Shehan Chandrasekera, CPA

Shehan Chandrasekera, CPA

Head of Tax Strategy

Shehan is one of the few CPAs nationally recognized as an expert in cryptocurrency taxation. He is the Head of Tax Strategy at—the largest crypto tax software in the US—Forbes Senior Contributor, and a CPE instructor. His work has earned multiple honors, including CPA Practice Advisor’s 40 Under 40, Outstanding Young CPA of the Year, Rising Star of Texas, and recognition by Accounting Today as one of the professionals shaping the future of accounting. He was also one of 12 people selected by the US Treasury to testify on digital assets broker regulations, and he is frequently quoted by Bloomberg, Reuters, and CoinDesk on crypto tax developments.

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Recent Posts

・5 min read・Crypto

How to use AI crypto portfolio tracking | CoinTracker

・8 min read・Crypto

Are crypto trading fees tax deductible? What to know

・8 min read・Crypto

What’s a crypto IRA and how does it work?

・7 min read・Crypto

What’s a digital asset? Tokens, crypto, and NFTs explained

・10 min read・Crypto

How to file quarterly taxes: 2026 guide

・6 min read・Crypto

ETH gas fees: A guide to Ethereum gas and crypto tax reporting

・5 min read・Crypto

What are investment expenses, and are they tax deductible?

・7 min read・Crypto

New IRS crypto rules for 2026: Key changes and how to file

・5 min read・Crypto

Capital gains tax on crypto: How it works and tips for filing

・8 min read・Crypto

Do you have to report ETH staking? Ethereum staking and tax guide for 2025

・7 min read・Crypto

Accounting for staked assets: Understanding the process

・7 min read・Crypto

Navigating crypto audits: Tips for staying tax compliant

・7 min read

Disappearing DeFi rewards: Understanding impermanent loss in crypto

・9 min read・Bitcoin

What are Bitcoin loans, and how do they work?

・7 min read・Crypto

HIFO vs. FIFO: Which method is better for you?

・8 min read・Crypto

How to avoid taxes on crypto: 8 strategies

・5 min read・Crypto

Is sending crypto a taxable event? What investors should know

・5 min read・Crypto

What Investors Need to Know About Draft Form 1099-DA

・5 min read

What to do if your crypto 1099 tax forms have errors

・5 min read・Crypto

When will Celsius pay out? Reporting Celsius bankruptcy payments

・5 min read・Crypto

Is crypto subject to the new IRS §6050I reporting?

・10 min read・Crypto

Cryptocurrency Staking Tax Guide

・5 min read・Crypto

ETH Post-Merge: Hard Fork Taxes

・2 min read・Crypto

IRS Updates the Crypto Question on 2022 Draft Form 1040

・4 min read・Crypto

Ways to write-off crypto with no value

・5 min read・Crypto

Ways to Lower Your Crypto Tax Bill: Which Cost Basis Method is Best?

・2 min read・Crypto

How the Inflation Reduction Act (IRA) Affects Crypto Users

・23 min read・Crypto

Cryptocurrency Tax Write-Off Guide

・9 min read・Crypto

Guide to India Cryptocurrency and Bitcoin Taxes (AY 2023-24 Edition)

・2 min read・Crypto

Three-step Guide To Filing An Extension If You Have Crypto

・2 min read・Crypto

Three Reasons Why You Should File Your Crypto Taxes

・1 min read・Crypto

Three Tax Forms Crypto Users Must File With the IRS

・2 min read・Crypto

A Three-Step Guide to Filing Your Crypto & NFT Taxes

・4 min read・Crypto

Foreign Filing Requirements for US Cryptocurrency Investors

・3 min read・Crypto

Congress is Trying to Disallow Wash Sales for Cryptocurrency

・5 min read・Crypto

Guide to Non-Fungible Token (NFT) Taxes - 2024 Edition

・3 min read・Crypto

IRS Says That Like-Kind Exchanges Were Never Allowed for Bitcoin, Ether, and Litecoin

・2 min read・Crypto

Biden Proposes More Stringent Regulations To Catch Crypto Tax Evaders

・2 min read・Crypto

IRS Clarifies Bitcoin Cash Hard Fork Tax Implications

・2 min read・Brand

CoinTracker Partners with Wolters Kluwer to Simplify Crypto Taxes for Accountants

