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Shehan Chandrasekera

CPA and Head of Tax Strategy at CoinTracker who advises on crypto tax treatment, tax-loss harvesting, 1099-DA implications, and reporting complexities for exchange-traded crypto products.

Top 5 podcasts with Shehan Chandrasekera

Ranked by the Snipd community
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8 snips
Dec 13, 2025 • 1h 10min

Bits + Bips: Crypto Investing Is About Managing Risk, Not Chasing Upside - Ep. 978

Shehan Chandrasekera, CPA and Head of Tax Strategy at CoinTracker, delves into the complexities of crypto tax reporting, emphasizing the significance of tax-loss harvesting and the implications of the new 1099-DA form. Sebastien Derivaux, Co-founder of Steakhouse Financial, highlights the risks of high-yield chasing in DeFi, the future of stablecoins beyond the US dollar, and the importance of institutional-grade risk curation. Together, they discuss crucial tax strategies and emerging trends shaping the crypto landscape.
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Feb 7, 2023 • 1h 13min

Everything You Need to Know About Filing Your 2022 Crypto Taxes - Ep. 453

Lawrence Zlatkin, VP of Tax at Coinbase, and Shehan Chandrasekera, Head of Tax Strategy at CoinTracker, dive into the complexities of crypto taxes. They discuss the IRS's increased scrutiny on staking and NFTs, essential tax forms like 1040 and 8949, and common filing mistakes to avoid. The duo offers insights on tax implications for bankruptcies and strategies to simplify tax time. Plus, they tackle what creators need to know about NFT taxes and the effects of the Ethereum Merge on tax reporting.
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Feb 15, 2022 • 1h 8min

Your 2021 Crypto Taxes: How to Handle NFTs, DAOs, Airdrops and More - Ep.320

Shehan Chandrasekera, a CPA and tax strategist at Cointracker, and John Cardone, a tax controversy expert at RSM US LLP, dive into the complex world of crypto taxes for 2021. They discuss the five taxable crypto transactions and how NFTs differ in taxation. The duo explains the importance of accuracy in reporting and the potential changes stemming from new regulations. They also touch on reporting airdrops, staking income, and the evolving landscape of crypto taxation, emphasizing strategies to minimize tax liabilities.
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Nov 28, 2023 • 57min

Why the Crypto Industry Is So Upset About the IRS’ Proposed New Tax Reporting Rules - Ep. 575

Shehan Chandrasekera, Head of Tax Strategy at CoinTracker, and Lawrence Zlatkin, VP of Tax at Coinbase, dive into the IRS's proposed tax reporting rules for cryptocurrency. They discuss the confusion around who qualifies as a broker and the overwhelming reporting burdens these rules may impose. The conversation highlights concerns over compliance for stablecoins and NFTs, the community's significant feedback with nearly 120,000 comments, and potential blockchain solutions to ease the process. It’s a lively debate about navigating the complex world of crypto regulations.
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Feb 2, 2021 • 1h 17min

Everything You Need to Know About Your 2020 Crypto Taxes - Ep.210

Shehan Chandrasekara, Head of Strategy at CoinTracker and a CPA focused on cryptocurrency taxation, teams up with Dan Hannum, COO of ZenLedger and a crypto tax compliance expert. They dissect the ins and outs of crypto taxes, detailing IRS inquiries and the essentials of reporting yield farming income. Discover the nuances of taxable events, the reporting implications for mining and peer-to-peer transactions, and the complexities of NFTs. Plus, learn valuable tips for tax loss harvesting and the benefits of using crypto tax software for seamless compliance.

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