 28
Popular Money Advice That Just Ain’t Right #1173
Jul 31, 2026·48m - 29
Preparing for the Unthinkable w/ Chanel Reynolds #1172 (Bestie Ep)
Jul 29, 2026·57m - 30
Ask HTM - Vital Insurance That’s Not On Your Radar, Budgeting w/ A Variable Income, & Taxes Owed When You Sell Your House #1171 (Bestie Ep)
Jul 27, 2026·52m - 31
AMA: Better Know the Podcast Hosts! #1170 (Bestie Ep)
Jul 24, 2026·1h 6m - 32
Mental Health is Financial Health w/ Aja Evans #1169 (Bestie Ep)
Jul 22, 2026·53m - 33
Ask HTM - Are FSAs Worth The Hassle, Making Too Much for a Roth, & Mentally Shifting from Saver to Spender #1168 (Bestie Ep)
Jul 20, 2026·54m - 34
The Science of Smarter Spending #1167 (Bestie Ep)
Jul 17, 2026·51m - 35
Turning Thousands Into Millions w/ Paul Merriman #1166 (Bestie Ep)
Jul 15, 2026·58m - 36
Ask HTM - Societal Impact of Credit Card Fees, Auto Transfer vs Auto Invest, & Shielding Your Credit Report from a Bill in Collections #1165 (Bestie Ep)
Jul 13, 2026·51m - 37
Buffettisms: Lessons from the GOAT Investor #1164 (Bestie Ep)
Jul 10, 2026·46m - 38
The Myth of the Broke Millennial w/ Dr. Jean Twenge #1163 (Bestie Ep)
Jul 8, 2026·53m - 39
Ask HTM - (Gun) Hobby Spending Disagreements, International Roaming with the Low Cost Providers, & Managed Retirement Accounts FTW? #1162 (Bestie Ep)
Jul 6, 2026·51m - 40
The Harsh Realities of Real Estate Investing #1161 (Bestie Ep)
Jul 3, 2026·49m - 41
Military to Millionaire w/ Lacey Langford #1160 (Bestie Ep)
Jul 1, 2026·55m - 42
Ask HTM - Losing Weight to Gain Wealth, Free Car Leases, & Hacking Mortgages #1159
Jun 29, 2026·56m - 43
The Understated Power of Stealth Wealth #1158 (Bestie Ep)
Jun 26, 2026·51m - 44
What Most People Get Wrong About Paying Off Debt w/ Johanna Samara #1157
Jun 24, 2026·51m - 45
Ask HTM - Looking a Gift House in the Mouth, Prepaid Visas, & Wealth Inequality in the US #1156
Jun 22, 2026·55m - 46
Post-Graduation Money Advice for the Real World #1155 (Bestie Ep)
Jun 19, 2026·57m - 47
Earn Your Freedom: Doing the Work That Pays Off w/ Bola Sokunbi #1154
Jun 17, 2026·59m - 48
Ask HTM - Jumbo Down Payments, Insufficient 25% Savings Rate, & a Failure to Financially Launch #1153
Jun 15, 2026·1h 5m - 49
Friday Flight - Overblown AI, Portfolio-Powered Wealth, & K-Shaped Credit #1152
Jun 12, 2026·36m - 50
The Invisible Economic Forces Shaping Your Life w/ Planet Money's Alex Mayyasi #1151
Jun 10, 2026·1h - 51
Ask HTM – Butting Heads with Investing Gurus, 4% Mortgage Ripoff, & Hoarding Cash at Retirement #1150
Jun 8, 2026·56m - 52
Friday Flight - Space Stocks, Delaying Debt, & Home Insurance Hardships #1149
Jun 5, 2026·39m - 53
Avoiding the 'Middle Class Trap' w/ Scott Trench #1148
Jun 3, 2026·1h 1m - 54
Ask HTM – Liquid Cash (How Much is Too Much), AI WW3 Portfolios, & Shopping Local (for a Mortgage) #1147
Jun 1, 2026·54m - 55
Friday Flight - Rent Reductions, Charity Parity, & Home Equity Sharing #1146
May 29, 2026·41m - 56
The Case for a ‘Good Enough’ Financial Plan w/ Jesse Cramer #1145
May 27, 2026·57m - 57
Ask HTM – Sinking Fund or Pet Insurance, Balance Transfer Card Bonus, & Backfilling an HSA #1144
May 25, 2026·56m - 58
Friday Flight - Insurgent I-Bonds, Trendy Tiny Homes, & Cutting The Big 3 #1143
May 22, 2026·41m - 59
The $1M Scholarship Strategy w/ Nia Baiyeroju #1142
May 20, 2026·51m - 60
Ask HTM – Looking to the Stars to Save, High Price to Pay for Financial Advice, & Setting up a Roth for a Minor #1141
May 18, 2026·53m - 61
Friday Flight - Mistaken Starting Salaries, Crypto Mortgages, & Self-Inflicted Inflation #1140
May 15, 2026·45m - 62
Achieving Financial Independence as a Late Starter w/ Bill Yount #1139
May 13, 2026·1h 2m - 63
Ask HTM - Budgeting for Credit Card Rewards, HELOC for Home Improvements, & Coast FI with Bonds #1138
May 11, 2026·56m - 64
Friday Flight – Recycled Rags, Slow Shipping, & Sayonara Spirit (or not...) #1137
May 8, 2026·42m - 65
Building Wealth When Markets Get Messy w/ Ben Carlson #1136
May 6, 2026·56m - 66
Ask HTM: Conquering Debt-Fuled Lifestyle Inflation, Investing a Used Car Payment, & Making the Most of a VA Loan #1135
May 4, 2026·57m - 67
Friday Flight - College Cost Cutting, Predictive Credit Scores, & Work Perk Pruning #1134
May 1, 2026·36m - 68
Flights Are Getting Pricier! (*here’s how to pay less*) w/ Kyle Potter #1133
Apr 29, 2026·1h 4m - 69
Ask HTM - Running the Financial Gamut From Squirreling Away an Emergency Fund to Real Estate Investing #1132
Apr 27, 2026·56m - 70
Friday Flight - Allbirds AI Audacity, 529 Flexibility, & Horrific HELOCs #1131
Apr 24, 2026·42m - 71
Real Estate's Ticking Time Bomb w/ Bigger Pockets' Dave Meyer #1130
Apr 22, 2026·1h 1m - 72
Ask HTM - Set for Life w/ Trump Accounts, Cash vs a Car Loan, & Vetting a Financial Advisor #1129
Apr 20, 2026·53m - 73
Friday Flight - Frustrating Fees, Degree Doubts, & Upper-Middle Class Ascendancy #1128
Joel and Matt open How to Money by naming three topics for the episode: “frustrating fees,” “degree doubts,” and “upper middle class ascendancy.” The transcript also includes multiple podcast promos, including iHeart’s “Guaranteed human” ad, Clifford Taylor IV introducing The Clifford Show, and Ega Wodum presenting Will Ferrell on Thanks Dad.
Apr 17, 2026·40m - 74
Can Millennials Count on Social Security? w/ Mike Piper #1127
Joel opens How to Money by asking whether millennials can count on Social Security, and he brings in Mike Piper for the discussion.
Apr 15, 2026·56m - 75
Ask HTM - Free Fidelity Funds, Credit Card Maxxing, & Debating a PTO Cash-Out #1126
Apr 13, 2026·56m - 76
Ask HTM - Inflating the 25x Rule, Online Car Refinancing, & Affordable ADUs (Bestie Ep) #1125
Apr 10, 2026·53m - 77
Friday Flight - Stellar Staycations, Devilish Destination Fees, & Pay Cut Gut Punch #1122
This episode discusses personal finance topics including staycations, destination fees, and handling pay cuts.
Apr 3, 2026·43m - 78
Capitalism for ALL: Making the System Work for Everyone w/ John Hope Bryant #1121
A group of women discover they've all dated the same prolific con artist and take matters into their own hands.
Apr 1, 2026·52m - 79
Ask HTM - Marriage Goals Over Investing, SS Survivor Benefits at Age 30, & Best Cars for New Mamas #1120
A group of women discover they've all dated the same prolific con artist and take matters into their own hands.
Mar 30, 2026·56m - 80
Friday Flight - Long Airport Lines, Rent In Installments, & Plasma Payday! #1119
The episode begins with promotional ads for other podcasts before transitioning into the main content about personal finance.
