Episodios

  • E82 - How to Get an IBC Policy: The Walkthrough of Our Process
    Jan 16 2026

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    You've been listening to the podcast. You've read Nelson Nash. You're sold on IBC. But now what? What actually happens when you reach out to an agency like Remnant Finance?

    This episode is a behind-the-scenes look at our entire process—from the first intro call to policy delivery and years of ongoing service. We break down the three things you should look for in an advisor (and why only two of them are actually required), explain why we start underwriting before we've finalized your policy design, and get honest about what kind of client we work best with.

    We also talk about what separates good IBC practitioners from agents who just have a license and a pitch. Spoiler: most people selling life insurance know less about it than you will after a few calls with us. That's not arrogance—our own company reps have told us that.

    If you're evaluating whether to work with us or someone else, this episode gives you the full picture of what we do, how we do it, and why we do it that way.



    Chapters:

    • 00:00 – Opening segment

    • 03:25 – The problem with "I can do IBC" advisors at big firms

    • 06:30 – The three credentials: license, company contract, NNI certification

    • 08:35 – Why getting a life license is dangerously easy

    • 09:45 – Company selection: mutual companies and what makes them IBC-ready

    • 10:45 – Captive vs. independent agents

    • 13:05 – Why we work with two primary carriers

    • 21:05 – What NNI certification actually involves

    • 23:45 – Why insurance companies love NNI business (persistency)

    • 28:05 – Our process starts: the intro call

    • 31:00 – When IBC isn't the right fit (yet)

    • 33:00 – Why we filter for worldview—and why that's actually good for you

    • 36:45 – "If you have to drag them in, you'll have to drag them around"

    • 37:15 – The intake form and application process

    • 38:25 – Why we apply for more coverage than you might need

    • 43:50 – How underwriting requirements work (the flow chart)

    • 47:25 – Strategy calls while underwriting happens in the background

    • 52:15 – Policy review: Loom walkthrough vs. live Zoom call

    • 55:00 – Policy in force—now what?

    • 56:45 – The range of ongoing service: hands-off to hands-on

    • 59:00 – There's no industry requirement for ongoing service—ask your agent

    • 1:04:45 – Closing thoughts and how to book a call



    Key Takeaways:

    • A license is just the first step. Getting a life license is easy—memorize a study guide, pay a fee, pass a test. It doesn't mean someone knows how to structure a policy for IBC.

    • Company selection is critical. Only about 10-12 mutual companies can write policies the way Nelson Nash taught. Your agent needs a contract with one of them—and ideally understands the differences between them.

    • Captive agents are limited. If your advisor works for a single company (like Northwestern Mutual), they can only offer that company's products. Independent brokers can match you with the carrier that fits your situation.

    • NNI certification isn't required, but it matters. It's not a legal requirement to sell IBC-style policies, but it signals that an advisor has gone through specific training in Nelson Nash's methodology and stays connected to ongoing education.

    • We start underwriting early—on purpose. The application process takes 4-6+ weeks. We submit it before finalizing your policy structure so the company is waiting on us, not the other way around. Think of it like a mortgage pre-approval.

    • Education happens throughout. Expect 2-4+ calls before your policy is even issued. We want you to understand what you're buying, how it works, and how to use it. This should be the asset you understand the most.


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    1 h y 7 m
  • E81 - You Don’t Need Dave Ramsey, but Congress Sure Does!
    Jan 9 2026

    Book a call: https://remnantfinance.com/calendar !

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    This episode dives into the macroeconomic chaos of 2025. Hans breaks down the yen carry trade, quantitative easing, and why the 10-year Treasury isn't budging despite Fed rate cuts. Brian connects it back to what matters: how you position your family's finances when nobody knows what's coming next.

    The tension is real. On one hand, the debasement trade says go long equities—they're going to keep printing money and asset prices will rise. On the other hand, forward P/E ratios are at 23x, historically correlated with flat or negative real returns over the next decade. And then there's AI—a real time Black Swan breaking every economic model we thought we understood.

    Chapters:

    • 00:00 – Opening segment

    • 01:25 – 2025 macro overview: building resilience against all outcomes

    • 05:05 – Fed rate divergence: Japan raising while the US cuts

    • 06:55 – The yen carry trade explained

    • 10:30 – Quantitative easing: how the Fed creates money through primary dealers

    • 13:45 – The Cantillon effect and why Wall Street benefits first

    • 15:15 – Congress is the root cause, not the Fed

    • 17:05 – Why Austrian economists were partially wrong about 2008 QE

    • 19:30 – Will this round of QE hit faster?

