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351 ETF Conversions

Section 351 of the Internal Revenue Code lets investors swap a concentrated, highly appreciated stock position for shares of a diversified ETF without triggering capital gains tax. Here’s how the strategy works, the requirements it must meet, and when it makes sense.

Saving for Kids: The New Trump/530A Accounts

A look at the new Trump/530A accounts for kids alongside 529 plans, taxable custodial accounts, and custodial Roth IRAs — plus the Roth conversion and 401(k) split strategies that make them powerful

Alternative Minimum Tax (AMT) in 2026: The New Landscape under OBBBA

Differences between New York and New Jersey State Income Taxes

New York and New Jersey have a variety of differences in their state income taxes which can make calculating which state is optimal for tax purposes difficult to figure out. This article delves into some important differences that can help with determining that.

Donor-Advised Funds

Donor-Advised Funds (DAFs) are charitable giving accounts that allow one to front-load their donations in a single taxable year while retaining the flexibility to grant to various charitable organizations over multiple years.

Notable Highlights from the Passage of the One Big Beautiful Bill Act (OBBBA)

OBBBA extends many of the expiring TCJA 2017 provisions as well as implement new changes such as the increased $40,000 SALT cap, a temporary increased deductions for seniors, a new QOZ program for specific rural areas with increased tax benefits, and more.

Early Withdrawals for Roth IRAs, Backdoor Roth IRAs, & Mega Backdoor Roth 401ks

Just like how the principal of Roth IRAs can be withdrawn tax-free & penalty-free, the same can be done with Backdoor Roth IRAs & Mega Backdoor Roth 401ks if certain rules are followed.

Protecting your Identity: Credit Freezes and Fraud Alerts

Freezing your credit across ALL 3 credit bureaus is one of the best ways to prevent people from opening fraudulent accounts in your name. In addition, if you’ve been the victim of identity theft, you can set up a fraud alert with the credit bureaus.

What is Alternative Minimum Tax (AMT) and How Are ISOs Affected?

AMT, or Alternative Minimum Tax, is a secondary federal tax system parallel to the regular IRS tax system. Its purpose is to ensure taxpayers who receive too many deductions & tax breaks still pay a minimum amount of tax to the IRS.

An Overview of Qualified ESPPs (Employee Stock Purchase Plans)

Qualified ESPPs allow you to purchase stock at a discount from your company while offering favorable LTCG treatment if certain holding requirements are met.

Asset Location and Other Investment Portfolio Tax Considerations

This article discusses tax optimization techniques including asset location, potential adjustments for significant capital losses from tax loss harvesting and tax considerations for alternative investments.

Social Security Taxation & Avoiding Reduction of Benefits While Working

Social Security benefits may be taxable depending on your income level in retirement, and if you decide to take SS early before your full retirement age, you may receive a reduction in benefits if you are still working.

Gift and Estate Taxes: An Overview of Annual and Lifetime Exemptions

An introduction to gift and estate taxes that also covers the relevant exemptions one should be aware of to avoid being taxed on their estate or gifts.

Avoiding Double Taxation on RSUs, ESPP, ISOs, and Other Company Equity

The sale of employer equity can result in double taxation if one is not careful with making the necessary cost basis adjustments.

Backdoor & Mega Backdoor Roth Strategies

Backdoor Roth strategies which allow high-income earners to still contribute to a Roth IRA and potentially super-contribute to their Roth 401k

What is IRMAA?

An explanation of the IRMAA surcharge for Medicare Part B & D, and how you can avoid or lessen the amount you owe.

Enhancing the Tax Benefits of Direct Indexing with a Short Overlay Strategy

An advanced tax strategy that enhances the potential for capital losses generated by direct indexing by adding one or more short positions.

A Brief Overview of Medicare

An explanation of the various components of Medicare, what you’ll need to know before signing up, and how you can shop around for a plan.

Do Retirement Accounts Make Sense if I Plan to Retire Early?

Retirement accounts can be accessed before 59.5 in a variety of ways that avoids any early withdrawal penalty.

New York’s Quasi-Progressive Income Tax System

Wylie explains how New York’s income tax system may cause you to pay more taxes at certain bend points than expected.

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