Podcast
New Money New Problems Podcast
Hosted by NewMoneyNewProblems.com | New Money Solutions for New Money Problems · EN
Negotiating compensation. Purchasing your first investment property. Helping your family with money. The highs and lows of entrepreneurship. New money leads to new problems that require new solutions. The NEW MONEY NEW PROBLEMS PODCAST tackles the financial topics our listeners are navigating for the first time, providing the expertise, interviews and resources for them to do so successfully.
33episodes
Episodes
Newest firstAll episodes
The #1 Question Before Making A Home Down Payment
4d ago00:18:48Tap to summarizeMortgage 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
Transcribe →
Busting Student Loan Myths Before July 1st
2w ago00:26:02Tap to summarizeEPISODE 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
Transcribe →
10 Things I’d Do If I Had to Start Over Financially
3w ago00:23:35Tap to summarize10 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
Transcribe →
Should I Contribute To My Child's 529 If I'm Behind In My Own Planning? [REPLAY]
4w ago00:15:21Tap to summarize529 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
Transcribe →
The (Huge) Risks Hidden In Your Insurance Policies
May 2200:34:36Tap to summarizeEPISODE 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
Transcribe →
When Investment Real Estate Actually Works Pt. 2
May 1500:26:11Tap to summarizeWhen Investment Real Estate Actually WorksIn this episode, we break down when real estate can be an excellent wealth-building activity, contrasting last week’s case against owning one or two rentals.We detail groups for whom real estate has low acquisition costs—military veterans using VA loans and medical/dental professionals using physician loans—and how it can make it easier to keep prior homes as rentals when moving. We then explain why real estate works better at scale, where strong properties can subsidize weaker ones and accumulated equity enables leverage via HELOCs, larger portfolio credit lines, and even securities-backed lines of credit to buy quickly with cash and refinance. Finally, we cover strategies requiring top-tier tax help, including short-term rental exceptions, the Augusta Rule, Real Estate Professional Status, and using depreciation, cost segregation, and bonus depreciation to create paper losses that can offset income.00:00 When Real Estate Works02:15 Low Down Payment Paths03:37 Physician Loan Example05:41 Building Portfolio Scale07:27 Leverage With Credit Lines11:59 Appreciation And Timing14:19 Break And Gapfinder15:29 Tax Strategy Overview16:36 Short Term Rental Loopholes17:48 Augusta Rule Explained19:56 Real Estate Pro Status21:18 Depreciation And Cost Seg25:09 Wrap Up And TakeawaysSupport the show
Transcribe →
A Rental Property May Not Build Wealth. Here's Why.. (Part 1)
May 800:20:20Tap to summarizeWhy a Single Rental Property Often Disappoints High-Income Earners (Part 1)Today we introduce a two-part series on rental property, and why a single rental property (or a couple) is often a poor wealth-building strategy for high-income earners. We cover how using a starter home as a rental can compromise upgrading to a better primary residence, using Brenton's childhood home as an example. We then show how difficult it is to produce meaningful cash flow after mortgage, taxes, insurance, maintenance, and property management, and preview part two, where we'll cover when real estate CAN work with certain elements in place (scale, early adoption, and/or real-estate-professional strategies).00:00 Why Rentals Fail High Earners00:46 Series Setup and Caveats03:36 Turning Starter Home Into Rental04:10 Down Payment Reality Check06:15 Home Price Growth Trap07:54 Cash Flow Math Doesn’t Work11:54 Capital and Liquidity Tradeoff14:34 Tax Benefits Are Overstated15:19 Passive Loss Rules Explained18:35 When Real Estate Works19:39 Wrap Up and Part Two TeaseSupport the show
Transcribe →
Student Loan Changes You Need To Know
