tax strategy and optimization

Educational articles in this subcategory.

Glossary: Tax Planning Terms

## Introduction This glossary defines 30 essential tax planning terms for investors. Each term includes a one-sentence definition focused on practica...

beginner2025-12-30

Checklist Before Year-End Tax Moves

## Year-End Tax Planning Framework Year-end tax planning requires action before December 31. Unlike retirement account contributions (which may exten...

advanced2025-12-30

Tracking Basis in Partnerships and S Corps

## Why Basis Matters for Pass-Through Investors Basis determines two critical outcomes for partners and S corporation shareholders: (1) the amount of...

intermediate2025-12-30

Coordinating with CPAs on Tax Projections

## Why Mid-Year Tax Projections Matter Tax planning done only at year-end leaves money on the table. By December, many strategies are no longer avail...

advanced2025-12-30

Trust Taxation Basics

## What Is a Trust for Tax Purposes A trust is a legal arrangement where one party (the grantor) transfers assets to another party (the trustee) to h...

beginner2025-12-30

S Corporation vs. LLC Structures

## Entity Structure Tax Fundamentals Business owners choosing between LLCs and S corporations often focus on liability protection, which is similar f...

intermediate2025-12-30

Pass-Through Deduction Planning

## Section 199A Qualified Business Income Deduction The Tax Cuts and Jobs Act of 2017 created Section 199A, allowing owners of pass-through entities ...

advanced2025-12-30

Filing Form 1116 for Foreign Tax Credits

## How Foreign Tax Credits Work U.S. taxpayers pay tax on worldwide income but receive credits for taxes paid to foreign governments, preventing doub...

advanced2025-12-30

Estimated Tax Payments for Investors

## When Estimated Payments Apply Investors with income not subject to withholding must make quarterly estimated tax payments to avoid underpayment pe...

advanced2025-12-30

State Residency Planning for Tax Purposes

## Why State Residency Matters for Investors State income tax rates range from 0% to 13.3%, creating annual tax differences of $10,000 to $150,000+ f...

advanced2025-12-30

Qualified Charitable Distributions

## What Qualified Charitable Distributions Accomplish A Qualified Charitable Distribution (QCD) allows IRA owners aged 70.5 or older to transfer up t...

intermediate2025-12-30

Donor-Advised Funds and Charitable Bunching

## Why Charitable Bunching Matters Now The 2017 Tax Cuts and Jobs Act nearly doubled the standard deduction, making itemizing uneconomical for most t...

intermediate2025-12-30

Net Unrealized Appreciation Strategy

## What Net Unrealized Appreciation Accomplishes Net Unrealized Appreciation (NUA) is a tax provision that allows employees holding employer stock in...

advanced2025-12-30

Qualified Small Business Stock Benefits

## What Section 1202 QSBS Exclusion Provides The Qualified Small Business Stock exclusion under IRC Section 1202 allows shareholders to **exclude 100...

intermediate2025-12-30

Mega Backdoor Roth via 401(k)

## What the Mega Backdoor Roth Accomplishes The mega backdoor Roth allows high earners to contribute **up to $46,000 extra** to Roth accounts annuall...

intermediate2025-12-30

Backdoor Roth IRA Strategy

## Why High Earners Need the Backdoor Direct Roth IRA contributions are prohibited above certain income thresholds. For 2024, the ability to contribu...

advanced2025-12-30

Tax-Loss Harvesting with ETFs

## How Tax-Loss Harvesting Creates Real Value Tax-loss harvesting generates **0.5% to 1.5% in additional after-tax returns annually** during volatile...

advanced2025-12-30

Capital Gain Harvesting Windows

## The 0% Capital Gains Rate Most Investors Miss Long-term capital gains are taxed at **0%, 15%, or 20%** depending on your taxable income. For 2024,...

intermediate2025-12-30

Tax-Efficient Withdrawal Sequencing

## Why Withdrawal Order Determines Retirement Tax Burden The sequence in which you tap different account types can save **$100,000 to $300,000** in l...

advanced2025-12-30

Asset Location Across Tax Buckets

## Why Asset Location Matters More Than Most Investors Realize Asset location adds **0.20% to 0.75% in annual after-tax returns** by placing high-tax...

advanced2025-12-30