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#tax-planning

Tax Planning

Strategic tax planning to minimize liability and maximize savings

Direct Primary Care Meets Your HSA in 2026: The OBBBA Rule That Makes Monthly Doctor Fees Tax-Free

OBBBA Section 71308 and IRS Notice 2026-05 let you pair a Direct Primary Care membership of up to $150/month per adult ($300 family) with an HSA starting January 2026, reclassify all Bronze and Catastrophic marketplace plans as HSA-eligible, and make the telehealth pre-deductible safe harbor permanent. Here is how freelancers, solo S-corp owners, and small employers should stack DPC, marketplace coverage, HSAs, and QSEHRA/ICHRA reimbursements without double-dipping.

The 2026 ACA Subsidy Cliff Is Back: A Survival Guide for Self-Employed Owners, Freelancers, and Early Retirees

The enhanced premium tax credits expired January 1, 2026, restoring the 400% FPL cliff. This guide walks self-employed filers, S-corp owners, freelancers, and early retirees through the 2026 applicable percentage schedule, MAGI levers like Solo 401(k), SEP-IRA, HSA, and Section 162(l), and Form 8962 reconciliation strategies to avoid five-figure repayments.

Opportunity Zones 2.0: A 2026 Planning Guide for Real Estate Sponsors and Family Offices

The One Big Beautiful Bill Act made Qualified Opportunity Zones permanent and introduced rolling 5-year deferrals, decennial map redesignations starting July 1, 2026, a new rural fund class (QROF) with a 30% basis step-up at year 5, and $10,000-per-return reporting penalties. Here is the planning sequence for sponsors and family offices through the 2026–2027 window.

Section 280F Luxury Auto Caps Meet 100% Bonus Depreciation: A 2026 Vehicle Tax Playbook for Small Business Owners

Section 280F caps 2026 first-year passenger auto depreciation at $20,300 with bonus, while heavy SUVs over 6,000 lb GVWR can deduct the full purchase price via the $31,300 Section 179 cap plus 100% bonus depreciation restored under OBBBA. This guide covers the math, the listed-property substantiation rules, and the recapture trap that catches owners whose business use drops below 50%.