Mar 27, 2026·37m - 81
Why Money Decisions Feel Rigged w/ John Campbell #1118
The episode begins with advertisements for other podcasts, then likely transitions into personal finance advice from the hosts.
Mar 25, 2026·53m - 82
Ask HTM - Mag-7-Nondiversification-Risk, Cutting Up 13 Credit Cards, & Best Tax Refund Opportunities #1117
This episode discusses Mag-7 nondiversification risk, cutting up 13 credit cards, and best tax refund opportunities in a business and finance context.
Mar 23, 2026·52m - 83
BONUS: Stop Doing So Much w/ Justin Peters of FI Minded Podcast
A bonus episode of a personal finance podcast that begins with promotional clips for other shows before the host introduces the episode.
Mar 21, 2026·43m - 84
Friday Flight - Warflation, Attractive ARMs, & Drone Home Assessments #1116
The episode begins with promotional ads for other podcasts before the main content starts.
Mar 20, 2026·38m - 85
Knowing Your Rights & Crushing Medical Bills w/ Jared Walker #1115
This episode features an interview with Jared Walker discussing strategies for understanding your rights and reducing medical bills.
Mar 18, 2026·51m - 86
Ask HTM – Deploying Cash to Recast or Invest, Free $ in Trump Accounts, & David Ramsey Falling Short #1114
This episode of How to Money answers listener questions about deploying cash for recasting or investing, free money in Trump accounts, and critiques of David Ramsey's financial advice.
Mar 16, 2026·57m - 87
Friday Flight - AI Money Impacts, Side Hustle Salad Days, & Sullen Savers #1113
This episode discusses the financial impacts of AI, opportunities in side hustles, and trends among savers in the current economy.
Mar 13, 2026·42m - 88
Are Teachers Doomed to a Broke Retirement? w/ Shaun Morgan #1112
This episode explores why teachers are not necessarily doomed to a broke retirement, featuring a discussion with Sean Morgan on financial strategies for educators.
Mar 11, 2026·57m - 89
Friday Flight - Jump at the Pump, Lessening Leverage, & Tapping Too Soon #1110
Joel and Matt discuss practical personal finance strategies including debt payoff, investing, and money management for everyday people.
Mar 6, 2026·41m - 90
Bouncing Back from Bankruptcy & Business Failure w/ Phil Sanders #1109
Joel interviews Phil Sanders about bouncing back from bankruptcy and business failure.
Mar 4, 2026·56m - 91
Friday Flight - Tariff Turmoil, Winning So Much, & Border-Hopping for Bargains #1107
Joel and Matt discuss tariff turmoil, winning strategies, and cross-border shopping for bargains in this personal finance episode.
Feb 27, 2026·41m - 92
Ask HTM - High Net Worth but still Paycheck to Paycheck, Better Investing for Freelancers, & the Necessity of Amazon Prime #1105
The episode begins with sponsor ads for Fidelity retirement planning and ZetBound weight loss drug, then likely transitions into personal finance advice.
Feb 23, 2026·58m - 93
Friday Flight - 401k Mullets, Crappy Coffee, & Bitcoin Bashing #1104
Joel and Matt discuss retirement savings, 401k strategies, and Bitcoin in a Friday news roundup episode.
Feb 20, 2026·42m - 94
Why Being “Good With Money” Still Feels So Hard w/ Shannah Game #1103
The episode begins with ads for Fidelity retirement planning and ZetBound weight loss drug, then transitions into the show's personal finance advice.
Feb 18, 2026·55m - 95
Ask HTM - Student Loans in Administrative Forbearance, Intentionally Entering into Collections, and Financial Infidelity #1102
The hosts answer listener questions about personal finance, covering debt payoff, investing, and money management.
Feb 16, 2026·53m - 96
Friday Flight - Stealthy Skimpflation, Janky Job Markets, & Day-Trading Doris #1101
Feb 13, 2026·42m - 97
Talk About Money Without Fighting w/ Dr. Sonya Lutter #1100
Joel and Matt discuss how to talk about money without fighting with Dr.
Feb 11, 2026·54m - 98
Ask HTM – ADU vs iBonds, Timing a Silver Sale, and HELOC Unlocking Landlord Status #1099
Joel and Matt answer listener questions about personal finance, covering debt payoff, investing, and money management strategies.
Feb 9, 2026·52m - 99
Friday Flight - ‘The Lipstick Effect’, Cheap Chinese EVs, & DIY Solar #1098
Joel and Matt discuss the lipstick effect, cheap Chinese EVs, and DIY solar in a personal finance podcast.
Feb 6, 2026·42m - 100
The Case for Frugal Hedonism w/ Annie Raser-Rowland #1097
Feb 4, 2026·1h - 101
Ask HTM – Money Gears Mixup, Stewarding an Inheritance, & Turning to Gold! #1096
Feb 2, 2026·52m - 102
Friday Flight - Richer Refunds, Best Costco Buys, & $3 Dinners (don’t have to be this sad!) #1095
Jan 30, 2026·43m - 103
Student Loan Chaos Explained w/ Stanley Tate #1094
Jan 28, 2026·43m - 104
Ask HTM – Assets to Boost My Credit Score, Lifestyle Geographic Arbitrage, and Car Loans to get Wealthier #1093
Jan 26, 2026·55m - 105
Friday Flight - Points for Paying your Mortgage, Credit Card Consultants, & AI UBI (to each according to his need!) #1092
Jan 23, 2026·41m - 106
The Art of Spending w/ Morgan Housel #1091
Jan 21, 2026·48m - 107
Ask HTM - Combatting Healthcare Premium Hikes, Purchasing Long Term Disability, and WTD with Nine-Figure Wealth #1090
Joel and Matt answer listener questions about personal finance, covering retirement saving, investing, and money management.
Jan 19, 2026·53m - 108
Friday Flight - Credit Card Caps, Free Rent, & Pokemon Investing #1089
Jan 16, 2026·40m - 109
Own Your Time: Build a Life You Control w/ Andy Hill #1088
Jan 14, 2026·52m - 110
Ask HTM - Gym Edition Frugal or Cheap, Blaming the Baby for Lifestyle Upgrades, and Dipping into Savings for a Camper #1087
Jan 12, 2026·55m - 111
Friday Flight - Return Rabbits, Double Majoring, and Nihilistic Renters #1086
Jan 9, 2026·40m - 112
Spending Life Wisely: Vicki Robin on Money, Meaning, and Time #1085
Jan 7, 2026·59m - 113
Your Smart Money Guide for 2026 #1084
Joel and Matt kick off 2026 with a casual chat about New Year's productivity and introduce their smart money guide for the year.
Jan 5, 2026·57m - 114
The High Cost of Crappy Credit (Bestie Ep) #1083
Jan 2, 2026·52m - 115
Time > Money w/ Ben Miller (Bestie Ep) #1082
Dec 31, 2025·52m - 116
Ask HTM - Work Provided Life Insurance, Compounding Returns with a 401k True-Up, & Selling a Home to an iBuyer (Bestie Ep) #1081
Joel and Matt answer listener questions about personal finance, covering debt payoff, investing, and money management.
Dec 29, 2025·59m - 117
Holiday Special: 2025 Lessons, Risky Bets, and an Alaska Surprise (BONUS EP)
Dec 27, 2025·1h 28m - 118
Who Wants to *Literally* Be a Millionaire? (Bestie Ep) #1080
Dec 26, 2025·53m - 119
Families Fly Free w/ Lyn Mettler (Bestie Ep) #1079
Dec 24, 2025·57m - 120
Ask HTM - Caring for Parents, Dreaming of Partial Retirement, and Paying Extra on the Mortgage #1078
Dec 22, 2025·53m - 121
Friday Flight - Deceptive Dollar Stores, Frustrated Flippers, & Betting Your Credit Card Balance #1077
Dec 19, 2025·36m - 122
Becoming a Rational Investor w/ Ben Felix #1076
Dec 17, 2025·55m - 123
Ask HTM – Double Dipping Expense Ratios, Wealth Building with High Deductibles, and when 50 Year Mortgages Make Sense #1075
Joel and Matt answer listener questions about personal finance, covering debt payoff and investing strategies.
