Digital Asset Planning

About Digital Asset Planning

Digital Asset Planning is a podcast for people who want to treat crypto and digital assets as part of a real financial life — not just as investments. Hosted by Ran Chen, EA, CFP®, this podcast brings a professional financial planning perspective to an area that is often dominated by price speculation and deal-driven commentary. Ran is a seasoned financial professional who works with high-net-worth individuals and families, many of whom have international backgrounds and complex financial lives that span multiple jurisdictions. As digital assets become a meaningful part of personal and family wealth, questions around tax, estate planning, risk, access, and long-term responsibility matter far more than short-term market movements. Yet there are very few financial professionals who approach crypto through a holistic planning lens — integrating digital assets into broader tax strategies, estate plans, protection planning, and life decisions. This podcast exists to fill that gap. Each episode explores how digital assets intersect with real-world financial planning, including crypto tax considerations, estate and legacy planning, cross-border issues, custody and access risks, and common mistakes serious asset holders make. The focus is practical, thoughtful, and grounded in professional experience — not hype or investment advice. For articles, guides, and additional resources, visit https://digital-asset-planning.com

Publisher

Ran Chen, EA, CFP®

Category

business · business · education

Language

en

Explicit

No

First episode

19 Dec 2025

Latest episode

22 Jan 2026

Latest episodes

32 episodes in the feed.

1. 

   22 Jan 2026

   Tax Deductions for Crypto Businesses: Optimizing Section 179 and Operational Expenses

   This episode explores the strategic advantages of classifying cryptocurrency activities as a trade or business to unlock valuable tax deductions for equipment, energy costs, and professional services. - How does the host distinguish between a crypto hobby and a professional trade or business for tax purposes? - Can mining hardware be fully expensed in a single year using Section 179? - What specific documentation is required to successfully deduct electricity costs for a mining operation? - Are blockchain gas fees treated as immediate business expenses or capitalized costs? - How does the Section 199A Qualified Business Income deduction apply to digital asset enterprises in 2026? - Which professional service fees are deductible when managing a high-net-worth crypto portfolio? Digital Asset Planning is hosted by Ran Chen, EA, CFP®. He is a seasoned financial professional specializing in complex cases for high-net-worth individuals and families with international backgrounds. Unlike standard crypto commentary, this podcast focuses on the intersection of digital assets and real-world financial planning—including tax strategy, estate and legacy planning, cross-border jurisdictional issues, and risk management. We help serious asset holders move beyond speculation toward long-term responsibility and protection. For more resources, visit https://digital-asset-planning.com.

2. 

   21 Jan 2026

   DEX Tax Compliance and Cost Basis Reconstruction: Navigating IRS Reporting Without Form 1099-DA

   This episode explores the intricate world of decentralized exchange (DEX) reporting, highlighting why non-custodial trading creates unique tax documentation risks and how to proactively reconstruct cost basis for IRS compliance.\n- How do decentralized exchanges differ from centralized platforms regarding IRS reporting?\n- What are the implications of the Infrastructure Investment and Jobs Act of 2021 for DEX users?\n- Why is cost basis reconstruction the most critical step for decentralized traders?\n- How should liquidity provider tokens and wrapped assets be handled for tax purposes?\n- What tools and strategies can help manage thousands of on-chain transactions?\n- When do decentralized activities trigger a need for professional forensic accounting?\n- What are the specific reporting deadlines and regulatory changes expected by 2026?\n\nDigital Asset Planning is hosted by Ran Chen, EA, CFP®. He is a seasoned financial professional specializing in complex cases for high-net-worth individuals and families with international backgrounds. Unlike standard crypto commentary, this podcast focuses on the intersection of digital assets and real-world financial planning—including tax strategy, estate and legacy planning, cross-border jurisdictional issues, and risk management. We help serious asset holders move beyond speculation toward long-term responsibility and protection. For more resources, visit https://digital-asset-planning.com.

3. 

   20 Jan 2026

   2026 CBDC vs. Stablecoin Analysis: Navigating Privacy, Transaction Limits, and Regulatory Compliance for High-Net-Worth Portfolios

   This episode provides a professional comparison of Central Bank Digital Currencies and privately issued stablecoins within the 2026 financial landscape, focusing on how these tools impact liquidity management and tax strategy. - How do CBDC holding limits affect large-scale wealth management? - What are the primary privacy differences between sovereign digital currencies and private stablecoins? - How has the 2026 regulatory environment changed the risk profile of stablecoins? - Why might a family office prefer stablecoins over CBDCs for cross-border transactions? - What are the tax implications of switching between different forms of digital fiat? - How does programmable money in CBDCs impact individual financial autonomy? Digital Asset Planning is hosted by Ran Chen, EA, CFP®. He is a seasoned financial professional specializing in complex cases for high-net-worth individuals and families with international backgrounds. Unlike standard crypto commentary, this podcast focuses on the intersection of digital assets and real-world financial planning—including tax strategy, estate and legacy planning, cross-border jurisdictional issues, and risk management. We help serious asset holders move beyond speculation toward long-term responsibility and protection. For more resources, visit https://digital-asset-planning.com.

Contact Digital Asset Planning

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.