Modern Investing Podcast

Janna Scott on Crypto Tax Chaos, Defi Compliance & Why Audit-Readiness Is Your Best Investment | Modern Investing Podcast

Sidepocket Financial Season 1 Episode 75

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In this episode, we dive deep into one of the most misunderstood (and fast-evolving) areas of finance: crypto tax compliance.

Our guest, Janna Scott, is the founder of Defi Tax, a platform built to solve what multi-billion-dollar crypto tax tools failed to do: deliver audit-ready, regulator-validated tax reports for digital asset investors and businesses.

Her journey from a government insider to a watchdog for crypto investors, exposes a hidden flaw in the system that nearly no one’s talking about.

We explore:

  • How she discovered 14+ crypto tax platforms were dangerously inaccurate
  • Why CSV-based reporting and API misreads are quietly putting investors at legal risk
  • How Defi Tax shut down two waves of IRS audits and what’s coming next
  • Why the IRS is gearing up for mass audits and how you can protect yourself
  • The importance of showing your work and avoiding accidental fraud
  • How Janna’s work with the IRS, SEC, and top universities is shaping a new crypto tax standard
  • What every founder, investor, and accountant needs to know before the audits begin

Whether you're trading altcoins, staking NFTs, running an exchange, or just dabbling in Web3, this episode is a must-listen. Janna’s insights could save you from costly mistakes… and possibly an audit.

👤 About Janna Scott:
Janna is the founder of Defi Tax, a crypto tax platform built for audit-readiness, regulatory integrity, and maximum protection for investors. Her research has been cited by the IRS, validated by university partnerships, and is actively reshaping crypto compliance standards.

🎧 Tune in and learn how to stay ahead of the crypto tax curve, before it’s too late.

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About Sidepocket:

If you don't have the time to professionally trade and are tired of being at the whim of the market's ups and downs, consider using Sidepocket to automate investing.

Sidepocket monitors the markets 24/7 and automatically rebalances your holdings each month. To maximize returns while protecting against loss.

That's why Sidepocket applies sophisticated quantitative methods, including tactical asset allocation to systematically minimize these drawdowns and consistently protect and grow your hard earned savings.

To learn more, visit www.sidepocket.com

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