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When You’re the One in the Family Who “Has the Money”: Boundaries, Planning, and Real StoriesThis week we join you from Maryland to share an episode on what it’s like to be the family member who “has the money". Brenton draws on what he observed with his parents and why it shaped New Money New Problems’ focus on high earners building wealth. Based on a Pew Research Center study, at least 70% if high-income households African American households and immigrants of any income help their extended family with money. We offer tools on communication and “scripting” to set giving boundaries, budgeting for family support, adjusting emergency reserves, and considering insurance needs (life, disability, long-term care). We also covers estate planning and property issues (POAs, wills, inheritance conflicts, trustees, custody roles) and the emotional toll and money disorders. In the second half of the episode, we share community stories describing the responsibility, saving pressure, feeling taken advantage of, guilt, marital strain, and perceived entitlement that comes from being the one with money.0:00 — Intro & episode teaser0:46 — Welcome & episode overview (Brazil trip, why this topic matters)6:58 — Establishing when, why, and how you give to family12:31 — Estate planning and property management19:04 — Sponsor break / newsletter signup19:26 — Community Q1: How being "the one with money" impacts wealth-building23:42 — Community Q3: Negative experiences with extended family/spouse25:10 — Community Q4: Is your family "off-base" about you and money?28:07 — Wrap-up & closingSupport the show

How Childhood Trauma Shapes Money Disorders (Throwback Episode)This week we post a throwback wayyy back to the second New Money New Problems episode to set up a forthcoming discussion about being the only person in a family who “has money”. In the replay, we discuss how “money disorders” are foundational to understanding wealth building and reference a CNN article by Jean Sahadi on how early traumas and financially volatile childhoods can imprint adult money behaviors. Drawing from Brad and Ted Klontz’s book Mind Over Money, we talk through three examples relevant to first-generation high earners: financial denial (money avoidance), overspending (money worship), and financial infidelity (relational). 00:37 Why Money Stories Matter02:41 Replay Begins Episode Setup03:53 CNN Article Early Trauma05:25 What Are Money Disorders07:33 Money Avoidance Financial Denial09:24 Money Worship Overspending11:14 Relational Disorder Financial Infidelity13:18 Break And Gap Finder14:04 Confronting Your Money Disorder14:49 My Trigger WorkaholismSupport the show

How Leases Work and Who Should Consider ThemIn this episode, we explain how car leasing works , comparing it to other overstated money “rules” like avoiding PMI on a home loan. We breaks down the elements of a lease payment: depreciation, interest, and taxes, and end-of-lease options such as walking away or a trade-in. We offer decision rules based on residual versus fair market value and highlights benefits like warranty coverage and sometimes included maintenance. We then outline who leasing may fit: certain students, people who switch cars every 3–5 years (especially luxury vehicles, trucks, and SUVs), low-mileage drivers without cash to buy, and those with competing financial priorities.00:00 Leasing Car Myth01:09 Why Rules Stick02:51 Lease Basics04:48 Fees And Limits06:14 End Of Lease Options10:36 Walk Buy Or Trade12:39 Ownership Cost Tradeoffs15:09 Ad Break16:19 Who Should Lease18:27 Luxury And Trucks20:12 Low Mileage Priorities21:50 Personal Example22:58 Wrap Up TakeawaysSupport the show

You Might Already Own SpaceX: How IPOs, Index Rules, and Heavy Weightings Can Increase Portfolio RiskIn this episode, we explains how investors may already own SpaceX through index funds and 401(k)s, even without knowing it. Using SpaceX’s IPO as a case study, we distinguish stock exchanges (NYSE/Nasdaq) from stock indices (S&P 500, Nasdaq 100, FTSE Russell, MSCI ACWI), how each makes money (fees, data, licensing), and how index inclusion rules work (longevity, availability/float, profitability, location/industry). We then discuss the larger issue in the increasing concentration and interconnection among top tech/“Mag Seven” firms, making major indices less diversified than many assume.00:00 SpaceX In Your Portfolio00:48 Holiday Highs And Lows01:50 Why SpaceX IPO Matters03:50 Stock Exchange Basics06:04 Stock Index Explained09:09 S&P 500 Inclusion Rules10:38 Indices Bend For SpaceX13:23 How You Already Own It14:42 Break And Gap Finder15:51 Hidden Risk In Indices16:49 Mag Seven Connections18:51 Weighting And Concentration21:50 Risk Tolerance Reality Check22:47 Do Your Homework ClosingSupport the show

Who Should Avoid Roth Retirement Accounts? Key Scenarios Where Pre-Tax May WinJoin us from our new recording studio as we explain when Roth retirement account benefits like tax-free withdrawals and no required minimum distributions, are not ideal for everyone. We contrast Roth versus pre-tax taxation timing and outlines cases where Roth contributions may be disadvantageous. Scenarios include people currently in much higher tax situations than they expect in retirement, those likely to move from high-tax states to lower-tax states in retirement and borrowers on federal income-driven student loan repayment who can lower payments via pre-tax contributions. Tune in and see if a Roth is right for you (or not)!00:00 Roth Hype vs Reality00:14 Show Intro and New Studio01:51 Why This Roth Episode03:06 Roth vs Pretax Basics05:31 High Taxes Now10:07 Retire to Lower Tax State12:17 Newsletter Break12:35 Student Loans and AGI13:57 Cash Flow Crunch16:19 Near Retirement Medicare Traps18:34 When You Have Other Assets20:01 Wrap Up and ThanksSupport the show

