Crypto Taxes, NFTs, and the IRS: What Every Investor Needs to Know

Cryptocurrency has opened the door to a new financial frontier. Bitcoin, Ethereum, NFTs, DeFi trades. For many investors it has created opportunity, excitement, and yes… confusion. Especially when tax season arrives.

In this episode of The Hidden Entrepreneur Show, host Josh Cary sits down with Janna Scott, founder of DeFi Tax, to unpack one of the most misunderstood areas of modern finance: how cryptocurrency is actually taxed in the United States.

If you have ever bought, sold, traded, or even experimented with crypto or NFTs, this conversation is essential listening. Janna explains why the IRS rules around crypto taxation are actually clearer than most people believe. The real problem lies in the data, the reporting tools, and the platforms investors rely on.

Drawing from years of research, audits, and direct conversations with government agencies, Janna reveals surprising gaps in the current crypto tax ecosystem and why many investors may unknowingly be reporting inaccurate information. She also explains how her work aims to bring transparency and accuracy to a rapidly evolving space.

This episode is a must listen for crypto investors, entrepreneurs, and anyone trying to stay compliant while navigating the fast moving world of digital assets.

What You’ll Learn in This Episode

How the IRS Actually Treats Cryptocurrency

Why the IRS views crypto the same way it views stocks, real estate, or other assets and why many investors misunderstand the tax implications of their trades.

The Real Problem With Crypto Tax Reporting

Why the biggest issue is not IRS regulations but the way exchanges, blockchains, and reporting platforms collect and interpret transaction data.

Why Crypto Tax Platforms Often Produce Different Results

Janna reveals her research analyzing multiple crypto tax software platforms and why the same data set can produce wildly different tax outcomes.

The Truth About 1099-DA Reporting

What the new reporting forms mean for taxpayers and why many investors could end up over-reporting gains if they rely on inaccurate calculations.

How Investors Can Accidentally Commit Fraud

A surprising look at how some crypto tax platforms allow users to manipulate transaction categories and data, sometimes without realizing the legal implications.

The IRS Audit Reality for Crypto Investors

What happens when the IRS flags discrepancies between reported gains and exchange data and how automated audits may impact crypto users in the coming years.

The Entrepreneurial Journey Behind DeFi Tax

How Janna Scott left government consulting, built a tax firm, and went down a deep research rabbit hole that eventually led her to create a new solution for crypto tax reporting.