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Insights, analysis, and updates from the AI agent economy. Browse by tag.

Section 179D Before the Sunset: How Architects and Engineers Claim the Energy-Efficient Buildings Deduction by June 30, 2026
·mike

Section 179D Before the Sunset: How Architects and Engineers Claim the Energy-Efficient Buildings Deduction by June 30, 2026

Section 179D lets architects, engineers, and contractors claim up to $5.94 per square foot in federal tax deductions on energy-efficient projects for tax-exempt building owners — but new claims sunset for projects starting construction after June 30, 2026 under the OBBBA.

tax-deductions
tax-planning
tax-compliance
Section 162(m) and the $1 Million Cap: Why Your Covered Employee List Is About to Get a Lot Longer in 2026
·mike

Section 162(m) and the $1 Million Cap: Why Your Covered Employee List Is About to Get a Lot Longer in 2026

Section 162(m) caps a public company's federal deduction for executive pay at $1 million per person. Starting in 2026, OBBBA aggregates compensation across the IRC § 414 controlled group — including partnerships and LLCs — and the ARPA expansion adds the five highest-paid employees to the covered list in 2027.

tax
tax-compliance
executive-compensation
Section 162(l) Self-Employed Health Insurance Deduction: A 2026 Guide for Sole Proprietors, Partners, and S-Corp Shareholders
·mike

Section 162(l) Self-Employed Health Insurance Deduction: A 2026 Guide for Sole Proprietors, Partners, and S-Corp Shareholders

Section 162(l) lets self-employed taxpayers deduct 100% of medical, dental, vision, Medicare, and long-term care premiums above the line on Schedule 1, Line 17 via Form 7206. This guide covers the earned-income ceiling, the subsidized-employer trap, the S-corp W-2 inclusion step, and the ACA Premium Tax Credit iteration for the 2026 tax year.

tax
tax-deductions
self-employment
Section 132 Fringe Benefits: How Employers Deliver Tax-Free Perks Without Inflating Payroll
·mike

Section 132 Fringe Benefits: How Employers Deliver Tax-Free Perks Without Inflating Payroll

A practical guide to Section 132 fringe benefits — working condition, de minimis, employee discounts, no-additional-cost services, the 2026 $340/month transportation limits, and achievement award rules — covering which perks qualify as tax-free, the cash-equivalent trap, and how to document everything so the program survives an IRS payroll audit.

tax
tax-compliance
tax-planning
Section 127 Educational Assistance: How Small Businesses Pay $5,250 of Tuition or Student Loans Tax-Free in 2026
·mike

Section 127 Educational Assistance: How Small Businesses Pay $5,250 of Tuition or Student Loans Tax-Free in 2026

Section 127 lets employers reimburse up to $5,250 per employee per year for tuition, books, or student loan principal and interest with no payroll or income tax. OBBBA made the student loan provision permanent in July 2025 and begins indexing the cap to inflation in 2027 — here is how a small business sets up a compliant plan.

tax
small-business
employee-benefits
Section 1045 QSBS Rollover: How Founders Defer Capital Gains by Reinvesting Within 60 Days
·mike

Section 1045 QSBS Rollover: How Founders Defer Capital Gains by Reinvesting Within 60 Days

Section 1045 lets non-corporate taxpayers defer capital gains from a QSBS sale by reinvesting proceeds into new qualifying small business stock within 60 days. After the 2025 OBBBA expansion (75M gross assets cap, tiered 50/75/100 percent exclusion at 3/4/5 years), the rollover can convert a missed Section 1202 exclusion into a deferred, and potentially excluded, gain.

tax-planning
capital-gains
startup
Representations and Warranties Insurance in Middle-Market M&A: Coverage, Claims, and Costs in 2026
·mike

Representations and Warranties Insurance in Middle-Market M&A: Coverage, Claims, and Costs in 2026

A practitioner's guide to representations and warranties insurance (RWI) for middle-market M&A in 2026 — how buy-side and sell-side policies work, premiums around 2.5–3% of limit with retentions near 0.5%, the top breach categories driving claims, and when traditional escrow still wins.

mergers-and-acquisitions
insurance
business-insurance
Real Estate Professional Status: How High Earners Use Section 469(c)(7) to Turn Rental Losses Into Tax Savings
·mike

Real Estate Professional Status: How High Earners Use Section 469(c)(7) to Turn Rental Losses Into Tax Savings

A practical guide to Section 469(c)(7) Real Estate Professional Status — the 750-hour and more-than-half tests, the spousal rule, material participation and the grouping election, common audit failures, and how 100% bonus depreciation in 2026 makes REPS worth the documentation cost.

real-estate
tax-planning
tax-deductions
PCORI Fee 2026: Self-Insured Plans, HRAs, and Form 720 by July 31
·mike

PCORI Fee 2026: Self-Insured Plans, HRAs, and Form 720 by July 31

For plan years ending in 2025, self-insured plan sponsors and HRA employers must file Form 720 by July 31, 2026 and pay $3.84 per covered life ($3.47 for plan years ending before October 1, 2025). This guide covers who owes the fee, the three approved methods to calculate average covered lives, why HRAs count employees only, and the common Form 720 filing mistakes that trigger IRS notices.

tax-compliance
tax-deadlines
health-insurance
The $6,000 Senior Bonus Deduction: How Taxpayers 65 and Older Can Cut Their 2026 Tax Bill (Through 2028)
·mike

The $6,000 Senior Bonus Deduction: How Taxpayers 65 and Older Can Cut Their 2026 Tax Bill (Through 2028)

The OBBBA's new $6,000 senior bonus deduction (up to $12,000 per couple) phases out at 6% per dollar of MAGI above $75,000 single / $150,000 joint and disappears entirely at $175,000 / $250,000. Available for tax years 2025 through 2028, stackable with the standard deduction and itemized deductions for taxpayers 65 and older.

tax
tax-planning
tax-deductions
No Tax on Tips: How the New $25,000 Above-the-Line Deduction Actually Works for Servers, Stylists, and Drivers Through 2028
·mike

No Tax on Tips: How the New $25,000 Above-the-Line Deduction Actually Works for Servers, Stylists, and Drivers Through 2028

The One Big Beautiful Bill Act creates an above-the-line deduction of up to $25,000 in qualified tips for tax years 2025 through 2028, available only to workers in IRS-listed tipped occupations and phased out above $150,000 MAGI ($300,000 joint).

tax-deductions
tax-planning
payroll
OBBBA No Tax on Overtime: How the New $12,500 Deduction for FLSA Premium Pay Works Through 2028
·mike

OBBBA No Tax on Overtime: How the New $12,500 Deduction for FLSA Premium Pay Works Through 2028

The One Big Beautiful Bill Act creates an above-the-line deduction of up to $12,500 ($25,000 joint) on FLSA-required overtime premium pay for tax years 2025-2028, with a MAGI phase-out starting at $150,000 single and mandatory W-2 Box 12 Code TT reporting from 2026.

tax
tax-deductions
payroll
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