#tax-planning
Strategic tax planning to minimize liability and maximize savings
Points on rental and business property are prepaid interest that must be amortized per scheduled payment, not per year — $4,800 on a 20-year loan is $20 a payment, so a 3-payment first year deducts $60. Refinancing with the same lender blocks the write-off of leftover points and rolls them into the new loan's term.
RSUs are taxed as ordinary income on the vesting date, not at sale, and employers withhold a flat 22% on supplemental wages up to $1 million — leaving employees in the 32–37% brackets short by 10 to 15 percentage points each April. This guide covers double-trigger vesting at private startups, why no 83(b) election exists for RSUs, and the $0 cost-basis error on Form 1099-B that makes people pay tax twice on the same income.
Separate from your employer during or after the calendar year you turn 55 and distributions from that employer's 401(k) escape the 10% early-withdrawal penalty — but not ordinary income tax, and not a rollover into an IRA. How the separation-from-service exception works, the age-50 public safety version, the 20% withholding haircut, and the five mistakes that forfeit it.
In a stock sale the seller reports one capital gain and the buyer inherits every liability; in an asset sale the price is allocated across seven Form 8594 classes, so depreciation recapture, inventory, and C corporation double taxation convert much of the gain to ordinary income. Here is how each structure taxes the seller, what the 338(h)(10) election and personal-goodwill carve-out change, and which liabilities follow you past closing.
For tax year 2026 the student loan interest deduction is capped at $2,500, claimed above the line on Schedule 1, and phases out between $85,000 and $100,000 of MAGI for single filers and $175,000 to $205,000 for joint filers. This guide covers the five eligibility tests, what Form 1098-E does and does not report, and why self-employed borrowers cannot move the interest to Schedule C.
Employers can contribute up to $2,500 per employee per year to a child's Trump Account tax-free and report it in W-2 Box 12 under the new Code TA, debuting on 2026 forms. This guide covers the written Section 128 plan, the per-employee (not per-child) cap, the $5,000 aggregate per-child limit, cafeteria-plan salary reductions for dependents only, Section 129-style nondiscrimination testing, and the payroll and account-verification controls that keep the benefit out of taxable wages.
Tunisia's 2026 Finance Law lets small businesses under 100,000 TND turnover pay a flat 4,000 or 5,000 TND a year — half that in rural zones — and skip tax audits for six years. The flat tax only beats the progressive schedule above roughly a 45% net margin in the lower bracket and 26% in the upper one; here is the break-even math, the eligible activities, and the four traps.
Self-employed owners can deduct the business-use share of a cell phone and home internet — not 100% — and this guide shows three defensible ways to set that percentage, why the first home landline is never deductible, and where the amounts land on Schedule C.
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.
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.
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.
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.