Dec 15, 2025·50m - 124
Friday Flight - Political $ Planning, Free Electricity, & Cash is Cringe (plus Instacart Iniquity, Advent Calendars, more...) #1074
Dec 12, 2025·36m - 125
Jade Warshaw on Escaping the Debt Trap and Rewriting Your Story #1073
Dec 10, 2025·50m - 126
Ask HTM – Newlywed Downpayment Debate, Good Car Loans, and Failing to Max Retirement Account #1072
Dec 8, 2025·50m - 127
Friday Flight - AI Toys, Homeowners Held Hostage, & Impoverished Americans
Dec 5, 2025·38m - 128
Gen Z vs. The Old Money Rules w/ Lillian Zhang #1070
Dec 3, 2025·54m - 129
Ask HTM – Mortgage Payoff Loophole, DAFs to Maximize Tax Deductions, and Legally Evading a Medical Bill #1069
Dec 1, 2025·52m - 130
Friday Flight: Leftover Turkey Edition! #1068
Nov 28, 2025·51m - 131
The World Is Getting Better w/ Marian Tupy #1067
Nov 26, 2025·53m - 132
Ask HTM - Filing a Claim for a New Roof, Rebalancing Away from Tech/AI, & Taking Advantage of a Health Reimbursement Arrangement #1066
Nov 24, 2025·53m - 133
Introducing: The Big Short Companion from Against the Rules: How the Financial Crisis Broke Wall Street
Nov 23, 2025·31m - 134
Friday Flight - Soft Switching, Tariff Turnaround, & Ozempic Face #1065
Nov 21, 2025·40m - 135
Don’t Let Taxes Terrify You w/ Hannah Cole #1064
Nov 19, 2025·57m - 136
Ask HTM - Vital Home Reno or Moving Factors, Dropping Credit Without Dinging Your Score, & Student Loan Forgiveness or Payoff #1063
Nov 17, 2025·49m - 137
Friday Flight - Forever Mortgages, Ruining Reward Cards & Free Tax Filing Fail #1062
Nov 14, 2025·36m - 138
How AI Will Impact Your Investments w/ Vanguard's Joe Davis #1061
Nov 12, 2025·53m - 139
Ask HTM - Open Enrollment Entanglements, Worthwhile BNPL Scenarios, & Continuing to Investing with Outstanding Debt #1060
Nov 10, 2025·51m - 140
Friday Flight - Ridiculous Car Refinancing, Occupation Consternation, & Ads Everywhere #1059
Nov 7, 2025·36m - 141
Work Less, Live More w/ Juliet Schor #1058
Nov 5, 2025·56m - 142
Ask HTM - Spending on a Tax Pro, Frugal Practices for Millionaires, & Ending a Termite Bond #1057
Nov 3, 2025·46m - 143
Friday Flight - Discount Burnout, Bubble Trouble, & Rejoicing Renters (plus roadkill, gold bars, more...) #1056
Oct 31, 2025·35m - 144
DIY or Delegate: the Financial Advisor Conundrum w/ Pam Krueger #1055
Oct 29, 2025·1h 2m - 145
Ask HTM – Sinking Funds for BIG Purchases, PTO Advances, & Investing for Early Retirement #1054
Oct 27, 2025·53m - 146
Friday Flight - Moneyless Millionaires, Credit Card Churning & AI Goes E-Commerce #1053
Oct 24, 2025·38m - 147
Can Love Survive a Budget!? w/ Doug & Heather Boneparth #1052
Oct 22, 2025·58m - 148
Ask HTM - Medium-Term Investing Conundrums, Naughty Credit Card Behavior, & Vapid Vesting Periods #1051
Oct 20, 2025·52m - 149
Friday Flight - Accidental Landlords, Debilitating Debt & The WFH Premium #1050
Oct 17, 2025·41m - 150
Money Truths You Won’t Hear Anywhere Else w/ Len Penzo #1049
Oct 15, 2025·54m - 151
Ask HTM – Quick Cash with eBay, Making Quarterly Estimates, & a Home Appraisal Goes Awry #1048
Oct 13, 2025·51m - 152
Friday Flight - Refi Revival, Delay Pay Disaster, & Landline Love! #1047
Oct 10, 2025·38m - 153
The Demographic Dilemma and Your Dollars w/ Melissa Kearney #1046
Oct 8, 2025·58m - 154
Ask HTM - Avoiding the Credit Card Burn, Timing a HELOC, & Solar to Retire Sooner #1045
Oct 6, 2025·52m - 155
Friday Flight - Underwater Autos, Freelancing FTW, & E-Fund Idiocy #1044
Oct 3, 2025·37m - 156
Pulling the Most Powerful Money Levers w/ Professor Kristen Carioti #1043
Oct 1, 2025·55m - 157
Ask HTM - Break-Even Bank Switch, Doubling Down on a 457b, & Financing an ADU for Extra Cash #1042
Sep 29, 2025·57m - 158
Friday Flight - 'Just In Case' Planning, Consumer Caste System, & Credit Scores Crashing #1041
Sep 26, 2025·38m - 159
Eat the Avocado Toast w/ Justin & Haley Brown-Woods #1040
Sep 24, 2025·55m - 160
Ask HTM - Best Grocery Cashback Credit Cards, Risking it with Ultra Cheap Car Rentals, & Giving Up on Home Ownership #1039
Sep 22, 2025·54m - 161
Friday Flight - Pricey Porch Pumpkins, Twitter for Trading, & Saving for a Spouse #1038
Sep 19, 2025·34m - 162
Cutting Taxes & Retiring Sooner w/ Cody Garrett #1037
Sep 17, 2025·55m - 163
Ask HTM - Gifting $ to Other’s Kids, Most Affordable Protein, & Snagging the 529 State Deduction #1036
Sep 15, 2025·52m - 164
Friday Flight - Flipping For Cash, Health Insurance Hikes, & Grim Googling #1035
Sep 12, 2025·37m - 165
Financial Freedom on Less than $40k w/ Hope Ware #1034
Sep 10, 2025·53m - 166
Ask HTM - Condo Cold Feet, Investing in ABLE Accounts, and the Best Interest Rate Ever #1033
Sep 8, 2025·51m - 167
Friday Flight - Forgotten 401k, Peaking Pessimism, & Loyalty is for Losers #1032
Sep 5, 2025·40m - 168
Built to Borrow: The Hidden Forces Behind Debt w/ John Dinsmore #1031
Sep 3, 2025·57m - 169
Ask HTM - Is a 25% Savings Rate Overkill, Avoiding State Minimum Insurance Requirements, & Eliminating 401k Loans #1030
Sep 1, 2025·53m - 170
Friday Flight - Pre-K For Pay, Helicopter Savers, & Politics Shmoliticks #1029
Aug 29, 2025·36m - 171
Move to Puerto Rico to Axe Taxes w/ Rachel Farris #1028
Aug 27, 2025·52m - 172
Ask HTM - Acorns to Jumpstart Investing, Seasoning a Cash Gift, & Social Security Running Out #1027
Aug 25, 2025·53m - 173
Friday Flight - Digital Nomad Fatigue, Treat Culture, & Retired Renters #1026
Aug 22, 2025·38m - 174
Defend Your Digital Life w/ Nathan Bartram #1025
Aug 20, 2025·57m - 175
Ask HTM - Spending Cash Windfalls, Retirement Investing vs College Savings, & So You Think You Can Landlord?! #1024
Aug 18, 2025·58m - 176
Friday Flight - Housing Boom Busts, AI-Induced Outrage, & Infinite Workdays #1023
Aug 15, 2025·37m - 177
Moving Up The Wealth Ladder w/ Nick Maggiulli #1022
Aug 13, 2025·50m - 178
Ask HTM - Jumping Back Into the Workforce, HELOC Cash Grab, and Free Life Insurance Gotchas #1021
Aug 11, 2025·51m - 179
Friday Flight - Bad RAPs, Price Match Murder, & Premium Points Credit Cards #1020
Aug 8, 2025·38m - 180
WE BACK - Frugal Fun, Travel Tips, & Sabbatical Takeaways #1019
Aug 6, 2025·35m - 181
Jesus Christ Super-Saver: Ancient Wisdom & Your Money (Bestie Ep) #1018
Aug 4, 2025·47m - 182
How Complicated Should Investing Be? (Bestie Ep) #1017
Aug 1, 2025·48m - 183
Small But Mighty Real Estate Investing w/ Chad Carson (Bestie Ep) #1016
