Episode Summary: In this insightful episode of Resilience and Resolve, tax attorney Lance Drury about the tax consequences of gambling, whether at casinos, online betting platforms, or even cryptocurrency-based wagers. Lance explains how the IRS treats gambling winnings and losses, why the agency frowns upon gamblers, and the severe consequences of not reporting income. He also shares real-life stories of clients whose gambling habits led to financial disaster and outlines the essential records you need to keep if you gamble. From W-2G forms to deductions and the risk of audits, this episode provides essential guidance for anyone involved in gambling activities. Key Timestamps: 00:01 – Show introduction 00:53 – How the IRS defines gambling income and what must be reported 01:20 – Why the IRS frowns upon gambling 02:05 – Real-life examples of clients who gambled away their savings 03:06 – How gambling losses impact IRS settlements 03:54 – W-2G forms and when casinos report winnings 04:31 – Can gambling losses be deducted? 05:30 – Consequences of not reporting gambling winnings 06:24 – Why reporting all income helps avoid IRS audits 07:15 – Crypto and online betting: what’s changing in IRS reporting 08:03 – Can unreported gambling winnings lead to criminal charges? 09:19 – The importance of documentation for gamblers 10:00 – How to resolve tax issues related to gambling 10:45 – Advice for gamblers who refuse to stop 11:20 – Closing thoughts on staying compliant with IRS rules About the Show: “Resilience and Resolve with Lance Drury” provides practical legal insights into IRS matters, tax law, and financial defense strategies. Each episode explores timely and complex tax issues with real-world examples and expert analysis from Lance Drury and his experienced legal team.