#tax-planning
Tax Planning
Strategic tax planning to minimize liability and maximize savings
The Backdoor Roth IRA: A Step-by-Step Guide for High Earners in 2026
The Backdoor Roth IRA lets high earners contribute up to $7,500 a year to tax-free retirement growth by pairing a nondeductible traditional IRA contribution with a Roth conversion. Covers the five-step process, the pro-rata rule that derails most attempts, Form 8606 filing, and the recordkeeping that prevents being taxed twice.
Got a 1099-C? Why You Might Owe Nothing (and the Mistake That Costs People Thousands)
A 1099-C does not automatically mean a tax bill. This guide covers when canceled debt is taxable, the five Form 982 exclusions (bankruptcy, insolvency, qualified farm, real property business, principal residence), the 2026 expiration of the student loan and mortgage forgiveness exclusions, and the recordkeeping that proves insolvency to the IRS.
ESPP Tax Treatment: Qualified vs. Disqualifying Dispositions Explained
How qualified versus disqualifying dispositions change the tax bill on a Section 423 ESPP, with worked examples covering ordinary income, adjusted basis, Form 3922 cost-basis fixes, and a decision framework for when holding two years actually pays off.
FEIE Explained: How Expats and Digital Nomads Can Exclude Up to $132,900 from US Tax in 2026
The 2026 Foreign Earned Income Exclusion lets qualifying Americans abroad exclude up to $132,900 of foreign-earned income on Form 2555. This guide details the physical presence and bona fide residence tests, the housing exclusion, FEIE vs. Foreign Tax Credit tradeoffs, and audit-ready documentation for expats and digital nomads.
Hiring Your Children in Your Family Business: The Tax Strategy That Pays a Family Twice
A 2026 guide for family business owners on legally hiring their children: how a sole proprietorship can pay a child up to $16,100 federal-tax-free, when FICA and FUTA exemptions apply, the documentation the IRS expects, and how a Roth IRA stacks on top.
IRS Tax Relief Programs: A Practical Guide to Resolving Tax Debt Without Falling for Scams
A walkthrough of the IRS's four core tax debt relief programs — installment agreements, Offer in Compromise, Currently Not Collectible status, and penalty abatement — including the 2026 shift to automatic first-time abatement, the 21% OIC acceptance rate from the 2024 IRS Data Book, and how to spot Offer in Compromise mills flagged on the IRS Dirty Dozen list.
ISO vs NQSO: Stock Option Tax Treatment Every Tech Worker Needs to Understand
Incentive Stock Options and Non-Qualified Stock Options trigger taxes at different events and rates. This guide covers the AMT trap, qualifying vs. disqualifying dispositions, the $100,000 ISO vesting limit, and eight strategies tech workers use to lower the tax bill on equity compensation.
Mega Backdoor Roth: How High Earners Stash $47,500+ Per Year in Tax-Free Retirement Accounts
In 2026, the Mega Backdoor Roth can move up to $47,500 of after-tax 401(k) money into Roth above the $24,500 elective deferral limit. This guide covers how the strategy works, the three plan features it requires, how the 401(k) pro-rata rule differs from the IRA version, and the mistakes that quietly erode its value.
Net Operating Loss Carryforward: How to Turn a Bad Business Year Into Future Tax Savings
Net operating losses generated after 2021 carry forward indefinitely but can offset only 80% of future taxable income. This guide covers the calculation, the Section 461(l) excess business loss limit, Form 1045 vs. 1040-X, and the bookkeeping practices that keep an NOL defensible years later.
Passive Activity Loss Rules: A Real Estate Investor's Guide to the $25,000 Allowance and the Real Estate Professional Election
Section 469 makes rental losses passive by default, so most cannot offset W-2 income. This guide covers the $25,000 special allowance and its $100k–$150k MAGI phase-out, the 750-hour and 50% real estate professional tests, the 1.469-9(g) aggregation election, audit-tested time-log practices, and how suspended losses unlock on disposition.
Percentage of Completion vs Completed Contract: A Contractor's Guide to Construction Revenue Recognition
A side-by-side comparison of the Percentage of Completion (PCM) and Completed Contract (CCM) methods for construction revenue recognition, with worked examples, ASC 606 over-time criteria, the IRC Section 460 small contractor exception (~$31M for 2026), WIP schedule mechanics, and the overbilling/underbilling traps that wreck contractor cash flow.
QSBS Section 1202 Exclusion: How Founders Can Save Millions in Capital Gains Tax
A 2026 guide to Section 1202 QSBS for founders, early employees, and angel investors — eligibility tests, the new $15M cap and tiered holding periods under OBBBA, stacking with non-grantor trusts, state conformity gaps in California and Pennsylvania, and how to claim the exclusion on Form 8949.