・1 min read・Crypto

IRS Extends the Tax Deadline to May 17, 2021

・3 min read・Crypto

How much tax you owe if you spent $69 million on an NFT

・2 min read・Crypto

Cryptocurrency Buys Are Not Reportable To The IRS

・1 min read・Crypto

IRS Extends Tax Deadline for Taxpayers Affected by Texas Storms

・1 min read

IRS Extends Tax Deadline for Taxpayers Affected by Texas Storms

・3 min read・Crypto

The Puerto Rico Crypto Tax Loophole

・7 min read

How a Farmer Lost 100,000 Bitcoin

・3 min read・Crypto

FinCEN Moves to Regulate Self-Custodied Crypto Wallets

・4 min read・Crypto

ETH2 Staking and Crypto Taxes

・2 min read・Crypto

Get an Immediate Crypto Tax Deduction by Using Donor-Advised Funds

・4 min read・Crypto

Bull Market Crypto Tax Saving Strategies

・2 min read・Product

Ex-Microsoft Engineer Faces Nine Years in Prison For Evading Crypto Taxes

・3 min read・Crypto

The Rise of Crypto Debit Cards and Their Tax Challenges

・2 min read・Crypto

IRS Clarifies Crypto Tax Question on 1040 Tax Returns

・3 min read・Crypto

Biden vs. Trump: How Their Tax Policies Impact Cryptocurrency

・3 min read・Crypto

How Crypto Taxes Interfere with PayPal Crypto Payments

・2 min read・Crypto

Crypto Tax Evasion is a Criminal Offense

・3 min read・Crypto

OECD Proposes Framework to Tax Cryptocurrencies

・3 min read・Crypto

IRS Increasing Scrutiny of Cryptocurrency Exchanges

・1 min read・Crypto

Coinbase Discloses Dump of Crypto User Data to UK Tax Authority

・2 min read・Crypto

Cryptocurrency Tax Q3 2020 Recap

・2 min read・Crypto

How $UNI Token Airdrops are Taxed

・5 min read・Crypto

Reduce Your Crypto Tax Bill with Smart Accounting

・4 min read・Crypto

Why You Should File Your Crypto Taxes

・18 min read・Crypto

Serving Your First Crypto Tax Client

・2 min read・Crypto

The IRS is Sending Another Round of Crypto Tax Warning Letters

・1 min read・Crypto

The IRS is Asking Every American Whether They Own Cryptocurrency in 2020

・3 min read・Crypto

When Should Staking Be Taxed?

・5 min read・Crypto

Strategies to Reduce Your Crypto Tax Bill

・3 min read・Crypto

Can You Write Off Crypto Scams?

・2 min read・Crypto

What Happened In The Cryptocurrency Tax Space In Q2 2020

・2 min read・Crypto

How to Pay Zero Crypto Taxes on Crypto Profits?

・3 min read・Crypto

Are Cryptocurrency Loans Taxable?

・2 min read

IRS Is Trying To Deanonymize Privacy Coins Like Monero And Zcash

・1 min read・Crypto

Australian Crypto Users are Receiving Tax Warning Letters

・3 min read・Crypto

Day Traders Can Use Regulated Crypto Futures To Save Big On Taxes

・2 min read

Tax Court Denies Crypto ‘Whale’ A Payment Plan, Expects Liquidation To Pay Off Debt

・3 min read・Crypto

Not Every Crypto Gain Is Created Equal

・3 min read・Crypto

Bitcoin Vs. Stocks: Which Is More Tax Efficient Investment?

・3 min read・Crypto

One Simple Tax Election Could Let Crypto Traders Write Off Unlimited Losses

・3 min read・Crypto

How Are Cryptocurrencies Classified In GAAP Financials?

・2 min read

Small Businesses Can Bypass Complicated GAAP Rules For Crypto Accounting

・3 min read

One Simple Tax Election Could Let Crypto Traders Write Off Unlimited Losses

・3 min read

One Simple Tax Election Could Let Crypto Traders Write Off Unlimited Losses

・2 min read・Crypto

The IRS Is Hiring Consultants To Crack Down On Cryptocurrency Tax Evasion

・2 min read

The IRS Is Hiring Consultants To Crack Down On Cryptocurrency Tax Evasion

・3 min read・Crypto

Stablecoins Are Booming, But What Are The Tax Consequences?

