Clean tax data is not just good accounting. It is financial self-defense.
Defend every crypto trade before a deficiency notice ever arrives. Tax Sentinel™ is our proprietary crypto tax compliance system that shows serious investors how to organize, document, and defend every position — before the IRS asks a single question.
The IRS now sees what you do, in real time.
Form 1099-DA, AI-driven matching, and exchange-level reporting are no longer abstractions. They produce a paper trail the IRS can act on within months of filing.
The investors who sleep well in this environment are the ones whose records were built during the year, not reconstructed in March.
Since 2025, every exchange reports directly to the IRS before you file.
87% Of Investors Are Non-Compliant
Industry estimates suggest the vast majority of crypto holders have unreported or misreported activity.
Forensic Work Belongs Off-Season
Your CPA does not have bandwidth in April to reconstruct a year of DeFi swaps and bridge transfers.
Tax Software Is a Calculator
Aggregators import data, but they cannot plan, they cannot defend, and they cannot file your audit response.
The IRS Already Uses AI
Real-time tracking and automated mismatch flags are now the baseline. The defense has to operate at that level too.
Form 1099-DA · CP2000 Deficiency Notices · AI-Driven IRS Matching
A retired tax attorney teaching the discipline he practiced for a decade.
Rafael Stuchiner is a retired NYC tax attorney with an LL.M. in Taxation from NYU School of Law. After more than a decade in private practice, he turned his attention to the issue most underestimated by serious crypto investors: the quality of the data their accountants are asked to reconcile.
Crypto Tax Authority is an educational publisher. Rafael does not currently practice law and does not provide tax advice. The mission is to show clients how to think the way a tax professional thinks, so the records they produce are clean, organized, and defensible from the start.
Rafael's Four Pillars of Crypto Tax Education.
The Four Pillars are Rafael's proprietary foundational framework. Every module of Tax Sentinel™ maps to one of these four disciplines.
Tax Education
Classify every transaction correctly — trades, income, transfers — before touching a spreadsheet. Understand 1099-DA and how to frame transactions for your CPA.
Data Integrity
Gather all exchange, wallet, and DeFi data. Fix Ghost Basis. Build a master reconciliation file so every dollar is accounted for.
Tax Planning
FIFO vs. HIFO vs. Specific ID. Year-end loss harvesting. Legal strategies to reduce what you owe before December 31.
Safe Compliance
Build a Defense Memo and audit-ready file before any IRS notice arrives. Documentation designed to hold up under examiner review.
Tax Sentinel™. One system, two levels of support.
Tax Sentinel™ is a complete defense system built around the Four Pillars. The VIP Program upgrades that system with personalized guidance for investors with complex situations.
Tax Sentinel™
Your complete crypto tax defense system — 12 modules covering classification, data integrity, planning, and audit defense.
- — 12 pre-recorded video modules with study aids
- — Live weekly office hours (1 hr/wk live Q&A) for 3 months
- — CPA-Ready Silver Platter Package
- — Defense Memo template
- — 30-Part Year-End Checklist
- — AI Tax Research Assistant (bonus)
- — WhatsApp community
Tax Sentinel™ VIP Program
Everything in Tax Sentinel™ plus personalized, directed support for investors with complex multi-exchange and DeFi situations.
- — Everything in Tax Sentinel™
- — Five live group mastermind sessions
- — One-on-one consultation with Rafael
- — Personalized Defense Memo feedback
- — COMPASS 365 app-beta
Score your exposure before the IRS does.
A Strategic Assessment of Risk in the Era of AI-Driven Enforcement
How to determine if your crypto reporting is at risk. A Strategic Guide for Serious Investors.
- Identifies likely 1099-DA reporting gaps
- Surfaces Ghost Basis and data decay risk
- Estimates relative IRS scrutiny risk
The Crypto Tax Threat Matrix
A free self-assessment to determine your IRS scrutiny risk and tax return exposure. Identify the gaps before the IRS does.
What investors and CPAs are saying.
"The Defense Memo Method changed how I document every position. My CPA now receives a finished file, not a research project."
"Rafael does not give advice. He teaches you how the system actually works, then shows you how to keep records the IRS cannot dispute."
"The Four Pillars framework gave my partners and I a shared vocabulary for crypto compliance. We now onboard new clients in half the time."
Build Your IRS Defense Strategy Before You Ever Need to Defend It.
Schedule a complimentary consultation to discuss whether Tax Sentinel™ or the VIP Program is the right fit for your situation.