Jul 30, 2025·56m - 184
Is Early Retirement A Smart Goal? (Bestie Ep) #1015
Jul 28, 2025·56m - 185
Overcoming Our Idiot Brains (Bestie Ep) #1014
Jul 25, 2025·53m - 186
Food Stamps to Financial Freedom w/ Yanely Espinal (Bestie Ep) #1013
Jul 23, 2025·57m - 187
Biking is a Money & Life Hack (Bestie Ep) #1012
Jul 21, 2025·54m - 188
The Diminishing Returns of Frugality (Bestie Ep) #1011
Jul 18, 2025·55m - 189
Life After Financial Independence w/ The Mad Fientist (Bestie Ep) #1010
Jul 16, 2025·49m - 190
The Dirty Truth About Home Ownership (Bestie Ep) #1009
Jul 14, 2025·53m - 191
Financial Pessimism Will Eat You Alive (Bestie Ep) #1008
Jul 11, 2025·51m - 192
The Good Enough Job w/ Simone Stolzoff (Bestie Ep) #1007
Jul 9, 2025·55m - 193
Money Gears: Ordering Your Money Decisions Properly (Bestie Ep) #1006
Jul 7, 2025·54m - 194
Financial Independence Exists on a Spectrum (Bestie Ep) #1005
Jul 4, 2025·50m - 195
Use It Up, Wear It Out, Make It Do, or Do Without with Katy Wolk-Stanley (Bestie Ep) #1004
Jul 2, 2025·52m - 196
Butchering Your Grocery Bill (Bestie Ep) #1003
Jun 30, 2025·52m - 197
Essential Habits For Financial Success (Bestie Ep) #1002
Jun 27, 2025·54m - 198
Solutions for Money Anxiety with Financial Therapist Lindsay Bryan-Podvin (Bestie Ep) #1001
Jun 25, 2025·57m - 199
Ask HTM Anything! #1000
Jun 23, 2025·1h 6m - 200
We're (mini) Retiring! w/ Jillian Johnsrud #999
Jun 20, 2025·59m - 201
From Monk to Money Manager w/ Doug Lynam #998
Jun 18, 2025·51m - 202
Ask HTM - Road Trips with Old Cars, Steps to Combining Finances, & When to Drop Escrow #997
Jun 16, 2025·52m - 203
Friday Flight - Dumpster Diving, Insurance Dodging, & Pudgy Penguins #996
Jun 13, 2025·41m - 204
The Power of Cash w/ Jay Zagorsky #995
Jun 11, 2025·51m - 205
Ask HTM - Teenage Homebuyers, Best Type of Life Insurance, & Making Easy Money with Securities Lending #994
Jun 9, 2025·52m - 206
Friday Flight - Unemployment Uptick, Ridiculous Returns & The 4% Rule Debunked #993
Jun 6, 2025·38m - 207
No New Things w/ Ashlee Piper #992
Jun 4, 2025·56m - 208
Ask HTM - Early Retirement Target Date Funds, Frugal Personal Hygiene, & Coercive House Painting #991
Jun 2, 2025·51m - 209
Friday Flight - TACO Trading, Pointless Points, & Millionaire Renters #990
May 30, 2025·34m - 210
Pharmacist to Full Time Real Estate Investor w/ Ryan Chaw #989
May 28, 2025·56m - 211
Ask HTM - Buying a Used Mattress, Best Use of an Inheritance, & Disqualified from a Roth #988
May 26, 2025·51m - 212
Friday Flight - Credit Crunch, MAGA Money, & Gas Gouging #987
May 23, 2025·36m - 213
Impoverished Upbringing to Money Monster w/ Listener Nick Gangwer #986
May 21, 2025·53m - 214
Ask HTM - Special Roth Accounts, Investing During A Sabbatical, & Reverse Mortgages #985
May 19, 2025·51m - 215
Friday Flight - Streaming Sports, Trade-In Tradeoffs & AI Lies #984
May 16, 2025·37m - 216
Practical AND Beautiful Investing Advice w/ Callie Cox #983
May 14, 2025·57m - 217
Ask HTM - Unnecessary Credit Cards, Creatively Funding Grad School, & Dropping Car Insurance To Save #982
May 12, 2025·53m - 218
Friday Flight - Paper Wealth, Target Date Trends, & Bye Bye Buffett #981
May 9, 2025·36m - 219
Creating a Post-Layoff Action Plan w/ Marlo Lyons #980
May 7, 2025·55m - 220
Ask HTM - Pro Help to Break the Paycheck to Paycheck Cycle, Down Payment Money Market Accounts, and Viable Student Loan Forgiveness Plans #979
May 5, 2025·46m - 221
Friday Flight - Thrifty Trucks, Pricey Parking, & Soaring Secondary Costs #978
May 2, 2025·35m - 222
Student Loan Shakeup w/ Travis Hornsby #977
Apr 30, 2025·1h - 223
Ask HTM - Student Loans vs Investing, Best Cell Service While Abroad, & the Role of Faith in Our Finances #976
Apr 28, 2025·48m - 224
Friday Flight - Debt Defaults, VIP Investments, & Regretful Retirees #975
Apr 25, 2025·37m - 225
The Cheap Travel Truth w/ Scott Keyes #974
Apr 23, 2025·54m - 226
Ask HTM Special Edition: Tariffs, Market Volatility, & How It All Impacts You #973
Apr 21, 2025·58m - 227
Friday Flight - Panic Pre-Purchasing, Un-Trustworthy TikTok Trends, & “Recession Hair” #972
Apr 18, 2025·34m - 228
Economic Cheat Codes for Everyday Life w/ Daryl Fairweather #971
Apr 16, 2025·50m - 229
Ask HTM - Paying for DeleteMe, Investing like the Ivies, and When a New Car Makes Sense #970
Apr 14, 2025·46m - 230
Forging Financial Flexibility in an Uneasy Economy (Bestie) #969
Apr 11, 2025·48m - 231
Banking on Bitcoin w/ Natalie Brunell #968
Apr 9, 2025·52m - 232
Ask HTM - Deciding How Much ‘Fun $’, Prepping for Long Term Care, & Doubling Down on Employer Retirement Accounts #967
Apr 7, 2025·50m - 233
Friday Flight - Tax Tips, Wage Deflation, & Liberated From Low Prices #966
Apr 4, 2025·35m - 234
Trustworthy Tax Advice w/ Jasmine DiLucci #965
Apr 2, 2025·50m - 235
Ask HTM - Budgeting for Housing Splurges, ChatGPT for Your Savings, & Churning Free Gym Trials #964
Mar 31, 2025·50m - 236
Friday Flight - Education Evisceration, BNPL Burgers, & Torched Teslas #963
Mar 28, 2025·31m - 237
Getting the Job You Want w/ Madeline Mann #962
Mar 26, 2025·53m - 238
Ask HTM - Responding to a Rental App Denial, Crummy 529 Plans, and Buying Land as an Investment for Family #961
Mar 24, 2025·52m - 239
Friday Flight - Appealing ARMs, Iterating Investments, & College Cost Cuts #960
Mar 21, 2025·36m - 240
Make More Money, Do More Good w/ Derrick Kinney #959
Mar 19, 2025·52m - 241
Ask HTM - Mass Government Layoff Triage, If Declining Rental Income Is Still Worth It, and Generating Passive Income #958
Mar 17, 2025·53m - 242
Friday Flight - Tariff Tantrum, Southwest Succumbs, & The Greatest Grocers #957
Mar 14, 2025·35m - 243
Cultivating a Wealthy Mindset w/ Shang Saavedra #956
Mar 12, 2025·53m - 244
Ask HTM - Finding Travel Deals, 401k Match Changes, and Our Take on Long Term Disability #955
Mar 10, 2025·53m - 245
Friday Flight - Student Loan Shakeup, Doom Spending, and the Mounting Mini-Stagcession #954
Mar 7, 2025·37m - 246
Launching an Offbeat and Sustainable Business w/ Jason Zook #953
Mar 5, 2025·59m - 247
Ask HTM - Cashback vs Travel Points, Letting a Brokerage Cook, and the Right Way to buy a First Home #952
Mar 3, 2025·53m - 248
Friday Flight - Brainless Borrowing, DOGE Dividends, & Abroad on a Budget #951
Feb 28, 2025·34m - 249
Navigating the Insane Insurance System w/ Consumer Reports' Lisa Gill #950
