Navigating Cryptocurrency Taxation: Compliance, Reporting & Strategic Planning
EVENT DATE:
PRESENTER(s): Nick Preusch CPA
This program has been approved NASBA & IRS CPE Credit 2(Taxes)
The rapid rise of cryptocurrency and digital assets has introduced complex tax challenges for investors, businesses, and advisors. This course provides a comprehensive analysis of the IRS’s evolving stance on digital asset taxation, including reporting obligations, taxable events, valuation complexities, and compliance strategies. Participants will gain actionable insights into the latest regulatory developments and learn best practices for advising clients on crypto-related tax matters.
Key Learning Objectives:
- Recognize Taxable Events – Understand how trading, mining, staking, DeFi transactions, and NFT sales trigger tax liabilities.
- Master IRS Reporting Rules – Learn which forms (e.g., Form 8949, Schedule D, 1040 checkbox) apply to digital asset transactions.
- Solve Valuation & Basis Challenges – Address cost-basis tracking, hard forks, airdrops, and lost or stolen crypto.
- Develop Proactive Client Strategies – Advise on tax-efficient structuring, audit defense, and compliance risk mitigation.
Agenda:
1. The Crypto Tax Landscape
- How the IRS classifies digital assets (property, securities, etc.)
- Key updates from IRS Notice 2014-21, Rev. Rul. 2019-25, and recent enforcement actions
2. Taxable Events & Reporting Triggers
- Trading, mining, staking, forks, airdrops, and DeFi transactions
- NFT sales and wash sale rule applicability (or lack thereof)
3. IRS Compliance & Forms
- Form 1040 (crypto question), 8949, Schedule D, FBAR/FATCA implications
- Form 1099-B & broker reporting rules under Infrastructure Act
4. Valuation & Basis Tracking Challenges
- Cost basis methods (FIFO, LIFO, HIFO, specific ID)
- Handling missing records, stolen assets, and decentralized transactions
5. Strategic Client Guidance
- Year-end tax planning for crypto investors
- Audit red flags and how to prepare defensible records
Why Attend?
- Practical Guidance: Real-world case studies and IRS exam scenarios
- Latest Updates: Analysis of 2025 IRS crypto enforcement priorities
- Interactive Q&A: Get answers to complex client scenarios
Credits and Other information:
- Recommended CPE credit – 2.0
- Recommended field of study – Taxes
- Session Prerequisites and preparation: None
- Session learning level: Basic
- Location: Virtual/Online
- Delivery method: Group Internet Based
- NASBA Sponsor: 146439
- IRS Course ID: PJGWS-U-00083-23-O
- Attendance Requirement: Yes
- Session Duration: 2 Hours
- Case Studies and Live Q&A session with speaker
- PowerPoint presentation for reference
Who Will Benefit:
- CPA
- Enrolled Agents (EAs)
- Tax Professionals
- CFO
- Other Tax Preparers
- Finance professionals
- Financial planners