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#tax-planning

Tax Planning

Strategic tax planning to minimize liability and maximize savings

Lending Money to Your Own S Corporation: How Stock Basis, Debt Basis, and Loan Paperwork Decide Whether Your Losses Are Deductible

An S corporation K-1 loss is deductible only up to your stock basis plus debt basis, and a personal guarantee of a corporate bank loan creates zero debt basis. This guide covers the two basis buckets, the $25,000 open-account-debt threshold, the repayment gain trap, and the documentation that keeps a shareholder advance from being reclassified as equity.

The Capital Construction Fund: How Commercial Fishermen Defer Tax on Vessel Money

The Capital Construction Fund lets commercial fishermen deposit fishing income before income tax under IRC Section 7518 and spend it tax-free on building or rebuilding a U.S. vessel — at the cost of reduced depreciable basis. This guide covers the 2-net-ton eligibility floor, the three internal accounts, qualified versus nonqualified withdrawals taxed at the top marginal rate plus interest, the 25-year clock, and the annual NOAA Form 34-82 filing.

El Salvador Now Asks Just 90 Days a Year: A Freelancer's Guide to the New Residency Math

Since March 31, 2026, El Salvador's Decreto 531 requires temporary residents to spend only 90 calendar days a year in the country instead of roughly nine months. Here is how the three main residency routes compare, what territorial tax and the U.S. foreign earned income exclusion actually cover, and the ledger habits that keep presence days, income sourcing, and renewal files audit-ready.

Mortgage Points and Origination Fees on Rental and Business Property: What to Amortize, and the Same-Lender Refinance Trap

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 Explained for Startup Employees: Why Vesting, Not Selling, Is the Tax Event

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.

Stock Sale vs. Asset Sale: A Small Business Seller's Guide to the Tax and Liability Trade-Offs

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.

Still Paying Off School While Running Your Business? How the $2,500 Student Loan Interest Deduction Works in 2026

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.

Trump Accounts for Employers: The $2,500 Exclusion, W-2 Box 12 Code TA, and a 5-Step Setup Checklist

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 Optional Flat Tax: 4,000–5,000 TND for Six Audit-Free Years — Should You Opt In?

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.

Are Forgiven Student Loans Taxable in 2026? The IDR Tax Bomb, Who Stays Tax-Free, and the Form 982 Escape Hatch

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.