Feb 26, 2025·53m - 250
Ask HTM - Is Direct Indexing Worth It, Sticky Cosigning Situations, & Kiddos With Credit Or Debit #949
Feb 24, 2025·47m - 251
Friday Flight - Federal Layoffs, Renting Roosters, & VOO FTW! #948
Feb 21, 2025·35m - 252
Breaking the Hidden Barriers to Financial Freedom w/ Jessica Moorhouse #947
Feb 19, 2025·52m - 253
Ask HTM - Birth Now Pay Later, Forcing Home Equity with a Basement Build, & Saving vs Paying Credit Cards #946
Feb 17, 2025·54m - 254
Friday Flight - Purging Pennies, Financial Fights & Phantom Wealth #945
Feb 14, 2025·36m - 255
Tariffs, DOGE, and Your Money w/ Noahpinion #944
Feb 12, 2025·57m - 256
Ask HTM - Parlaying Real Estate Equity into Stocks, FIRE Recommendations, & Unloading a Car with a Loan #943
Feb 10, 2025·46m - 257
Friday Flight - Trump’s Tariff Tussle, Paying Egg-stra, & Don’t Buy the Dip! #942
Feb 7, 2025·32m - 258
The Tao of Warren Buffett w/ David Clark #941
Feb 5, 2025·48m - 259
Ask HTM - Covering Expensive Childcare, Fidelity Fees, & Frugal or Cheap Car Tires #940
Feb 3, 2025·54m - 260
Friday Flight - Cheap Chinese AI, Free Tax Filing, & Outpacing Inflation #939
Jan 31, 2025·36m - 261
Outside of the Box Passive Income Ideas w/ Mr. Passive #938
Jan 29, 2025·58m - 262
Ask HTM - Diversifying to FI, Upside Down on an RV, & Extreme Lengths to Buy a Home #937
Jan 27, 2025·50m - 263
Friday Flight - Trump 2.0, Ghost Jobs, & Insufficient Savings #936
Jan 24, 2025·33m - 264
The Art of the Sabbatical w/ Cady North #935
Jan 22, 2025·53m - 265
Ask HTM - Supercharging Retirement as a Freelancer, HSA for Medical vs Retirement, & “Investing” in Your Primary Residence #934
Jan 20, 2025·52m - 266
Friday Flight - Awful AI Advice, Booming BNPL, & Frittering on Fitness #933
Jan 17, 2025·35m - 267
CRUSH Your Money Goals w/ Bernadette Joy #932
Jan 15, 2025·54m - 268
Ask HTM - Sahm Rule Recession Indicator, New App Gives Kids IRAs, & Paying for Big One-Time Expenses #931
Jan 13, 2025·52m - 269
Friday Flight - Credit Score Supremacy, Avoiding Alts, & Points in Purgatory #930
Jan 10, 2025·36m - 270
Fulfillment Over FIRE w/ Dr. Jordan Grumet #929
Jan 8, 2025·1h 2m - 271
Ask HTM - When to Ditch an Old Car, Dropping Escrow, & Investing via an ESOP #928
Jan 6, 2025·50m - 272
Friday Flight - AI Investing Advice, Binge Shopping, & Hating on Honey #927
Jan 3, 2025·36m - 273
Budgeting Like A Beast w/ Jesse Mecham (Bestie) #926
Jan 1, 2025·1h 2m - 274
Financial Festivus 2024: Celebrating Listener Money Wins #925
Dec 30, 2024·53m - 275
A Foolproof Plan to Ditch Debt (Bestie) #924
Dec 27, 2024·52m - 276
Pursuing Happiness In All the Wrong Ways (Bestie) #923
Dec 25, 2024·56m - 277
Mom & Dad, We Need to Talk w/ Cameron Huddleston (Bestie) #922
Dec 23, 2024·57m - 278
Friday Flight - Travel Trade-offs, Memecoin Madness, & Housing Inventory Increases #921
Dec 20, 2024·38m - 279
The Childfree Guide to Money w/ Dr. Jay Zigmont #920
Dec 18, 2024·59m - 280
Ask HTM - Haggling Hangups, Actually Investing an HSA, & Curbing Retirement Investing #919
Dec 16, 2024·51m - 281
Friday Flight - Exorbitant EV Charging, Interminable Trading, & Forced to Sell #918
Dec 13, 2024·35m - 282
Buy What You Love Without Going Broke w/ Frugal Friends Jen & Jill #917
Dec 11, 2024·1h - 283
Ask HTM - Gold in Times of Unrest, Potential Student Loan Repayment Scams, and Weak Robo-Advisor Returns #916
Dec 9, 2024·49m - 284
Friday Flight - Keen on Cash, AI Granny, & Timing Incoming Tariffs #915
Dec 6, 2024·38m - 285
No Budget Needed w/ Dana Miranda #914
Dec 4, 2024·53m - 286
Ask HTM - Home Security Cost Benefit Analysis, Advantages to Financing a Car, and 529 Impacts on Financial Aid #913
Dec 2, 2024·49m - 287
Friday Flight - Brick n Mortar Shopping, Thermostat Tug of War, & Too Many Toys #912
Nov 29, 2024·32m - 288
Fixing Your Broken Financial Behavior w/ Dan Egan #911
Nov 27, 2024·56m - 289
Ask HTM - Moving Beyond the S&P, Investing for a Down Payment, & Lump Sum Number Crunching #910
Nov 25, 2024·53m - 290
Friday Flight - Auto-IRAs, Travel Tuesday, & Sloppy Seconds #909
Nov 22, 2024·34m - 291
Giving Done Right w/ Phil Buchanan #908
Nov 20, 2024·53m - 292
Ask HTM - First-Time Landlording, New Car w/ Severance Pay, & Roth 401k for Early Retirees #907
Nov 18, 2024·49m - 293
Friday Flight - Content to Rent, Gift Card Caution, & Bitcoin Bulls #906
Nov 15, 2024·36m - 294
Real Estate Investing in a Murky Market w/ Dave Meyer #905
Nov 13, 2024·54m - 295
Ask HTM - IRA Raiding for a Down Payment, Study Abroad: PAID, & Maintaining an 826 Credit Score #904
Nov 11, 2024·49m - 296
Friday Flight - Fortunate Flyers, Upgrade Underwhelm, & Feckless Finfluencers #903
Nov 8, 2024·34m - 297
The (High) Cost of Kids w/ Emily Oster #902
Nov 6, 2024·47m - 298
Ask HTM - WTD Rising Car Insurance, Tackling the Rent vs Buy Dilemma, & Socking Away Money for Kids #901
Nov 4, 2024·53m - 299
Friday Flight - Paltry Predictions, Working for Wealth, & Black Friday Unfurled #900
Nov 1, 2024·36m - 300
The Definitive Travel Rewards Episode w/ Chris Hutchins #899
Oct 30, 2024·1h 1m - 301
Ask HTM - High Yield CHECKING Accounts, Avoiding Capital Gains with Vet School, & Discriminatory 401k Accounts! #898
Oct 28, 2024·48m - 302
Friday Flight - Fitness Inflation, Feasting for Less, & Debt Derailment #897
Oct 25, 2024·37m - 303
Harsh But Helpful Money Truths w/ Dr. Brad Klontz & Adrian Brambila #896
Oct 23, 2024·56m - 304
Ask HTM - Supporting a Financially Struggling Friend, Ditching and Upgrading a Car, & Purchasing Long Term Care Insurance #895
Oct 21, 2024·53m - 305
Friday Flight - Longer Loans, Prepaying Principal, & Higher Heating Bills #894
Oct 18, 2024·35m - 306
The Soul of Wealth w/ Daniel Crosby #893
Oct 16, 2024·57m - 307
Ask HTM - Underrated Ways to Scrimp and Save, the Best Way to Invest $60k, and Roth Conversion Tax Brackets #892
Oct 14, 2024·57m - 308
Friday Flight - Dumb Debit, Asinine Arbitration, & Eccentric Economic Expectations #891
Oct 11, 2024·34m - 309
Taxes Rule!... Your Life w/ Scott Hodge #890
Oct 9, 2024·50m - 310
Ask HTM - Hot Stock Tips, Funding a Down Payment via HELOC, & Making the Most of a Home Repair #889
Oct 7, 2024·51m - 311
Friday Flight - Holiday Travel, Fintech Faux Pas, & A Big Student Loan Shift #888
Oct 4, 2024·33m - 312
How To Retire w/ Christine Benz #887
Oct 2, 2024·58m - 313