    • 21:45 – The bond market is calling the Fed's bluff

    • 25:45 – The case for growth assets in an inflationary environment

    • 28:00 – Forward P/E at 23x: what the metric means

    • 34:05 – How forward P/E correlates with 10-year returns

    • 40:30 – Why you need both growth and guaranteed savings

    • 42:00 – The dual paths of wealth: protection and growth

    • 45:15 – The house fire story50:10 – AI as the wildcard disrupting all economic models

    • 53:05 – The slow-motion Black Swan we're living through

    • 56:45 – The 1994 email clip: we're there again with AI

    • 59:00 – Closing segment

    Key Takeaways:

    • Two Narratives, One Strategy: The inflation/debasement trade says buy growth assets. Elevated P/E ratios say expect flat returns. Both are valid—which is why you need exposure to both growth and guarantees.

    • The Fed Isn't the Root Problem: Congress can't stop spending. The Fed enables it by monetizing debt through quantitative easing. Until spending stops, money printing won't stop.

    • The Bond Market Doesn't Believe the Fed: Rate cuts should lower mortgage rates. They haven't. The 10-year Treasury is rising because bond buyers are pricing in continued inflation and fiscal recklessness.

    • Forward P/E Matters: At 23x, historical data shows a strong correlation with flat inflation-adjusted returns over the next decade. That's not a prediction—it's a data point worth considering.

    • AI Changes Everything (Maybe): What took 30 years of internet development now happens in 12 months with AI. It could accelerate productivity beyond anything we've measured—or it could be a bubble. Nobody knows. Plan accordingly.

    Book a call: https://remnantfinance.com/calendar !
    The Fed just cut rates. Japan just raised theirs to a 30-year high. The bond market is calling the Fed's bluff. And Congress keeps maxing out credit cards while writing their own spending limit increases. What does this mean for your money—and how do you plan when the signals are screaming opposite things?

    The Dual Paths of Wealth: You're always walking two roads—protection and growth. Whole life insurance designed for IBC lets you do both simultaneously: guaranteed savings you can leverage into growth assets without abandoning either path.

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    1 h y 1 m
  • E80 - Why Your Will Isn't Enough: The Estate Planning Wake-Up Call
    Jan 2 2026

    Many philosophers have contemplated the inevitability of death and taxes. But despite knowing both are coming, most people avoid planning for either until it's too late. What happens when you die without a proper estate plan? What's the difference between a will and a trust? And why does the government already have an estate plan for you—whether you like it or not?

    This episode tackles estate planning head-on. Hans walks through the foundational concepts from his CLU coursework while Brian shares the painful reality of navigating Pennsylvania's probate system after losing his mother. The contrast is striking: life insurance proceeds arrived within a week, tax-free and hassle-free. Everything else? A year-long nightmare involving shyster attorneys, arbitrary timelines, and a state government eager to collect its pound of flesh.

    The episode also addresses a critical oversight many families make: naming minor children as contingent beneficiaries on life insurance policies. Insurance companies cannot pay minors directly, which reintroduces the exact inefficiencies you were trying to avoid. One possible solution? Establish a trust and name it as your contingent beneficiary.

    Chapters:

    • 00:00 – Opening segment

    • 02:00 – Why estate planning matters for everyone

    • 03:30 – Brian's probate experience in Pennsylvania

    • 07:30 – The one-year waiting period and attorney fees

    • 11:45 – Life insurance: the easiest transfer by far

    • 15:00 – Definition of estate planning: accumulate, manage, conserve, transfer

    • 17:30 – Effective vs. efficient transfers explained

    • 19:45 – The three places your assets can go

    • 24:00 – Federal estate tax: 40% above the exemption

    • 29:00 – The five-year thought exercise

    • 37:00 – Minor children as beneficiaries: the hidden problem

    • 43:30 – What would change if you had five years left?

    • 54:00 – Heritage over inheritance: passing down more than money

    • 59:05 - Closing Segment

    Key Takeaways:

    • You Already Have an Estate Plan: If you haven't created one, the government has a default plan for you—and it prioritizes creditors and bureaucratic process over your family's needs.

    • A Will Is Not Enough: Wills direct the probate court on asset distribution, but assets still go through a lengthy, costly, public legal process. Trusts bypass probate entirely.

    • Life Insurance Skips the Mess: Death benefits transfer directly to beneficiaries, tax-free, within days—no court involvement, no waiting periods, no attorney fees.

