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This is a “live” guide that will continually be updated by the Silly Money team.

This guide was last updated on October 16, 2025 and information is subject to change.

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Introduction


Hello (and How to Use this Guide)

How Taxes Work


How to Think About Taxes

The Big Three Tax Concepts

Tax-Advantaged Accounts


Overview of Tax-Advantaged Accounts

Health Savings Accounts

529 Plan

Roth IRA

Solo 401k

Cash Balance Plans

Trump Accounts