Ask HTM - Unloading a Covid Car, From Fiancé to Finance, & WTD with Too Much $ in a 401k #886
Sep 30, 2024·48m - 314
Our Attempt to Eliminate or Embrace Lifestyle Creep w/ Jordan Grumet #885
Sep 27, 2024·54m - 315
Money-Smart Solopreneurs w/ Laura Adams #884
Sep 25, 2024·57m - 316
Ask HTM - 2 Fund Investing Strategy, 529 Plans for Current Educational Expenses, & Fees for Breaking a Lease Early #883
Sep 23, 2024·46m - 317
Friday Flight - Rate Reductions, Rich Renters, & Costly Coffee #882
Sep 20, 2024·34m - 318
Presidential Money Lessons w/ Megan Gorman #881
Sep 18, 2024·55m - 319
Ask HTM - Smarter Ways to Cut Credit Cards, Unrealized Capital Gains on the 401k, & Jumbo Down Payments #880
Sep 16, 2024·47m - 320
Friday Flight - Miserable Millionaires, More Shrinkflation, & Dumb Dorm Insurance #879
Sep 13, 2024·38m - 321
From Poverty to Prosperity w/ SheWolfeOfWallStreet #878
Sep 11, 2024·52m - 322
Ask HTM - Stiff Credit Card Surcharges, Slashing Student Loan Payments, & Multi Family House Hacking #877
Sep 9, 2024·44m - 323
Friday Flight - Geographic Arbitrage, Purging the Penny, & Looking Back in Anger #876
Sep 6, 2024·37m - 324
Peering Inside the Finance Industry w/ Josh Brown #875
Sep 4, 2024·55m - 325
Ask HTM - Moving Back In With Parents, An Employer Paid MBA Catch, & Going From Condo to Real Estate Mogul #874
Sep 2, 2024·44m - 326
Friday Flight - Instant E-Bikes, Sputtering Savings, & Aldi’s Ascent #873
Aug 30, 2024·38m - 327
Investing is Risky. Do it Anyway w/ Jesse Cramer #872
Aug 28, 2024·58m - 328
Ask HTM - Money Challenge Wins, Best Options for Creating a Will, and Pricey Real Estate Investing Courses #871
Aug 26, 2024·49m - 329
Friday Flight - Presidential Proposals, Content to Rent, & Disney Debtors #870
Aug 23, 2024·33m - 330
Dirt Cheap Travel w/ Trip of a Lifestyle #869
Aug 21, 2024·53m - 331
Ask HTM - High Price of Driving a Lemon, Investing a Windfall, & Selling a Home After Just Two Years #868
Aug 19, 2024·54m - 332
Friday Flight - Debt Disasters, Retirement Raiding, & Tax Credit Tips #867
Aug 16, 2024·34m - 333
Saving Big at the Supermarket w/ Consumer Reports' Brian Vines #866
Aug 14, 2024·55m - 334
Ask HTM - Car Repair Ripoffs, Roth Contribution Limit Confusion, and House Hacking Litigation Mitigation #865
Aug 12, 2024·52m - 335
Friday Flight - Warranty Warnings, Rocketing Your Rizz, & Stocks Get Smashed #864
Aug 9, 2024·33m - 336
Minimizing the Retirement Tax Time Bomb w/ Ed Slott #863
Aug 7, 2024·57m - 337
Ask HTM - Investing Strategy for Buying a New Car, Timing Your 401k Rollover, and Buying a House with a Friend #862
Aug 5, 2024·50m - 338
Friday Flight - Social Security Fears, Increasing Anxiety, & Bundling is Back #861
Aug 2, 2024·35m - 339
Scholarships to Graduate Debt Free w/ Jocelyn Pearson #860
Jul 31, 2024·57m - 340
Ask HTM - A Single Stock Investing Strategy, WTD About Weak CD Renewals, & A Psychological Trick For Boosting 401k Contributions #859
Jul 29, 2024·50m - 341
Friday Flight - Sticky Side Hustles, Neo Bank Nightmares, & Renting Forever #858
Jul 26, 2024·35m - 342
Our Wives Dish on Lifestyle Creep! #857
Jul 24, 2024·58m - 343
Accidents and Insurance and Deductibles, Oh My! (Bestie) #856
Jul 22, 2024·56m - 344
Making Money Changes That Stick w/ Katy Milkman (Bestie) #855
Jul 19, 2024·57m - 345
The Stoic Path to Wealth w/ Darius Foroux #854
Jul 17, 2024·54m - 346
Ask HTM - Insurance You Want to Avoid, Investing in Carbon Credits, & Getting Priced Out of the Housing Market #853
Jul 15, 2024·48m - 347
Friday Flight - Cohabitating to Save, Big Bank Threats, & Longevity by Design #852
Jul 12, 2024·36m - 348
Teach and Retire Rich w/ Dan Otter #851
Jul 10, 2024·55m - 349
Ask HTM - Counting Extra Mortgage Payments, Dangerous Ways to Tap Home Equity, & Losing a Chunk of Retirement Dollars #850
Jul 8, 2024·51m - 350
Friday Flight - The SAVE Seesaw, Brand Warmth, & Money Avoidance #849
Jul 5, 2024·36m - 351
Catching up to FI w/ Jackie Cummings Koski #848
Jul 3, 2024·1h - 352
Ask HTM - Utilizing Roth Contributions in a Pinch, SAVE Plan for High Earners, & Buying a Home to Save Money #847
Jul 1, 2024·54m - 353
Cheap Meal Prep For Struggling Chefs w/ Frankie Celenza (Bestie) #846
Jun 28, 2024·52m - 354
Car Buying with an Edge w/ Ray & Zach Shefska #845
Jun 26, 2024·59m - 355
Ask HTM - Max Car Rental Savings, Fun Money Convos with Partners, & Diversifying with REITs #844
Jun 24, 2024·47m - 356
Friday Flight - Avoiding Upsells, HOA Hell, & Astrological Investing #843
Jun 21, 2024·37m - 357
Millionaire Mission w/ Brian Preston #842
Jun 19, 2024·58m - 358
Ask HTM - Budgeting with Gift Cards, Inheriting Debt, & the Hidden Costs of Early Retirement #841
Jun 17, 2024·53m - 359
Friday Flight - Reverse ATMs, Rich Restaurants & The Best Investment on the Planet #840
Jun 14, 2024·33m - 360
Make Money Without Having Any w/ Ciera Rogers #839
Jun 12, 2024·49m - 361
Ask HTM - To Make or Not To Make the Insurance Claim, When Bankruptcy Makes Sense, & Exceeding the FDIC Limit #838
Jun 10, 2024·46m - 362
Friday Flight - Forgotten 529s, Abandoning Insurance, & Wrecked Credit Reports #837
Jun 7, 2024·37m - 363
Asking the Right Questions to Save More Money w/ Matt Schulz #836
Jun 5, 2024·53m - 364
Ask HTM - iPhone Upgrades, Burden of the Gift Tax, & A Potential HSA ‘Gotcha’ #835
Jun 3, 2024·52m - 365
Friday Flight - Recession Vibes, Addicted to Autos, & Paying for Friends #834
May 31, 2024·36m - 366
In This Economy!? w/ Kyla Scanlon #833
May 29, 2024·53m - 367
Ask HTM - Consolidating Multiple Retirement Accounts, Rolling Equity into a New Home, & Keeping Up with an Allowance #832
May 27, 2024·53m - 368
Friday Flight - Forgetting Football, Home Improvement ROI, & Ignominious Investing #831
May 24, 2024·31m - 369
Conscious Capitalism w/ Whole Foods Founder John Mackey #830
May 22, 2024·58m - 370
Ask HTM - Perpetual Homeowners Insurance, Deflating Your Taxes, & Paying Less for a Living Trust #829
May 20, 2024·53m - 371
Friday Flight - FREE cell service, Phantom Debt, & Politicized Investing #828
May 17, 2024·33m - 372
Apprenticeships: Earn AND Learn Simultaneously w/ Ryan Craig #827
May 15, 2024·53m - 373
Ask HTM - Saving/Paying for a Roof, Offsetting the High Cost of Adoption, & if ESPPs are Worth the Hassle #826
May 13, 2024·49m - 374
Friday Flight - Guilt-Tipping, FIRE Freaks, & $40k Gyms! #825
May 10, 2024·32m - 375
