#tax-planning
Tax Planning
Strategic tax planning to minimize liability and maximize savings
Donor-Advised Funds and the Charitable Bunching Strategy: Beating the 2026 Tax Floor with Concentrated Giving
The OBBBA's 0.5% AGI floor and 35% deduction cap take effect in the 2026 tax year, raising the cost of small annual gifts. Concentrating four years of donations into a single donor-advised fund contribution can add roughly $39,600 in total deductions for a $200,000-AGI couple while keeping the recipient charities on their normal schedule.
ESOP Section 1042 Rollover: How C-Corp Owners Can Sell to Employees and Defer (or Eliminate) Capital Gains Tax
Section 1042 of the IRC lets a C-corporation owner selling shares to an ESOP defer federal capital gains tax indefinitely — and potentially eliminate it through step-up at death. This guide covers the five qualifying conditions, what counts as Qualified Replacement Property, the floating-rate-note diversification strategy, and the trade-offs founders should weigh against a strategic sale.
Nonqualified Deferred Compensation: Section 409A, Rabbi Trusts, and the 20% Penalty Executives Need to Avoid
Section 409A lets companies defer executive pay above 401(k) limits, but a single misstep triggers immediate taxation on every vested dollar plus a 20% federal penalty and premium interest. Here is how NQDC plans, rabbi trusts, and the six permissible distribution triggers actually work.
Section 174A R&D Expensing Restored: A Small-Business Guide to Amending 2022-2024 Returns
The One Big Beautiful Bill Act's Section 174A restores immediate domestic R&D expensing starting in 2025, and small businesses under roughly $31 million in average gross receipts have until July 6, 2026 to amend 2022, 2023, and 2024 returns to recover taxes paid under the TCJA capitalization rules.
Section 179 vs. 100% Bonus Depreciation Under OBBBA: How Small Businesses Should Choose Their Equipment Write-Off Strategy in 2026
A 2026 decision guide for small businesses choosing between Section 179's $2.56M cap and OBBBA's permanent 100% bonus depreciation, with order-of-operations rules, hybrid examples, and state-conformity caveats.
Section 45F in 2026: How OBBBA Quadrupled the Employer-Provided Child Care Credit
Starting in 2026, the One Big Beautiful Bill Act expands Section 45F's Employer-Provided Child Care Credit from 25% to 40% (50% for businesses under $32M in average gross receipts) and lifts the annual cap from $150,000 to $500,000 ($600,000 for small businesses), with new explicit rules for intermediaries, pooled arrangements, backup care, and reserved-seat contracts.
See-Through Trust as IRA Beneficiary: How Conduit and Accumulation Trusts Work Under the SECURE Act 10-Year Rule
A see-through trust named on an IRA beneficiary form must navigate the SECURE Act 10-year rule. Conduit trusts pass every distribution through to the beneficiary by year ten, while accumulation trusts retain assets but face compressed trust brackets that reach the 37 percent federal rate at just $16,000 of retained income in 2026.
The Augusta Rule: How to Rent Your Home to Your Business for Up to 14 Tax-Free Days
Section 280A(g) — the Augusta Rule — lets business owners rent their personal residence to an S-corp, C-corp, or partnership for fewer than 15 days a year and exclude the entire rent from federal income tax. In Sinopoli v. Commissioner (2023), the IRS slashed roughly $290,000 of claimed rent down to $30,000 because documentation and fair-market rates were thin. Here is what 280A(g) actually requires, the five pillars of an audit-proof setup, and how to report the rent without triggering an IRS mismatch.
The HSA: The Stealth Retirement Account That Beats Your 401(k) on Tax Efficiency
How the 2026 Health Savings Account combines tax-free contributions, tax-free growth, and tax-free medical withdrawals — and how the shoebox strategy turns an $8,750 family limit into a six- to seven-figure retirement vehicle by age 65.
Cash Balance Plans for High-Income Solo Practitioners: How Doctors, Lawyers, and Consultants Defer Six Figures Tax-Free
U.S. cash balance pension plans let solo doctors, attorneys, and consultants deduct $100,000–$370,000 a year on top of a Solo 401(k). 2026 contribution limits, a worked example for a 54-year-old physician, and the actuarial commitments to weigh before signing.
Charitable Remainder Trust (CRUT vs CRAT): Tax-Free Asset Sales and Lifetime Income
How a Charitable Remainder Trust lets you sell appreciated assets without capital gains tax, take an immediate income tax deduction, collect lifetime income, and pass the remainder to charity—plus the math comparing CRUT, CRAT, NIMCRUT, and Flip CRUT structures under the May 2026 5.0% Section 7520 rate.
De Minimis Safe Harbor Election: Expensing Tangible Property Up to $2,500 Per Item Without Depreciation
The de minimis safe harbor election under Treasury Regulation 1.263(a)-1(f) lets businesses without audited financials immediately expense tangible property purchases up to $2,500 per item, skipping depreciation schedules and capitalization analysis.