    • Don't Name Minors as Beneficiaries: Insurance companies cannot pay children directly. Name a trust as your contingent beneficiary to maintain efficiency and control.

    • The Five-Year Exercise Changes Everything: If you knew your exact death date, your priorities would shift immediately. Use that clarity now—maximize protection, spend time with family, stop deferring what matters.

    • Estate Planning Is for the Living: Half of estate planning—accumulation and management—happens while you're alive. This isn't just about death; it's about building and protecting wealth today.



    Visit https://remnantfinance.com for more information

    FOLLOW REMNANT FINANCE

    Youtube: @RemnantFinance (https://www.youtube.com/@RemnantFinance )

    Facebook: @remnantfinance (https://www.facebook.com/profile.php?id=61560694316588 )

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    Got Questions? Reach out to us at info@remnantfinance.com or book a call at https://remnantfinance.com/calendar !

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    1 h y 4 m
  • E79 - Protect, Save, Grow: The Financial Framework You're Missing in 2026
    Dec 26 2025

    Joe Withrow, Brian Moody, and Hans Toohey deliver a joint strategy session on building a financial foundation that survives contact with reality. Why does traditional financial planning put growth before protection? What happens when your plan gets punched in the face? And why is Infinite Banking the only savings vehicle that accomplishes two critical goals simultaneously?

    Most people have been trained to think their 401(k) is savings and their term life insurance is "just in case." They're told to focus on growth—index funds, average rates of return, retirement projections—while protection and actual savings become afterthoughts. But when job loss hits, disability strikes, or markets crater, the whole plan collapses. This episode reveals the proper order of operations: protect first, save second, grow third. Hans breaks down why "average rate of return" is a meaningless data point. Brian illustrates the parallel paths of protection and wealth accumulation with the diagram that makes it all click. And Joe explains why buying insurance isn't an expense if you do it correctly—it's saving money that immediately becomes accessible capital.

    The conversation covers IBC mechanics, policy loans that don't disrupt compounding, real estate purchases funded with cash value, the power of dinner table time for passing down values, and why building generational wealth starts with one decision: get the foundation right, then everything else becomes possible.

    Chapters:

    • 00:00 - Opening segment

    • 01:25 - New Year's resolutions: tangible goals vs. vague aspirations

    • 08:50 - The invention of "Retirement Inc." in the 1970s

    • 11:05 - Protect, Save, Grow: the proper order of operations

    • 13:10 - What traditional CFPs get wrong about protection

    • 14:35 - Why "average rate of return" is a useless metric

    • 16:40 - Brian's parallel paths diagram begins

    • 19:30 - The two parallel paths: protection and wealth accumulation

    • 22:30 - What can disrupt the wealth curve? (audience participation)

    • 25:50 - Poor investment decisions: the most common sabotage

    • 27:05 - Infinite money printing: Congress is the real villain

    • 30:05 - Low Stress Options trading: the 1% per week framework

    • 32:25 - Why people abandon the framework (and regret it)

    • 33:00 - Systematizing savings: DCA into gold and Bitcoin every week

    • 36:25 - UPMA for fractional gold ownership

    • 37:45 - IBC: not an expense, it's saving money

    • 39:15 - The kids' policies: $3,000 payment = $3,500 cash value

    • 40:10 - Legal protection: equity in life insurance vs. bank accounts

    • 41:15 - Brian: IBC's rate isn't big compared to investments, but...

    • 42:50 - Whole life matches a guaranteed event (death) with guaranteed outcome

    • 44:30 - Joe's real estate purchases funded by policy loans

    • 45:30 - Hans breaks down policy loan mechanics (not simple interest)

    • 47:40 - Annual compounding with principal-only repayments

    • 48:15 - Hans's approach: keep loans levered for LSO trading

    • 49:45 - Cash doesn't find opportunities, opportunities find cash

    • 51:00 - Brian's land purchase: opportunity requires capital

    • 53:10 - Making purchases for freedom and security, not money itself

    • 59:30 - Actionable next steps

    • 1:08:40 - Heritage over inheritance: building bloodline strength

    • 1:09:30 - The Five Pillars: financial is just one piece

    • 1:10:10 - Passing down American values and family culture

    • 1:12:25 - Dinner table time: 90 minutes in the '70s vs. 11 minutes today

    • 1:14:30 - Start at your locus of control and expand outward

    • 1:15:20 - Multi-generational thinking: buying IBC for grandkids

    • 1:27:00 - Closing segment


    Visit https://remnantfinance.com for more information

    FOLLOW REMNANT FINANCE

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    Got Questions? Reach out to us at info@remnantfinance.com or book a call at https://remnantfinance.com/calendar !