Change Your Relationship to Money w/ Amanda Clayman #824
May 8, 2024·1h 1m - 376
Ask HTM - Overblown Tax Deductions, 4% Rule, and Ditching a Financial Advisor #823
May 6, 2024·49m - 377
Friday Flight - Forced Fiduciaries, Bad Budgeting, & ‘One More Year’ Syndrome #822
May 3, 2024·36m - 378
Digital Slomadism on a Dime w/ Becca Siegel #821
May 1, 2024·53m - 379
Ask HTM - Preparing for a Wedding, Loopholes to Earn the Most Interest, & Teen Driver Insurance Premiums #820
Apr 29, 2024·56m - 380
Friday Flight - Low Price EV Leases, Inflationary Amazon, & 24/7 Trading #819
Apr 26, 2024·35m - 381
The Future of Work w/ Derek Thompson #818
Apr 24, 2024·58m - 382
Ask HTM - Selling Investments for Medium-Term Goals, Buying a Primary vs Rental Home, & If 15 Year Mortgages are Bad #817
Apr 22, 2024·53m - 383
Friday Flight - Banks for Rednecks, Lotto Lies, & the Echo Housing Boom #816
Apr 19, 2024·35m - 384
Retiring on the Reg w/ Jillian Johnsrud #815
Apr 17, 2024·57m - 385
Ask HTM - Roth Emergency Funds, Buying Out A Lease, & Financial Advice For Graduates #814
Apr 15, 2024·53m - 386
Friday Flight - Last Minute Tax Tips, New Job Fever, & A Food Waste Fix #813
Apr 12, 2024·35m - 387
Getting Scrappy to Save on Streaming w/ Michael Timmerman #812
Apr 10, 2024·53m - 388
Ask HTM - Alt Investment Considerations, Making the Most of Profit Sharing, & National Debt’s Impact on Your Portfolio #811
Apr 8, 2024·55m - 389
Is Passive Income a Myth? (Bestie) #810
Apr 5, 2024·42m - 390
The Bitcoin Episode for Normies w/ Marko from WhiteBoard Finance #809
Apr 3, 2024·53m - 391
Ask HTM - Investing Deadlines, Building Generational Wealth, & Coping With Financial Regrets #808
Apr 1, 2024·57m - 392
Friday Flight - Passive Income Plans, Paying Points, & Rewards Rug Pull #807
Mar 29, 2024·36m - 393
Real Estate FIRE w/ Alan Corey #806
Mar 27, 2024·56m - 394
Ask HTM - The Key Personal Finance Metric, Negotiating A Lower Car Loan Rate, & WTD When Your Cheese Is Moved #805
Mar 25, 2024·51m - 395
Friday Flight - Blue Collar Cash, Restless Realtors, & Social Media for Savings #804
Mar 22, 2024·36m - 396
Tightwads vs Spendthrifts w/ Scott Rick #803
Mar 20, 2024·55m - 397
Ask HTM - Overpriced Organics, Health Sharing Risks, & Tax Sheltering for High Earners #802
Mar 18, 2024·54m - 398
Friday Flight - Crappy Credit Unions, Contractor Scams, & Aldi Everywhere #801
Mar 15, 2024·34m - 399
Young and Profiting w/ Hala Taha #800
Mar 13, 2024·54m - 400
Ask HTM - Best Cars Under $10k, WTD With Inactive Credit Cards, & Retiring on $250k #799
Mar 11, 2024·58m - 401
Friday Flight - Bitcoin Boom, Tax Refund Robbers, & Bogus Bag Fees #798
Mar 8, 2024·37m - 402
Personal Finance For Geniuses w/ Adam Nash #797
Mar 6, 2024·59m - 403
Ask HTM - Elevated Escrows, Dangerous HELOCs, & Giving Up on Investing #796
Mar 4, 2024·48m - 404
Friday Flight - Degree Downsides, Credit Bureau Blunders, & Fluctuating Fast Food #795
Mar 1, 2024·33m - 405
Why Does The Stock Market Go Up? w/ Brian Feroldi #794
Feb 28, 2024·59m - 406
Ask HTM - Stashing an Extra $1k/month, Dropping Full Coverage to Save, & Avoiding Loans for Flight School #793
Feb 26, 2024·49m - 407
Spring Cleaning Your Finances like an Adult (Bestie) #792
Feb 23, 2024·54m - 408
Help for Higher Earners w/ Rachael Camp #791
Feb 21, 2024·57m - 409
Ask HTM - Relying on a 0% Balance Transfer Card, Remedying an Out of Control Car Loan, & Sabbatical Money Moves #790
Feb 19, 2024·49m - 410
Friday Flight - Dupe Destinations, 401k Leakage, & Matt’s Dating Advice #789
Feb 16, 2024·33m - 411
Supercommunicating w/ Charles Duhigg #788
Feb 14, 2024·56m - 412
Ask HTM - Pressure to Pay for a Kid’s Meal, Affordable Home Security, & Whether BNPL is the Devil! #787
Feb 12, 2024·49m - 413
Friday Flight - Unethical Costco Customers, Payday Lending on Steroids, & Are You Rich? #786
Feb 9, 2024·35m - 414
Getting Paid in a Career You Love w/ Eliana Goldstein #785
Feb 7, 2024·54m - 415
Ask HTM - Finding Affordable Cell Phones, Teaching Frugality over Cheapness, & Borrowing to Invest #784
Feb 5, 2024·54m - 416
Friday Flight - A Credit Win For Renters, Fake Free Filing, & Garbage Furniture #783
Feb 2, 2024·35m - 417
Breaking Broke w/ George Kamel #782
Jan 31, 2024·54m - 418
Ask HTM - Career Pivoting to Day Trading, Life Insurance Alternatives, & Predicting Future Stock Market Returns #781
Jan 29, 2024·46m - 419
Friday Flight - Loud Budgeting, Rampant Financial Infidelity, & Bad Bank Behavior #780
Jan 26, 2024·32m - 420
Why I Left the FIRE Movement w/ Gwen of Fiery Millennials #779
Jan 24, 2024·52m - 421
Ask HTM – Best Credit Cards for Honeymooners, Paying Extra on a Mortgage, & Buying a Car from a Rental Agency #778
Jan 22, 2024·51m - 422
Friday Flight - Career Cushioning, AI at the Warehouse Club, & Overdraft Fee Elimination #777
Jan 19, 2024·32m - 423
Cruises: The Cheapest Way to Travel w/ Ilana from Life Well Cruised #776
Jan 17, 2024·56m - 424
Ask HTM - Too Rich to ‘Buy Nothing’, Small Cap Value to Maximize Returns, & Spending HSA Funds on Anything #775
Jan 15, 2024·53m - 425
Friday Flight - WFH Fairness, Roth 401k Revamp, & MrBeast’s Debt Dystopia #774
Jan 12, 2024·34m - 426
Overcoming Your Scarcity Brain w/ Michael Easter #773
Jan 10, 2024·54m - 427
Ask HTM - Rule of 55 and Early Retirement, 5% Down Payments, & Transitioning a Kid to Financial Adulthood #772
Jan 8, 2024·44m - 428
Friday Flight - The Wealth Effect, Christmas Returns, & BNPL IRL #771
Jan 5, 2024·27m - 429
Buy Nothing to Gain Everything w/ Liz Chai #770
Jan 3, 2024·50m - 430
Ask HTM - Ending A Car Lease, Velocity Banking Tricks, & When Index Funds Are Too Risky #769
Jan 1, 2024·47m - 431
Weird Finance Bonus w/ Paco de Leon
Dec 30, 2023·52m - 432
Strategic Debt Use To Catapult Your Finances (Bestie) #768
Dec 29, 2023·49m - 433
The Perils of Investing in Individual Stocks (Bestie Ep) #767
Dec 27, 2023·45m - 434
Busting Some Credit Score Myths (Bestie Ep) #766
Dec 25, 2023·49m - 435
Friday Flight - Comfy Cash, Resale Resurgence, & Abandoning The Internet #765
Dec 22, 2023·34m - 436
Organizing Your Money for 2024 w/ Alaina Fingal #764
Dec 20, 2023·58m - 437
Financial Festivus 2023: Celebrating Listener Money Wins #763
Dec 18, 2023·55m - 438
Friday Flight - Deadly Debt, Housing Crash Hopes, & The Expensive American Dream #762
Dec 15, 2023·34m - 439
Traversing a Broken Housing Market w/ Lance Lambert #761
