Episode 128: Entity structure: LLC or S Corp: Picking the Right Shield for Your Business
Release Date: 10/31/2025
Accounting and Accountability
October 15 Tax Extension Deadline: What taxpayers should understand about the final individual income tax filing deadline and the important difference between an extension to file and an extension to pay. Saver's Credit vs. Saver's Match: What's Changing in 2027? The current retirement tax credit is being replaced by a new government retirement contribution program. Who could benefit, how the match differs from a tax credit, and what taxpayers should prepare for. New Charitable Tax Deductions for 2026 You may be able to deduct charitable contributions even if you take the standard...
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Self-employment tax & limited partners — The IRS is challenging the self-employment tax exemption for LLC limited partners, especially those in management roles, with courts siding with the IRS October 15th tax deadlines — Extended deadlines for personal 1040 returns, C corporation returns, SEP IRA funding, and excess IRA contribution withdrawals FinCEN Form 114 (FBAR) — Filing requirements for foreign financial accounts exceeding $10,000 and the steep penalties for non-compliance Educator expense deduction — Increased to $350 per teacher (up to $700 for married couples) and...
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In this episode: Rehoboth Office News — Our upcoming open house and new location. Federal Estate Tax — Who may still be affected and where planning can help. Offers in Compromise — When the IRS may accept less than the full tax debt. Taxpayer Advocate Service — Help when an IRS issue stalls. Tax Fraud and Filing Deadlines — Why the usual statute of limitations may not apply. Net Investment Income Tax — The surtax that can catch investors and rental property owners. Late S Corporation Elections — What happens when the filing deadline is missed. IRS Online...
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In this episode: IRA Rollovers — Rolling over traditional 401(k)s and IRAs, converting traditional IRAs to Roth IRAs, required minimum distributions, and estate planning considerations. Natural Disaster Tax Relief — New federal legislation easing casualty loss write-offs for qualified disaster victims, including timing and eligibility details. Corporate Transparency Act Update — Final ruling on beneficial ownership reporting requirements and what it means for US companies. Cybersecurity & Scam Prevention — Ongoing threats from cyber thieves targeting taxpayer data, reminders to...
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In this episode: IRS Oversight of Unenrolled Tax Preparers Overtime Pay Tax Deduction Update Congressional Tax Proposals to Watch Tax Court Case: Customer-Funded Improvements IRS.gov Business Tax Account Expansion Attorney's Fees and Settlement Tax Traps New Cryptocurrency Scam Warning Improper Refundable Credit Payments Delaware Department of Labor IT Fee
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In this episode: Inflation-indexed IRS deductions, credits, and thresholds for 2026. Non-indexed thresholds that haven't changed in decades (e.g., home sale gain exclusion). New above-the-line charitable deduction for non-itemizers. Rules for deducting donated vehicles. Conservation easements and farmland preservation. Tax treatment of donated timeshares and vacation home rentals. Qualified opportunity zone capital gains deferment. Health insurance marketplace premium tax credit pitfalls. Upcoming tax filing deadlines. IRS interest vs. penalty abatement rules.
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In this episode: Hobby loss rules – refresher on when the IRS may reclassify a business as a hobby. Trump accounts – contributing up to $5,000 for a minor without triggering a gift tax filing. Gift tax basics – $19,000 annual exclusion, filing requirements above that, and the $15M lifetime exemption. Gambling loss changes – losses now deductible only up to 90% of winnings (previously 100%), and only if itemizing. Online sports betting – winnings are taxable income regardless of platform. Standard mileage rate increase – 76 cents/mile for July–Dec 2025 vs. 72.5 cents for...
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In this episode: Premium tax credit changes affecting Marketplace health coverage enrollees. Long-term care insurance premium deductions and new retirement plan withdrawal rules. A proposed Newborn Tax Credit and updates to ABLE accounts. IRS partnership audit trends and lingering ERC (Employee Retention Credit) claim backlog. A rundown of current IRS-impersonation scam tactics targeting seniors.
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In this episode: Federal Scholarship Tax Credit (2027) — Up to $1,700 non-refundable credit for K–12 scholarship donations; no income limits; requires state opt-in Cryptocurrency staking rewards — Tokens taxable as income upon receipt; deferral legislation proposed but not yet law 1099-DA reporting (2027) — Brokers must report digital asset sales; provide all 1099s to your preparer Charitable contribution rules — Cash must be documented; GoFundMe not deductible; large non-cash donations require appraisals $4.2M charitable deduction denied — Tax court disallowed due to inadequate...
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In this episode: IRS call strategies – A tip for getting through when the IRS won't accept calls • Tax identity theft – How fraudsters file returns using stolen Social Security numbers • Qualified Small Business Stock (QSBS) – A little-known tax exclusion that could eliminate gains for eligible investors • IRS First-Time Abatement – An automated penalty relief process coming soon for late filers • Investment fee deductibility – Why individuals can no longer deduct these fees, but businesses still can • IRS interest rate increases – Higher rates on underpayments and...
info_outlineIn this episode:
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C vs. S corp: where taxes really hit
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LLCs vs. S corps: payroll and flexibility
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Double taxation decoded
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Profit splits: fair or fixed?
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When losses save you money
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Recourse vs. nonrecourse debt explained
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Why planning before filing matters
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Clean books = real tax options
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Hiring experts beats DIY mistakes
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Paying advisors as an investment
Today on the podcast, we’re joined by Christopher VonLindenberg, Founder and CEO of Lindenberg Financial. Chris is a lifelong entrepreneur with a passion for helping people unlock their potential, both financially and personally. In our conversation, he shares how growing up in a blue-collar family shaped his work ethic, how he learned to redefine success beyond “just working harder,” and why he believes true financial planning starts with life planning.
Episode Overview:
In this episode, listeners will hear:
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How Chris turned uncertainty about his future into a career built on service and entrepreneurship.
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Why “living life while you work” matters more than saving it all for retirement.
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The difference between working in your business and working on your life vision.
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How collaboration between CPAs, financial planners, and attorneys creates better outcomes for clients.
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Why tax and financial planning shouldn’t happen in silos—and how proactive teamwork can change your financial trajectory.
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The art and science of planning: blending data with human goals to build lasting confidence.
By the end, you’ll walk away with a renewed perspective on money, purpose, and how building the right advisory team can help you live life, not just plan for it.