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    1 h y 29 m
  • E78 - The Discipline That Separates Wealth Builders from Everyone Else
    Dec 19 2025

    Brian breaks down the most misunderstood aspect of Infinite Banking: loan repayments. Why do we pay ourselves back at market rates? What does EVA actually mean? And what happens when you pay yourself more than the insurance company charges?

    Most people think being their own banker means they can be loose with repayment—skip payments, pay whenever, charge themselves whatever rate feels right. You can, per the contract. But should you? This episode reveals why maintaining market-rate discipline for the full loan duration is what separates wealth builders from people who just talk about IBC. Brian explains where that "extra interest" actually goes, how to decide how much to pay against your loan, and how Parkinson's Law can destroy generational wealth before it ever gets started.

    Discipline is what builds legacy wealth. Without it, you're just the worst kind of bank: one with no standards, no discipline, and ultimately no capital.

    • 00:00 - Opening segment

    • 00:40 - Introduction: Why loan repayments trip people up

    • 01:30 - Policy loan mechanics: you're not withdrawing, you're borrowing

    • 02:10 - Economic Value Added (EVA): the fundamental principle

    • 03:05 - Why people go sideways: thinking interest doesn't matter

    • 03:30 - Nelson Nash's recommendation: pay market rates for full duration

    • 04:40 - What "market rates" actually means

    • 05:20 - Maintaining discipline that creates wealth

    • 06:30 - The $30K car loan example at 5% over 5 years

    • 07:25 - Where does the extra interest go when you pay yourself more?

    • 08:30 - The insurance company doesn't care what rate you calculate

    • 09:30 - Should you keep paying after the loan is satisfied early?

    • 11:00 - Where most people sabotage themselves: the early payoff trap

    • 11:30 - Parkinson's Law: expenses rise to meet income

    • 12:50 - What to do when your PUAs are maxed out

    • 14:00 - Capital deployment vs. consumption: know the difference

    • 14:20 - Parkinson's Law destroys generational wealth

    • 16:00 - The temptation to "save on interest" (you're paying yourself)

    • 17:00 - "But I can make more investing elsewhere" - the speculation trap

    • 18:10 - IBC isn't about loopholes, it's about discipline

    • 19:10 - Practical implementation: set up auto-pay, treat it like any loan

    • 19:40 - The $40K truck example: paying 7% when insurance charges 5%

    • 22:30 - Decision tree when your policy is truly maxed

    • 26:15 - Income doesn't equal wealth: the $500K pilot who's broke

    • 27:00 - The $80K family building dynastic wealth

    • 28:40 - Final recap: market rates, full duration, have a plan

    • 30:00 - EVA: every loan should create value, every payment should build

    • 30:45 - If your practitioner says rates don't matter, run

    • 31:20 - The Moody Family Creed and how it applies here

    • 31:50 - Closing thoughts

    Economic Value Added (EVA): The fundamental question: did the thing you financed produce more value than the loan cost you? Borrow at 5%, asset returns 8% = positive EVA. Borrow at 5%, thing depreciates = negative EVA.

    Pay Yourself Market Rates: Nelson Nash recommended paying loans back at market rates or higher— at least what you'd pay elsewhere for similar financing. This maintains the discipline that creates wealth.

    The Full Duration Principle: Even if you pay a loan off early by using higher interest rates, keep making those payments for the full original term. A 5-year loan means 5 years of payments to your system.

    The Early Payoff Trap: This is where most people sabotage themselves.



    Visit https://remnantfinance.com for more information

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    Chapters:Key Takeaways:Got Questions? Reach out to us at info@remnantfinance.com or book a call at https://remnantfinance.com/calendar !

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    33 m
  • E77 - The 401(k) Trap: Whose Water Are You Carrying?
    Dec 12 2025

    Hans and Brian challenge the conventional wisdom around qualified retirement plans and expose the misaligned incentives baked into the 401(k) system.

    Most people defend their 401(k)s and IRAs with passion—but they're carrying water for institutions whose goals directly conflict with their own. This episode breaks down the four things financial institutions want from your money, reveals the history of how employers shifted pension risk onto employees, and asks the critical question: whose incentives are you serving?