Dec 13, 2023·53m - 440
Ask HTM - The Wrong Fidelity Account, Geographic Arbitrage, & Financially Preparing for a Baby #760
Dec 11, 2023·52m - 441
Friday Flight - EV Apathy, Tax Penalties, & Inflation Is Your Fault! #759
Dec 8, 2023·32m - 442
Tax Planning to Shrink What You Owe w/ Sean Mullaney #758
Dec 6, 2023·53m - 443
Ask HTM - Down Payment vs Investing, Financial Calculators FTW, & the Best High Yield Business Account #757
Dec 4, 2023·56m - 444
Friday Flight - Formerly FIRE, Fast Food Inflation & Happiness Ain’t Cheap! #756
Dec 1, 2023·35m - 445
FAFSA Hacks to Curb College Costs w/ The FAFSA Guru #755
Nov 29, 2023·50m - 446
Ask HTM - Switching Banks for an Extra 1%, How Much to Spend on a Car, & A Primary Residence to Investment Property Conundrum #754
Nov 27, 2023·57m - 447
Friday Flight - Black Friday Flaws, 401k Fails, & You’re Buying the Wrong EV #753
Nov 24, 2023·35m - 448
Effective Altruism & Giving Well w/ Elie Hassenfeld #752
Nov 22, 2023·50m - 449
Ask HTM - Helping Family Regain Financial Footing, Mobile Home Upgrades, & Tax Loss Harvesting For Everyone #751
Nov 20, 2023·49m - 450
Friday Flight - Chasing Returns, Free Refis, & Ridiculous Ramsey Rants #750
Nov 17, 2023·30m - 451
Holiday Shopping Without the Hangover w/ Julie from DealNews #749
Nov 15, 2023·57m - 452
Ask HTM - Vital Insurance That’s Not On Your Radar, Budgeting w/ A Variable Income, & Taxes Owed When You Sell Your House #748
Nov 13, 2023·52m - 453
Friday Flight - Pressure To Go Paperless, The Subprime Tax, & A Priceless Privacy App #747
Nov 10, 2023·33m - 454
Crypto’s Wild Rise and Staggering Fall w/ Zeke Faux #746
Nov 8, 2023·48m - 455
Ask HTM - Are FSAs Worth The Hassle, Making Too Much for a Roth, & Mentally Shifting from Saver to Spender #745
Nov 6, 2023·54m - 456
Friday Flight - Top Tier Gas, Credit Freeze Failure, & Bad News for Budgeters #744
Nov 3, 2023·35m - 457
Prenups Are For Lovers w/ Aaron Thomas #743
Nov 1, 2023·53m - 458
Ask HTM - Avoiding Financial Skeletons, Gross OnlyFans Feet Pics, & Cutting Funeral Costs #742
Oct 30, 2023·58m - 459
Friday Flight - Married Money Mistakes, Expensive IPAs, & A Better Way To Open Enroll #741
Oct 27, 2023·28m - 460
Preparing for the Unthinkable w/ Chanel Reynolds #740
Oct 25, 2023·57m - 461
Ask HTM - Slashing the Grocery Bill, Life Insurance in Your 20s, & Public Sector Employee FIRE #739
Oct 23, 2023·54m - 462
Friday Flight - Cheap Ugly Homes, Scam Susceptibility, & Timeshares Making A Comeback #738
Oct 20, 2023·34m - 463
Mental Health is Financial Health w/ Aja Evans #737
Oct 18, 2023·53m - 464
Ask HTM - Distinctive Robinhood IRA Match, SAVE Plan Costing More, & Hunting for a $5k Car #736
Oct 16, 2023·52m - 465
Friday Flight - Atrocious Autopay, High Cost of WFH, & IRS Comes For Savers #735
Oct 13, 2023·31m - 466
Turning Thousands Into Millions w/ Paul Merriman #734
Oct 11, 2023·58m - 467
Ask HTM - Societal Impact of Credit Card Fees, Auto Transfer vs Auto Invest, & Shielding Your Credit Report from a Bill in Collections #733
Oct 9, 2023·51m - 468
Friday Flight - 4 Day Work Weeks, AI Investing, & Diamonds are for Suckers #732
Oct 6, 2023·33m - 469
The Myth of the Broke Millennial w/ Dr. Jean Twenge #731
Oct 4, 2023·53m - 470
Ask HTM - (Gun) Hobby Spending Disagreements, Int'l Roaming with the Low Cost Providers, & Managed Retirement Accounts FTW? #730
Oct 2, 2023·51m - 471
Friday Flight - Student Loan Payment Panic, Hottest Job Prospects, & Drug Discounts #729
Sep 29, 2023·31m - 472
Family First Entrepreneurship w/ Steve Chou #728
Sep 27, 2023·50m - 473
Ask HTM - Inflating the 25x Rule, Online Car Refinancing, & Affordable ADUs #727
Sep 25, 2023·53m - 474
Friday Flight - EV Incentives, Fund Fee Battles, & Reward Deficiency Syndrome #726
Sep 22, 2023·37m - 475
Debt-Free Degrees w/ Jason Brown #725
Sep 20, 2023·54m - 476
Ask HTM - Student Loan Forgiveness Gray Area, Getting an Umbrella Policy, & Investing in Gold #724
Sep 18, 2023·51m - 477
Friday Flight - Surge Pricing for Beer, Majors Over Pedigrees, & The Death of Privacy #723
Sep 15, 2023·33m - 478
Military to Millionaire w/ Lacey Langford #722
Sep 13, 2023·55m - 479
Ask HTM - Work Provided Life Insurance, Compounding Returns with a 401k True-Up, & Selling a Home to an iBuyer #721
Sep 11, 2023·59m - 480
Friday Flight - Short-Term Rental Smackdown, Negative Nellies, & Donation Dilemmas #720
Sep 8, 2023·37m - 481
Time > Money w/ Ben Miller #719
Sep 6, 2023·52m - 482
Ask HTM - Renovating While Paying Off Student Loans, 529 Strategy For Immediate Use, & Popular Banks Get Downgraded #718
Sep 4, 2023·56m - 483
Friday Flight - Airfare-Booking Sweet Spot, Worthless Work, & 1% Down Mortgages #717
Sep 1, 2023·33m - 484
Avoid & Combat Crushing Medical Debt w/ Dr. Virgie #716
Aug 30, 2023·48m - 485
Ask HTM - Side Hustle Seed Money, A Luxury Sports Car Splurge, & Early Access To Retirement Funds #715
Aug 28, 2023·56m - 486
Friday Flight - TikTok Shop, Bitcoiners Beware, & Kitchen Appreciation Fees #714
Aug 25, 2023·33m - 487
Radical Money Advice for Couples w/ the RadCoaches #713
Aug 23, 2023·52m - 488
Ask HTM - Combining Our Finances, Dental Insurance Considerations, & When Whole Life Makes Sense #712
Aug 21, 2023·56m - 489
Friday Flight - Pet Debt, Job Hopping, & Goldilocks Cash #711
Aug 18, 2023·33m - 490
Small But Mighty Real Estate Investing w/ Chad Carson #710
Aug 16, 2023·56m - 491
Ask HTM - Medical Bill Negotiation Sites, Choosing Between a Car or House, & A Bike Commuter Frugal or Cheap #709
Aug 14, 2023·55m - 492
Friday Flight - Rusty Realtors, Insurance Issues, & Home Equity Expenditures #708
Aug 11, 2023·32m - 493
The Impending Student Loan Cliff #707
Aug 9, 2023·47m - 494
Ask HTM - Employer Matched Vacation Savings, Free Credit Card Cell Phone Insurance, & Assumable Mortgages #706
Aug 7, 2023·55m - 495
Friday Flight - Sneaky BNPL Loans, Crowdfunding Kerfuffles, & America’s Credit Downgrade #705
Aug 4, 2023·32m - 496
Wives & Money... Part V #704
Aug 2, 2023·1h 15m - 497
Free Family Travel w/ Lyn Mettler #703
Jul 31, 2023·57m - 498
The Unspoken Rules Of Career Success w/ Gorick Ng (Bestie Ep) #702
Jul 28, 2023·58m - 499
What if You Won the Lottery? (Bestie Ep) #701
Jul 26, 2023·45m - 500
Ask HTM - Home Warranties, Paying Extra on a Mortgage vs Investing, & Marketing a Side Business #700
Jul 24, 2023·52m