May 100:17:21Tap to summarizeEPISODE RESOURCESRISE Student Loan Regulations Fact Sheet...I Just Lost $33,709 EpisodeRepayment Assistance Plan ExplainedFinalized DOE Student Loan Rules: New Caps, Repayment Assistance Plan, and Default Rehab Changes (Effective 2026–2027)In this episode we share newly finalized Department of Education regulations tied to the Working Families Tax Cuts Act and explain how they may affect student loan borrowers starting in 2026–2027. We outline new federal loan caps beginning July 1, 2026: graduate loans limited to $20,500 annually/$100,000 total; professional programs (11 fields including law, medicine, dentistry, and clinical psychology) to $50,000 annually/$200,000 total; and Parent PLUS capped at $20,000 annually/$65,000 per dependent, plus a $257,500 lifetime limit for new borrowers. We also cover repayment changes including a new Repayment Assistance Plan becoming the only income-driven option for first-time borrowers after July 1, 2026, a tiered 10–25 year standard plan, expanded loan rehabilitation to twice per loan with IDR opt-in at agreement signing, revised forbearance limits, sunsetting certain deferments for loans after July 1, 2027, and new institutional and part-time borrowing rules, warning current borrowers to be cautious about taking new loans.00:00 Student Loan Rule Update00:08 Podcast Intro and Context01:21 Personal IRS Refund Story02:02 New DOE Regulations Overview02:50 Graduate and Professional Loan Caps05:19 Parent PLUS Limits Explained07:36 Lifetime Borrowing Cap08:20 New Repayment Plan Changes09:43 Tiered Standard Repayment11:07 Default Loan Rehabilitation Updates13:30 Forbearance and Deferment Changes14:27 School and Part Time Loan Limits15:41 Key Takeaways and Wrap UpSupport the show
Transcribe →
... I Just Lost $33,709
Apr 2400:30:27Tap to summarizeHow I Accidentally Double-Paid the IRS $33,709—and Covered the Cash CrunchIn this episode, Brenton recounts misplacing $33,709 after accidentally paying his 2025 taxes twice: he walks through how to make IRS payments and check refund status, noting refunds may take 21+ days and planning for up to 90 days. He describes telling his wife and their strained cash position due to her nine-month unemployment and higher expenses. He evaluates liquidity options (brokerage sale taxes, retirement penalties, Roth contributions limits, credit strategies, life insurance withdrawals/loans, securities-backed LOC minimums) and walks through the option he chose and why it was most appropriate.01:47 Overdraft Shock02:25 Tax Planning Routine04:57 Double Payment Mistake05:49 IRS Payment Walkthrough08:58 Ad Break10:07 Telling My Wife11:14 Refund Timeline Check13:09 Emergency Fund Reality15:31 Where To Pull Cash17:38 Credit Card Strategy22:18 Leverage Options Review29:20 Lessons And Wrap UpSupport the show
Transcribe →
Third Thursdays | Safe Harbor Payments, Real Estate and Spousal IRAs
Apr 1700:27:07Tap to summarizeEPISODE RESOURCESSubscribe to our YouTube channel!Repayment Assistance Plan Explained2026 IRS Tax TablesReal Estate Professional Status RequirementsIRS Passive Activity RulesThird Thursday Preview: IRS Delays, Safe Harbor Payments, and the Hidden Context Behind Tax-Saving TikToksIn this episode, we preview content from our “Third Thursday” YouTube series, where we add some context to the financial content you see on social media. We review a TikTok about IRS staffing cuts, longer wait times, and delayed processing, using it to introduce the concept of safe harbor payments for people who risk paying tax penalties for underwithholding throughout the year. We cover safe harbor payments and the two strategies that can be used to keep yourself out of the IRS' crosshairs.. We then critique a viral “save $60,000 in taxes” video for missing context, covering startup loss limits (hobby loss rule), the IRS's definition of a Real Estate Professional and how it benefits your taxes, the practical limits of maxing retirement accounts, and spousal IRA deduction phaseouts tied to adjusted gross income.00:00 Series Preview Intro00:47 Behind the Scenes Update01:49 Third Thursday Format03:18 IRS Staffing TikTok05:34 Safe Harbor Basics08:07 Two Safe Harbor Rules10:10 Safer Payment Tactics11:53 Marriage Tax Hack Video14:50 Context for Four Couples14:56 Founder Losses and Risks17:10 Real Estate Pro Status20:44 Freelancer Retirement Limits21:56 Spousal IRA Phaseouts25:46 Final Takeaways and WrapSupport the show
Transcribe →