    The conventional model says lock your money away for 40 years, fund your own retirement, bear all the market risk, and hope you have enough at 65. The qualified plan gives you a 13-year window of control—you can't touch it penalty-free until 59.5, and RMDs force withdrawals starting at 73. That means if you live to 76, you only controlled your money 25% of your life. Meanwhile, the average person retiring today has $537,000 saved but needs $1.5 million. The system is failing, yet people aggressively defend it.

    Chapters:

    00:00 - Opening segment 03:40 - Revisiting fundamentals 04:25 - What do financial institutions want from you? 05:25 - The four goals: get your money, hold it systematically, keep it long, give back little 06:40 - We just described a qualified plan 07:50 - The 13-year window: locked until 59.5, forced RMDs at 73 08:45 - Tax benefits: the one real advantage of a Roth 10:00 - Why we're assuming Roth for this discussion 11:30 - The gray area in Roth tax code and the $42 trillion sitting in qualified plans 12:35 - Only controlling your money 25% of your life 13:20 - Teaching kids to be good stewards vs. locking their money away 14:30 - RMD penalties: 25% minimum, up to 50% in some scenarios 16:00 - TSP RMD mechanics: you can't choose which funds to liquidate 17:00 - Taking the employer match and using whole life as a volatility buffer 18:20 - Spending down qualified plans first, not leaving them to heirs 18:50 - The pension system: employers provided capital and bore market risk 21:20 - The shift: now employees fund their own retirement and bear all risk 23:10 - Stockholm Syndrome: aggressively defending the institutions that benefit 24:00 - Median household income $84K, needs $1.5M, average savings $537K 27:40 - Why the average is skewed by millionaires (statistical reality check) 29:25 - Comparing contractual guarantees to projections and prospectuses 31:00 - Strip away the labels: whole life is just an asset, just like mutual funds 32:20 - We want you to understand WHY you believe what you believe 33:35 - The rate of return objection and Nelson's tailwind example 36:15 - Whose incentives align with yours? Insurance companies vs. 401(k) managers 38:05 - Underwriting proves alignment: they want you healthy and financially stable 39:30 - Our mission: cut banks out, create tax-free estates, control your capital 41:15 - Closing thoughts



    Visit https://remnantfinance.com for more information

    FOLLOW REMNANT FINANCE

    Youtube: @RemnantFinance (https://www.youtube.com/@RemnantFinance )

    Facebook: @remnantfinance (https://www.facebook.com/profile.php?id=61560694316588 )

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    Got Questions? Reach out to us at info@remnantfinance.com or book a call at https://remnantfinance.com/calendar !

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    43 m
  • E76 - You Bought the Policy, Now What? Navigating the Four Stages of Infinite Banking
    Dec 5 2025

    Hans and Brian break down the four-stage framework for infinite banking mastery, drawn from Factum Financial's work observing how practitioners actually use their policies over time.

    Most people who buy a whole life policy think they're "doing infinite banking." They're not. They're at Stage One—and most never make it past Stage Three. This episode walks through the progression from Saver to Wealth Builder to Business Banker to Infinite Banker, and explains why defining success is the only way to stop chasing "more" forever.

    The conventional approach to money says sacrifice now, maybe live on rice and beans, and hope for abundance at 65. The infinite banking model allows you to live in abundance now while building exponentially greater wealth for future generations—but only if you understand what stage you're in and where you're actually going.

    Chapters:

    00:00 - Opening segment

    03:40 - Why most life insurance is just a drawer document

    04:50 - Stage One: The Saver (financial education, awareness, saving strategy)

    06:30 - Why getting the policy doesn't make you proficient

    08:00 - Stage Two: The Wealth Builder (adding debt strategy and investing strategy)

    11:15 - Understanding policy loan mechanics and efficient cash flow capture

    12:00 - Multiple uses of your dollar: saving and debt repayment simultaneously

    12:35 - Stage Three: The Business Banker (comprehensive integration)

    14:00 - Raising deductibles and optimizing cash flow across all insurance

    16:05 - Asset protection and trust structures

    17:35 - The synergistic effect when investing strategies tie back into the system

    18:00 - Stage Four: The Infinite Banker (maximum control and financial freedom)

    18:25 - Jason Lowe's family with 77 policies financing nothing through banks

    20:05 - The five areas of life: spiritual, personal, family, financial, occupation

    22:35 - Hans's financial goals: zero budget on health/longevity and slow travel

    24:30 - Why you need to get comfortable with material goals

    26:00 - Finance as the area that spreads across everything else

    27:35 - Even a simple quiet life requires getting financial loose ends tied up

    29:10 - Leaving disorder vs leaving a legacy

    31:30 - Identifying which stage you're in and continuously optimizing

    32:25 - Recap of the four stages

    32:35 - Contrasting with the conventional "no control" financial planning model

    34:40 - Closing thoughts

    Key Takeaways:

    • Stage One - The Saver: Getting the policy in place with financial education, awareness, and a saving strategy. Understanding why you have a term rider, what your MEC limit is, and the basic structure. Many clients can't fully explain these elements a year after purchase—that's normal, but it means you're still at Stage One.

