New Money New Problems Podcast

NewMoneyNewProblems.com | New Money Solutions for New Money Problems

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.

  1. Busting Student Loan Myths Before July 1st

    5d ago

    Busting Student Loan Myths Before July 1st

    EPISODE RESOURCES Escape Student Loan Debt Podcast July 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 Overview 02:11 New Borrowing Limits 04:27 New Repayment Plans 06:46 SAVE Plan Deadline 10:18 Consolidation and PSLF Risks 11:41 Parent PLUS Myth Busting 14:46 SAVE Letters and Timing 16:24 PAYE and IBR Updates 19:35 RAP Credit Transfer Rules 21:33 New Loans Change Eligibility 22:38 Borrowing Limits Exemptions 23:09 Lawsuits and Final Takeaways Support the show

    26 min
  2. 10 Things I’d Do If I Had to Start Over Financially

    Jun 5

    10 Things I’d Do If I Had to Start Over Financially

    10 Things I’d Do If I Had to Start Over Financially and Professionally In 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 Blueprint 00:10 Podcast Intro 00:48 Why This Episode 02:50 Build Your Email List 05:24 Prioritize Accessible Cash 08:16 Lock In Insurance Early 09:04 Rent Or Buy Commitment 12:08 Rental Property All In 13:09 Learn Taxes Fast 14:42 Avoid Student Debt 17:58 Public Presence And Side Income 20:06 Generalist Specialist Career 22:16 Keep Your Focus 22:50 Wrap Up And Call In Support the show

    24 min
  3. Should I Contribute To My Child's 529 If I'm Behind In My Own Planning? [REPLAY]

    May 29

    Should I Contribute To My Child's 529 If I'm Behind In My Own Planning? [REPLAY]

    529 Plans vs. UTMA/UGMA and Brokerage Accounts: Choosing the Right Way to Save for Kids In 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 instead 00:00 529s And Alternatives 01:11 How 529s Work 02:57 Contribution Limits And Front Loading 04:39 When 529s Backfire 06:47 Rule Of Thumb 07:58 Break And Gap Finder 09:07 Case Study Katie And Husband 10:18 UTMA Basics And Risks 12:37 Why They Skipped 529 13:32 Brokerage Account Flexibility 14:21 Wrap Up And Takeaways Support the show

    15 min
  4. The (Huge) Risks Hidden In Your Insurance Policies

    May 22

    The (Huge) Risks Hidden In Your Insurance Policies

    EPISODE RESOURCES Prizm Insurance Property & 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 Matters 00:49 Meet Dave and Prizm 04:27 Prism vs Captive Agents 07:30 Coverage Gaps for Affluent 11:51 Break and Gap Finder 13:01 Umbrella Insurance Basics 14:56 How Much Umbrella 17:44 Rental Property Coverage 19:20 Auto Coverage Details 22:12 Rental Cars and Turo 24:44 Home Renovations and Rebuild 27:53 Tough Markets Roof Rules 30:25 Why Pros Beat DIY 33:04 How to Contact Prism 33:58 Final Thanks and Wrap Support the show

    35 min
  5. When Investment Real Estate Actually Works Pt. 2

    May 15

    When Investment Real Estate Actually Works Pt. 2

    When Investment Real Estate Actually Works In 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 Works 02:15 Low Down Payment Paths 03:37 Physician Loan Example 05:41 Building Portfolio Scale 07:27 Leverage With Credit Lines 11:59 Appreciation And Timing 14:19 Break And Gapfinder 15:29 Tax Strategy Overview 16:36 Short Term Rental Loopholes 17:48 Augusta Rule Explained 19:56 Real Estate Pro Status 21:18 Depreciation And Cost Seg 25:09 Wrap Up And Takeaways Support the show

    26 min
  6. A Rental Property May Not Build Wealth. Here's Why.. (Part 1)

    May 8

    A Rental Property May Not Build Wealth. Here's Why.. (Part 1)

    Why 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 Earners 00:46 Series Setup and Caveats 03:36 Turning Starter Home Into Rental 04:10 Down Payment Reality Check 06:15 Home Price Growth Trap 07:54 Cash Flow Math Doesn’t Work 11:54 Capital and Liquidity Tradeoff 14:34 Tax Benefits Are Overstated 15:19 Passive Loss Rules Explained 18:35 When Real Estate Works 19:39 Wrap Up and Part Two Tease Support the show

    20 min
  7. Student Loan Changes You Need To Know

    May 1

    Student Loan Changes You Need To Know

    EPISODE RESOURCES RISE Student Loan Regulations Fact Sheet ...I Just Lost $33,709 Episode Repayment Assistance Plan Explained Finalized 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 Update 00:08 Podcast Intro and Context 01:21 Personal IRS Refund Story 02:02 New DOE Regulations Overview 02:50 Graduate and Professional Loan Caps 05:19 Parent PLUS Limits Explained 07:36 Lifetime Borrowing Cap 08:20 New Repayment Plan Changes 09:43 Tiered Standard Repayment 11:07 Default Loan Rehabilitation Updates 13:30 Forbearance and Deferment Changes 14:27 School and Part Time Loan Limits 15:41 Key Takeaways and Wrap Up Support the show

    17 min
  8. ... I Just Lost $33,709

    Apr 24

    ... I Just Lost $33,709

    How I Accidentally Double-Paid the IRS $33,709—and Covered the Cash Crunch In 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 Shock 02:25 Tax Planning Routine 04:57 Double Payment Mistake 05:49 IRS Payment Walkthrough 08:58 Ad Break 10:07 Telling My Wife 11:14 Refund Timeline Check 13:09 Emergency Fund Reality 15:31 Where To Pull Cash 17:38 Credit Card Strategy 22:18 Leverage Options Review 29:20 Lessons And Wrap Up Support the show

    30 min
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About

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.

Information

  • Creator
    NewMoneyNewProblems.com | New Money Solutions for New Money Problems
  • Years Active
    2022 - 2026
  • Episodes
    190
  • Rating
    Explicit
  • Copyright
    © 2026 New Money New Problems Podcast
  • Show Website
    New Money New Problems Podcast

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