Mortgage Recasting 101In this episode, we discuss the most important question one can ask when determining their home down payment: “Can this mortgage be recast?” Using a $500,000 home example, Brenton explains amortization schedules and how recasting works: after a lump-sum principal payment, the lender recalculates the payment to keep the original payoff timeline while lowering monthly payments. We cover scenarios where recasting makes sense, questions to consider, and the opportunity costs of giving up large sums for a 20% down payment.00:00 Down Payment Dilemma01:05 Home Buying Season01:59 Why Smaller Down04:49 Ask About Recasting05:04 Amortization Basics09:20 Recast Example Numbers11:13 Break And Promo12:23 PMI And Affordability15:14 Investing Opportunity Cost17:51 Final TakeawaysSupport the show

EPISODE RESOURCESEscape Student Loan Debt PodcastJuly 1 Deadline Changes, SAVE Ending, New Borrowing Caps, and Myth-Busting In this episode we explore major federal student loan changes tied to the key July 1 deadline and dispels common myths about what's to come. Key updates include new borrowing caps for Parent PLUS loans and the important distinction between a "standard" graduate student and a "professional" student. A new income-driven option, the Repayment Assistance Plan, arrives July 1, while PAYE and ICR will be phased out by July 1, 2028. Parent PLUS borrowers can lose access to IDR and PSLF after July 1 without required steps, and any new Parent PLUS borrowing after July 1 removes IDR/PSLF eligibility. SAVE is ending, with a 90-day window starting July 1 to choose a new plan. Consolidation must be completed and disbursed before July 1, and unnecessary consolidation can erase forgiveness credit. The episode also covers plan-switching credit rules, exemptions for already-enrolled students from new caps, and pending lawsuits challenging PSLF employer restrictions and graduate borrowing limits.00:00 July 1st Changes Overview02:11 New Borrowing Limits04:27 New Repayment Plans06:46 SAVE Plan Deadline10:18 Consolidation and PSLF Risks11:41 Parent PLUS Myth Busting14:46 SAVE Letters and Timing16:24 PAYE and IBR Updates19:35 RAP Credit Transfer Rules21:33 New Loans Change Eligibility22:38 Borrowing Limits Exemptions23:09 Lawsuits and Final TakeawaysSupport the show

10 Things I’d Do If I Had to Start Over Financially and ProfessionallyIn this episode, Brenton shares what he would do if he had to start over at ground zero in a new city with no money or relationships, inspired by a recent article about financial advice for Gen Z. He covers 10 steps he feels would give him a leg up, from collecting and organize email addresses, to prioritizing accessible capital over retirement funds. He then talks about wider a transferable skill set as a “generalist specialist” in an AI-disrupted economy and the dangers of comparing yourself to others.00:00 Starting Over Blueprint00:10 Podcast Intro00:48 Why This Episode02:50 Build Your Email List05:24 Prioritize Accessible Cash08:16 Lock In Insurance Early09:04 Rent Or Buy Commitment12:08 Rental Property All In13:09 Learn Taxes Fast14:42 Avoid Student Debt17:58 Public Presence And Side Income20:06 Generalist Specialist Career22:16 Keep Your Focus22:50 Wrap Up And Call InSupport the show

529 Plans vs. UTMA/UGMA and Brokerage Accounts: Choosing the Right Way to Save for KidsIn this episode we explain how 529 plans work and why they can be powerful education-savings tools, highlighting tax-deferred growth, tax-free withdrawals for eligible education expenses, transferability to other family members, and high contribution limits including five-year front-loading.The biggest limitation is often the saver’s financial readiness, and many parents struggle to fund college meaningfully while juggling retirement, debt, housing goals, and other obligations. We discuss a Business Insider story about a couple weighing a 529 against a UTMA (and similar UGMA), outlining UTMA flexibility but potential tax issues and the automatic transfer of control to the child at adulthood, and explaining why the couple rejected both options and what they chose instead00:00 529s And Alternatives01:11 How 529s Work02:57 Contribution Limits And Front Loading04:39 When 529s Backfire06:47 Rule Of Thumb07:58 Break And Gap Finder09:07 Case Study Katie And Husband10:18 UTMA Basics And Risks12:37 Why They Skipped 52913:32 Brokerage Account Flexibility14:21 Wrap Up And TakeawaysSupport the show

EPISODE RESOURCESPrizm InsuranceProperty & Casualty Insurance for High Earners: Umbrella Coverage, Home/Auto Gaps (with Dave Olchowka)In this episode, we host Dave Olchowka of Prizm Insurance to discuss why property and casualty insurance is often overlooked yet critical for high-income and affluent households. Dave shares his 20+ years in personal lines, his move from State Farm to the affluent/high net worth market, and why he built Prizm as a tech-enabled brokerage partnering with wealth advisors to streamline reviews while providing human advice. Dave contrasts captive agents vs brokers, then covers common coverage gaps: insufficient umbrella limits, inadequate home dwelling replacement-cost calculations, limited sewer/drain backup coverage, and weaknesses in standard auto policies (parts, valuation, and liability). Join us as we cover this crucial element of financial planning!00:00 Why P&C Matters00:49 Meet Dave and Prizm04:27 Prism vs Captive Agents07:30 Coverage Gaps for Affluent11:51 Break and Gap Finder13:01 Umbrella Insurance Basics14:56 How Much Umbrella17:44 Rental Property Coverage19:20 Auto Coverage Details22:12 Rental Cars and Turo24:44 Home Renovations and Rebuild27:53 Tough Markets Roof Rules30:25 Why Pros Beat DIY33:04 How to Contact Prism33:58 Final Thanks and WrapSupport the show