    • Stage Two - The Wealth Builder: Adding debt strategy and investing strategy on top of the whole life chassis. Using policy loans efficiently, understanding being your own banker, and making your dollars work in multiple places simultaneously. Most Remnant Finance clients are here.

    • Stage Three - The Business Banker: Treating family cash flow like a business. Comprehensive integration of cash flow management, optimized insurance strategies (raising deductibles to maximize inflows), asset protection, and trust structures. The synergistic effect where investments flow back into the entire system.

    • Stage Four - The Infinite Banker: True financial freedom with maximum control over your entire financial life. Multi-generational legacy where the next generation understands and participates.



    Visit https://remnantfinance.com for more information

    FOLLOW REMNANT FINANCE

    Youtube: @RemnantFinance (https://www.youtube.com/@RemnantFinance )

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    Got Questions? Reach out to us at info@remnantfinance.com or book a call at https://remnantfinance.com/calendar !

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    37 m
  • E75 - Tax Implications for Low Stress Options: What You Need to Know
    Nov 28 2025

    Hans and Brian sit down with the Tax Sherpa team—Neal, Serena, and Fatma —to walk through the tax implications of options trading before it's too late to do anything about it.

    Most in the Remnant caucus of the Low Stress Options community haven't filed a tax return reflecting this trading activity yet. They're tracking weekly income in their spreadsheets and assume that's what they'll owe taxes on—but the brokerage statements tell a completely different story. The bottom line? If you're making real money trading options, you need actual tax strategy in place now—not in March when it's too late to make adjustments.

    Chapters:

    00:00 - Opening segment

    02:20 - How options are actually taxed (short-term capital gains, rolling, assignments)

    06:05 - Active trader vs passive trader: do you want professional trader status?

    08:35 - The $3,000 capital loss limit explained (and why it's basically a slap in the face)

    11:05 - Offsetting gains with losses: you can deduct more than $3,000 in the current year

    13:45 - Tax loss harvesting and why FREC's approach is interesting

    15:00 - How rolling options creates separate taxable events

    17:05 - Why the $3,000 limit was never inflation-adjusted (it should be $25-30K today)

    18:15 - Gambling losses and why they only offset gambling wins

    20:25 - What your brokerage statement will actually show vs what the tracker shows

    22:40 - Real estate as a "tax sponge" for offsetting capital gains

    24:00 - Interest tracing: deducting policy loan interest on Schedule A

    26:00 - Should you use one policy exclusively for investment loans?

    28:25 - Why you shouldn't be doing this with TurboTax

    29:00 - Mortgage interest deduction limits after the Big Beautiful Bill

    35:20 - Using an LLC for trading: real estate, consulting, or all-in-one?

    37:55 - Why crypto taxes are endlessly complex (smart contracts, staking, DeFi)

    47:15 - Wash sale rule: does getting assigned invoke it?

    55:30 - The Tax Sherpa process: survey, planning, execution

    Key Takeaways:

    • Options are taxed as short-term capital gains (at your ordinary income rate) in 99% of cases—each contract is a separate taxable event, so rolling creates multiple transactions

    • The $3,000 capital loss limit is the NET position—you can offset unlimited gains plus an additional $3,000, then carry forward the remainder into future years

    • Your brokerage tracker shows return on equity; Schwab reports each individual trade—they're answering different questions, which is why people are often pleasantly surprised at tax time

    • If you're using policy loans to fund trading, you can deduct the interest on Schedule A through interest tracing—but you have to actually pay it and document the allocation

    • Professional trader status (mark-to-market accounting) is almost never advantageous unless trading is literally your full-time business with substantial daily activity and deductible expenses

    • Custodial accounts for kids don't provide much tax benefit due to kiddie tax rules—and they count against the student for financial aid purposes, unlike parent-held assets

    • Do your tax planning NOW, not in March—once the year is over, you've lost the ability to make strategic adjustments that could save you tens of thousands of dollars

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