Investments & Income Tax Guide

Tax guidance for investment income including digital assets, cryptocurrency, stock options, capital gains, and gambling winnings.

Investments & Income Tax Resources

Understand the tax treatment of various investment and income sources including digital assets, stock options, capital gains, and gambling.

Digital Assets & Cryptocurrency

Digital Assets

2026

Virtual currency taxation, Bitcoin, Ethereum, mining, staking, DeFi, NFTs, reporting requirements, and basis calculations.

Stock Compensation

Stock Options — Same Day Sales

2026

Tax treatment of incentive stock options (ISOs) and non-qualified stock options (NQSOs), same-day sale reporting, and AMT implications.

Capital Gains

Capital Gains and Losses

2026

Investment property, holding periods, tax rates, mutual fund distributions, and wash sale rules.

Unearned Income

Kiddie Tax

2026

Unearned income rules for children under 19 (and full-time students under 24), tax rates applied to excess unearned income, and filing requirements.

High-Income Taxpayers

2026

Additional Medicare tax (0.9%), net investment income tax (3.8%), AMT, Pease limitation, and strategies for high-income taxpayers.

Gambling

Gambling Log

2026

Reporting gambling winnings, deducting gambling losses (must itemize), Form W-2G, diary requirements, and professional gambler status.

Prior Year Resources (2025)

These guides reflect 2025 rules and limits. Refer to the 2026 versions above for current information.

Cryptocurrency & Digital Asset Tax Guide

2025

Virtual currency taxation, Bitcoin, Ethereum, mining, staking, DeFi, NFTs, reporting requirements, and basis calculations.

Stock Option Same Day Sale Tax

2025

Tax treatment of incentive stock options (ISOs) and non-qualified stock options (NQSOs), same-day sale reporting, and AMT implications.

Capital Gains & Losses Tax Guide

2025

Investment property, holding periods, tax rates, mutual fund distributions, and wash sale rules.

Kiddie Tax Guide

2025

Unearned income rules for children under 19 (and full-time students under 24), tax rates applied to excess unearned income, and filing requirements.

High-Income Taxpayer Guide

2025

Additional Medicare tax (0.9%), net investment income tax (3.8%), AMT, Pease limitation, and strategies for high-income taxpayers.

Gambling Winnings & Losses Log

2025

Reporting gambling winnings, deducting gambling losses (must itemize), Form W-2G, diary requirements, and professional gambler status.


Investment Tax Planning

Investment taxation can be complex. Schedule a consultation for strategies to minimize investment taxes.

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