tax strategy

10 articles

The Backdoor Roth IRA: A Step-by-Step Guide for High Earners

How the backdoor Roth IRA works for high earners: pro-rata rule, IRS Form 8606, non-deductible IRA contributions, conversion mechanics, aggregation rule, and step transaction doctrine.

9 min readretirement

Donor-Advised Funds: The Flexible Charitable Giving Account

How donor-advised funds work: contribution mechanics, bunching strategy, appreciated stock donations, immediate deductions, delayed grants, and comparisons with private foundations.

9 min readtax strategy

GRATs Explained: How the Wealthy Transfer Assets Tax-Free

How Grantor Retained Annuity Trusts work: annuity payment formulas, zeroed-out GRATs, 7520 rate dependency, rolling GRAT strategy, estate freeze mechanics, and IRS audit risk.

9 min readestate planning

Irrevocable Life Insurance Trusts (ILITs): Removing Life Insurance from Your Estate

How ILITs work to exclude life insurance proceeds from taxable estates: Crummey powers, the 3-year lookback rule, gift tax exclusion use, trustee requirements, and GSTT interaction.

9 min readestate planning

Mega Backdoor Roth: The $66,000 Strategy Most People Miss

How the mega backdoor Roth IRA strategy works: after-tax 401(k) contributions, the 2024 415(c) limit, in-service withdrawals, in-plan Roth conversions, IRS Notice 2014-54, and plan document requirements.

9 min readretirement

Qualified Opportunity Zones: Tax Deferral and the 10-Year Exemption

How Qualified Opportunity Zones work: capital gain deferral, step-up in basis rules, the 10-year exclusion, OZ fund mechanics, and the risks of illiquidity.

9 min readtax strategy

Section 1031 Exchange: Deferring Capital Gains in Real Estate

How like-kind exchanges work under Section 1031: identification windows, closing deadlines, boot rules, qualified intermediary requirements, and reverse and improvement exchanges.

9 min readreal estate

Self-Directed IRAs: Rules, Prohibited Transactions, and Alternative Assets

How self-directed IRAs work: custodian requirements, prohibited transaction rules under IRC 4975, disqualified persons, UBIT on leveraged investments, allowable assets, and IRS penalties.

9 min readretirement

Tax-Advantaged Accounts Compared: 401(k), IRA, HSA, and More

Full comparison of 401(k), Roth 401(k), traditional IRA, Roth IRA, HSA, FSA, 529, and Coverdell accounts: 2024 contribution limits, tax treatment, withdrawal rules, and RMD requirements.

9 min readretirement

Tax Bracket Optimization: How to Keep More of What You Earn

Marginal vs effective tax rates, bracket stacking, income shifting, and deduction bunching—practical strategies to legally reduce your annual tax burden.

9 min readtax strategy