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Tax Planning

Strategic tax planning to minimize liability and maximize savings

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Are Forgiven Student Loans Taxable in 2026? The IDR Tax Bomb, Who Stays Tax-Free, and the Form 982 Escape Hatch

The ARPA exclusion for student loan discharges expired on December 31, 2025, so income-driven repayment forgiveness after 20 or 25 years, closed-school and borrower-defense discharges are federal taxable income again from 2026, while PSLF, teacher-service and death or disability discharges remain tax-free. A $49,000 IDR discharge can add roughly $5,800 to $10,000 in federal tax; the Form 982 insolvency exclusion, early AGI planning and your own payment ledger are the tools that shrink the bill.

mike

student-loansloan-forgivenesstax

IRMAA for Business Owners: The Two-Year Lookback, the 2026 Medicare Brackets, and the SSA-44 Appeal

Medicare's IRMAA surcharge sets your 2026 Part B and Part D premiums from your 2024 tax return, and crossing a bracket by one dollar triggers the full tier — up to roughly $14,000 a year above standard premiums for a couple. Here is how business sales, Roth conversions and RMDs trigger it, the 2026 thresholds, and how to file Form SSA-44 after retirement or another qualifying life-changing event.

mike

tax-planningretirement-planninghealthcare

Phantom Interest Income: Why Original Issue Discount Taxes You on Money You Haven't Received Yet

Original issue discount makes you report interest income each year on bonds that pay no cash until maturity. This guide covers where OID hides — zero-coupon bonds, T-bills, TIPS, seller-financed notes — the 0.25%-per-year de minimis threshold, how to read Boxes 1, 2, 6 and 8 of Form 1099-OID, and the basis and state-tax mistakes that make investors overpay.

mike

taxinterestpersonal-finance

Un-Electing S Corporation Status: How to Revoke Your S Election and What It Costs

Revoking an S election takes a signed statement from shareholders holding more than 50% of shares, received by March 15 for a January 1 effective date, and it bars re-election for five tax years. This guide covers the required statement contents, mid-year short-year splits, the Section 1374 built-in gains tax on appreciated assets, and the post-termination window for tax-free AAA distributions.

mike

s-corporationc-corporationentity-conversion

Brazil's Dual-VAT Reform Is Quietly Pushing Small Businesses Out of Simples Nacional: A B2B Seller's Guide to the New IBS/CBS Credit Chain

Brazil's IBS/CBS dual VAT replaces five consumption taxes, and a Simples Nacional supplier now passes on a smaller input credit than a regular-regime competitor quoting the same price. A guide to the September 30 and November 1, 2026 deadlines, the 2027 end of cash-basis Simples, and what the credit chain changes in B2B pricing and bookkeeping.

mike

vatinternational-taxtax-compliance

Michigan's 69% Fuel Tax Jump: The Net Cost Shift Every Vehicle-Heavy Business Should Recalculate

Michigan's motor fuel excise tax rose from 31 to 52.4 cents per gallon on January 1, 2026, while the 6% sales tax on fuel disappeared — a swap that costs more below a $3.57 pump price and less above it. Here is the breakeven math, the fleet-level dollar impact, and five recalculations covering cost per mile, surcharges, reimbursements, IFTA filings, and fuel bookkeeping.

mike

tax-compliancesmall-businesstrucking

OBBBA and the Cash Method in 2026: the $32 Million Test, the Manufacturer Lane, and a July R&D Deadline

For tax years beginning in 2026 the Section 448(c) gross-receipts threshold is $32 million, up from $31 million. OBBBA adds a reported $80 million lane for qualifying manufacturers and lets small businesses elect retroactive 2022–2024 R&D expensing under Section 174A by July 6, 2026 — here is the threshold math, who is forced onto accrual, and how a method change works.

mike

taxtax-planningtax-compliance

Qualified Sponsorship Payments vs. Advertising: How Nonprofits Keep Sponsor Dollars Out of UBIT

A qualified sponsorship payment is tax-free under IRC Section 513(i), while advertising revenue is taxed at the 21% UBIT rate and triggers Form 990-T once unrelated business income reaches $1,000. This guide draws the acknowledgment-versus-advertising line the regulations use — qualitative language, price claims, exclusive-provider clauses, periodical placements, contingent amounts, and the 2% de minimis threshold for return benefits — and gives an eight-step screen to run before signing a sponsor contract.

mike

nonprofittax-compliancefundraising

The S Corporation AAA: How the Accumulated Adjustments Account Decides Whether Your Distributions Come Out Tax-Free

An S corporation distribution is tax-free only to the extent of the Accumulated Adjustments Account once the company carries C-corporation earnings and profits. This guide covers what moves AAA up and down, the four-step distribution ordering rules, a worked $40,000 example with two opposite outcomes, and five bookkeeping mistakes that turn owner draws into taxable dividends.

mike

s-corporationowner-distributionsstock-basis

Section 1234A and Termination Payments: Why a Forfeited Deposit or Canceled Purchase Option Gets Capital, Not Ordinary, Treatment

Section 1234A treats gain or loss from the cancellation, lapse, or termination of a right in capital-asset property as capital — so a forfeited earnest-money deposit is usually a short-term capital loss, a lapsed option premium is short-term capital gain, and a merger break fee is a capital loss capped at $3,000 of ordinary income per year for individuals. Services contracts, Section 1231 business property, and debt retirements fall outside the statute and stay ordinary.

mike

taxcapital-gainscontracts

New Zealand's Contractor Withholding Exemption Jumps to $75,000: A US Freelancer's Guide to NRCT

From 1 April 2027 New Zealand raises its Non-Resident Contractors Tax exemption from $15,000 to $75,000 per 12-month period and tests it per payer rather than in aggregate. Here is how the 15% withholding works today, how the US–NZ treaty stops it at the source, and why 15.3% self-employment tax still applies with no totalization agreement in place.

mike

freelanceinternational-taxwithholding
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