・3 min read・Crypto

How to Eliminate Crypto Capital Gain Taxes by Investing in Opportunity Zones

・2 min read・Crypto

Why Your Crypto Tax Bill May Be About to Decrease

・2 min read・Crypto

How to Legally Shorten Your Crypto Tax Audit Clock

・2 min read・Crypto

Thinking Of Hiring A ‘Crypto CPA’? Read This First

・6 min read

How To Extend Your Crypto Startup Runway By Using Free Government Money

・2 min read

Thinking Of Investing Your Stimulus Check In Crypto? Here’s What You Should Know

・3 min read・Crypto

How To Make Money When The Cryptocurrency Market Is Tanking

・4 min read・Crypto

What Happened In Cryptocurrency Tax Space In Q1 2020

・3 min read・Crypto

How You Can Earn Bitcoin Tax Free

・1 min read・Crypto

Up To 350,000 Aussies Receiving Crypto Tax Notices

・4 min read・Crypto

Highlights From The IRS Virtual Currency Summit

・1 min read・Crypto

For the First Time in US History, Tax Deadline Extended

・3 min read・Crypto

Crypto Tax Guide To Uniswap Crypto Exchange

・3 min read・Crypto

How Uniswap Taxes Work

・3 min read・Crypto

Three Common Crypto Tax Pitfalls To Avoid

・2 min read

Checking ‘Yes’ For Schedule 1 Crypto Question May Not Be Enough

・4 min read・Crypto

What Crypto Tax Forms Should I File?

・3 min read・Crypto

2019 Crypto Tax Guidance May Not Be Binding Per GAO

・3 min read・Crypto

How Does the IRS Know If You Owe Bitcoin and Cryptocurrency Taxes?

・3 min read

Cryptocurrency Question On IRS Schedule 1: ‘Financial Interest’ Category (Part 6 of 6)

・4 min read・Crypto

How Staking Tezos May Generate ‘Rental’ Income

・4 min read・Crypto

Cryptocurrency Question On Schedule 1: ‘Exchange’ Category (Part 5 of 6)

・4 min read・Crypto

Cryptocurrency Question On IRS Schedule 1 : “Send” Category (Part 4 Of 6)

・3 min read・Crypto

Cryptocurrency Question On IRS Schedule 1: “Sell” Category (Part 3 of 6)

・4 min read・Crypto

Simple Crypto Tax Saving Strategies For Bitcoin Holders

・3 min read・Crypto

How Cryptocurrency Swaps Are Taxed

・6 min read・Crypto

Cryptocurrency Question On IRS Schedule 1: “Receive” Category (Part 2 Of 6)

・4 min read・Crypto

The Big Moments Of The Crypto Tax Space In 2019 And A Look Into 2020

・4 min read

The Big Moments Of The Crypto Tax Space In 2019 And A Look Into 2020

・5 min read・Crypto

Cryptocurrency Question On IRS Schedule 1: Background (Part 1 Of 6)

・3 min read

How To Grow Your Crypto Tax-Free

・2 min read・Crypto

Latest Bitcoin News From the IRS

・5 min read・Crypto

Maker Vaults (CDPs) Tax Guide

・3 min read

Updates to Multi-Collateral Dai and How to Account for Dai Interest on Your Crypto Taxes

・3 min read

IRS and FinCEN clarify cryptocurrency reporting rules: Like-Kind Exchanges, Specific ID, FBAR, and Airdrops

・4 min read

How the IRS is Approaching Cryptocurrency Compliance: Updates from the IRS Chief Counsel

・2 min read

2020 is the Year of Crypto Tax Compliance

・6 min read・Crypto

New IRS Cryptocurrency Tax Guidance

・3 min read

How to Optimize Your Cryptocurrency Taxes with Capital Gains & Losses

・3 min read・Crypto

How to Make Money When Your Crypto Portfolio is Losing Money

・5 min read・Crypto

Five Ways to Reduce Your Crypto Tax Bill with IRS Deductions

・2 min read

CoinTracker for Accountants: How to use CoinTracker to Calculate Cryptocurrency Capital Gains/Losses for Clients

・4 min read・Crypto

Three Practical Reasons Tax Accountants Need to Pay Attention to Crypto Clients

・3 min read

IRS Sends Cryptocurrency Tax Warning Letters: 6173, 6174, and 6174-A