#tax-planning
Tax Planning
Strategic tax planning to minimize liability and maximize savings
2026 HSA Limits Rise to $4,400 and $8,750: The Small Business Owner's Pre-Open-Enrollment Playbook
IRS Rev. Proc. 2025-19 raises 2026 HSA limits to $4,400 self-only and $8,750 family, with a $1,000 catch-up at 55+, and lifts HDHP minimum deductibles to $1,700/$3,400. This guide explains how small businesses must update cafeteria plans, payroll caps, and bookkeeping before open enrollment to capture the triple tax benefit and avoid overcontribution and comparability penalties.
E-Bike Rental Fleet Bookkeeping: How to Depreciate a Fast-Aging Asset, Capitalize Battery Packs, and Budget the $400–$900 Replacement Cycle
A 10-bike e-bike rental fleet costs $15,000–$30,000 to launch, but each swappable battery lasts only 500–1,000 cycles and costs $400–$900 to replace — often within a year at rental utilization. This guide shows how to capitalize bikes and packs separately, depreciate under 2026 Section 179 and restored 100% bonus depreciation, reconcile net app payouts to gross revenue, and track utilization and revenue per bike per day before the next battery wave hits.
Crypto Estate Planning for Business Owners: Documenting Wallets, Seed Phrases, and NFTs So Your LLC Outlives You
A business owner's guide to inventorying crypto wallets, seed phrases, and NFT holdings so your LLC's treasury survives incapacity or death — RUFADAA-compliant will language, Shamir backups, platform legacy tools, and per-wallet bookkeeping that keeps the estate honest.
The 2026 Farm Bill Stalled in the Senate: What Specialty Crop, Local Food, and Beginning Farmers Should Do Now
The House passed a skinny 2026 Farm Bill (H.R. 7567) while the Senate committee stalled 10-11; here is what its sales-based specialty crop disaster framework, block grants, and LAMP local-food programs mean for small farms — and how to make your sales history audit-ready before the money moves.
Pay As You Go: How Small Businesses Avoid the Estimated Tax Underpayment Penalty With Safe Harbor Rules for 2026
Hit one estimated-tax safe harbor and the IRS underpayment penalty disappears — pay 90% of this year's tax or 100% of last year's (110% if prior-year AGI topped $150,000) through timely quarterly payments. Covers the 2026 penalty rate (7% Q1/Q3, 6% Q2, compounded daily), the four due dates, and a bookkeeping system that keeps you penalty-free.
Section 127 Made Permanent: The $5,250 Tax-Free Student Loan and Tuition Benefit
Section 127 lets an employer give each employee up to $5,250 a year, tax-free, toward tuition or student loan payments — now permanent under the One Big Beautiful Bill Act and indexed for inflation from 2027. This guide covers the written-plan and nondiscrimination requirements, the W-2 treatment, and a clean chart-of-accounts setup.
IRS Publication 544 for Small Business: How Depreciation Recapture Turns an Asset Sale Into Ordinary Income
When you sell depreciated business equipment or a vehicle, Section 1245 recharacterizes gain up to the depreciation you took as ordinary income — reported on Form 4797, not Schedule D or Schedule C. This guide walks basis, adjusted basis, amount realized, and the recapture math with plain-text bookkeeping examples.
Section 139 Qualified Disaster Relief Payments: How Employers Can Help Employees Tax-Free
Section 139 lets employers reimburse employees' unreimbursed disaster expenses with no income tax, no FICA/FUTA, and no W-2 reporting — while keeping the deduction. Covers what qualifies, what doesn't (lost wages, insured costs), the minimal documentation needed, and how to book payments outside payroll.
Donor-Advised Fund vs. Private Foundation: A Business Owner's Guide to Giving Appreciated Stock
A DAF deducts appreciated closely held stock at fair market value up to 30% of AGI; a private foundation caps the same gift at cost basis and 20%, plus a 5% payout and 1.39% excise tax. Here is how business owners choose between them.
ICHRA Explained: How Small Employers Are Ditching Group Health Plans for Custom Reimbursements in 2026
An ICHRA lets employers reimburse employees tax-free for individual health insurance instead of buying a group plan. Covers the 2026 affordability threshold of 9.96%, QSEHRA vs ICHRA rules, the 11 allowable employee classes, required notices, and how to book reimbursements without losing the tax advantage.
Moving Company Bookkeeping: Per-Move Job Costing, Fleet Depreciation, and Seasonal Cash Flow
Moving companies earn 55-60% of revenue between May and August, then face a 50-70% winter trough. Job-cost every move, depreciate trucks under MACRS 5-year rules, hold a 12-18% peak-season reserve, and run a 13-week cash forecast so summer profit funds winter.
W-2 Box 12 Code TP and Box 14b: The 2026 Employer Guide to Reporting Qualified Tips
For wages paid on or after January 1, 2026, employers must report qualified tips in W-2 Box 12 Code TP and the Treasury Tipped Occupation Code in Box 14b, or tipped employees lose a deduction of up to $25,000 under section 224.