Cointracker
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

8 min readCrypto

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

7 min readcrypto

Accounting for staked assets: Understanding the process

7 min readCrypto

Navigating crypto audits: Tips for staying tax compliant

7 min readDeFi

Disappearing DeFi rewards: Understanding impermanent loss in crypto

6 min readinvesting

Digital gold for golden years: Investing in a crypto IRA

9 min readbitcoin

What are Bitcoin loans, and how do they work?

7 min readcrypto

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

7 min readCrypto

2024-2025 Crypto Tax Loss Harvesting Guide

8 min readCrypto

How to avoid taxes on crypto: 8 strategies

5 min readCrypto

Is sending crypto a taxable event? What investors should know

5 min readtrading

Are crypto trading fees tax deductible? What you need to know

6 min readCrypto

Do you have to pay crypto taxes if you reinvest?

6 min readcapital

Understanding capital gains tax on crypto

5 min readtax

Are investment expenses and financial advisor fees tax deductible?

5 min readCrypto

What is a digital asset? Cryptocurrency and tax law

5 min readCrypto

What Investors Need to Know About Draft Form 1099-DA

5 min read#taxfunction

What to do if your crypto 1099 tax forms have errors

5 min readCrypto

When will Celsius pay out? Reporting Celsius bankruptcy payments

5 min readcrypto

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

6 min readCrypto

The IRS Proposes New Crypto Tax Rules

10 min readCrypto

Cryptocurrency Staking Tax Guide

5 min readCrypto

ETH Post-Merge: Hard Fork Taxes

2 min read

IRS Updates the Crypto Question on 2022 Draft Form 1040

4 min readCrypto

Ways to write-off crypto with no value

5 min readCrypto

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

2 min readirs

How the Inflation Reduction Act (IRA) Affects Crypto Users

23 min readCrypto

Cryptocurrency Tax Write-Off Guide

9 min readCrypto

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

2 min readCrypto

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

2 min readCrypto

Three Reasons Why You Should File Your Crypto Taxes

1 min readCrypto

Three Tax Forms Crypto Users Must File With the IRS

2 min readCrypto

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

4 min readinvesting

Foreign Filing Requirements for US Cryptocurrency Investors

3 min read

Congress is Trying to Disallow Wash Sales for Cryptocurrency

5 min readCrypto

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

3 min readCrypto

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

2 min read

Biden Proposes More Stringent Regulations To Catch Crypto Tax Evaders

2 min readCrypto

You May Owe Quarterly Taxes On Your Cryptocurrency

2 min readbitcoin

IRS Clarifies Bitcoin Cash Hard Fork Tax Implications

2 min readCrypto

CoinTracker Partners with Wolters Kluwer to Simplify Crypto Taxes for Accountants

1 min readCrypto

IRS Extends the Tax Deadline to May 17, 2021

3 min readCrypto

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

2 min readCrypto

Cryptocurrency Buys Are Not Reportable To The IRS

1 min read

IRS Extends Tax Deadline for Taxpayers Affected by Texas Storms

1 min readCrypto

IRS Extends Tax Deadline for Taxpayers Affected by Texas Storms

3 min readCrypto

The Puerto Rico Crypto Tax Loophole

7 min read

How a Farmer Lost 100,000 Bitcoin

3 min readCrypto

FinCEN Moves to Regulate Self-Custodied Crypto Wallets

4 min readCrypto

ETH2 Staking and Crypto Taxes

2 min readcrypto

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

4 min read

Bull Market Crypto Tax Saving Strategies

2 min read

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

3 min readCrypto

The Rise of Crypto Debit Cards and Their Tax Challenges

2 min readCrypto

IRS Clarifies Crypto Tax Question on 1040 Tax Returns

3 min readCrypto

Biden vs. Trump: How Their Tax Policies Impact Cryptocurrency

3 min readPayPal

How Crypto Taxes Interfere with PayPal Crypto Payments

2 min readCrypto

Crypto Tax Evasion is a Criminal Offense

3 min readoecd

OECD Proposes Framework to Tax Cryptocurrencies

3 min readCrypto

IRS Increasing Scrutiny of Cryptocurrency Exchanges

1 min readuk

Coinbase Discloses Dump of Crypto User Data to UK Tax Authority

3 min readCrypto

Reducing Your Cryptocurrency Taxes with ETH Gas Fees

2 min readCrypto

Cryptocurrency Tax Q3 2020 Recap

2 min readcrypto

How $UNI Token Airdrops are Taxed

5 min readCrypto

Reduce Your Crypto Tax Bill with Smart Accounting

4 min readCrypto

Why You Should File Your Crypto Taxes

18 min readCrypto

Serving Your First Crypto Tax Client

2 min readIRS

The IRS is Sending Another Round of Crypto Tax Warning Letters

1 min readCrypto

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

3 min readCrypto

When Should Staking Be Taxed?

5 min readCrypto

Strategies to Reduce Your Crypto Tax Bill

3 min readCybersecurity

Can You Write Off Crypto Scams?

2 min readCrypto

What Happened In The Cryptocurrency Tax Space In Q2 2020

2 min readCrypto

How to Pay Zero Crypto Taxes on Crypto Profits?

3 min readCrypto

Are Cryptocurrency Loans Taxable?

2 min readmonero

IRS Is Trying To Deanonymize Privacy Coins Like Monero And Zcash

1 min readCrypto

Australian Crypto Users are Receiving Tax Warning Letters

3 min readday

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

2 min read2019

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

3 min readCrypto

Not Every Crypto Gain Is Created Equal

3 min readbitcoin

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

3 min readcrypto

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

3 min readcrypto

How Are Cryptocurrencies Classified In GAAP Financials?

2 min readcrypto

Small Businesses Can Bypass Complicated GAAP Rules For Crypto Accounting

3 min read#taxfunction

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

3 min readCrypto

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

2 min readirs

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

2 min readCrypto

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

3 min readCrypto

Stablecoins Are Booming, But What Are The Tax Consequences?

3 min readCrypto

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

2 min readCrypto

Why Your Crypto Tax Bill May Be About to Decrease

2 min readCrypto

How to Legally Shorten Your Crypto Tax Audit Clock

2 min readCrypto

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

6 min readextend

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

2 min readstimulus

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

3 min readDeFi

How To Make Money When The Cryptocurrency Market Is Tanking

4 min readCrypto

What Happened In Cryptocurrency Tax Space In Q1 2020

3 min readbitcoin

How You Can Earn Bitcoin Tax Free

1 min readCrypto

Up To 350,000 Aussies Receiving Crypto Tax Notices

4 min readvirtual

Highlights From The IRS Virtual Currency Summit

1 min readcryptocurrency

For the First Time in US History, Tax Deadline Extended

3 min readCrypto

Crypto Tax Guide To Uniswap Crypto Exchange

3 min readcrypto

How Uniswap Taxes Work

3 min readCrypto

Three Common Crypto Tax Pitfalls To Avoid

2 min readschedule

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

4 min readCrypto

What Crypto Tax Forms Should I File?

3 min readCrypto

2019 Crypto Tax Guidance May Not Be Binding Per GAO

3 min readCrypto

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

3 min readcrypto

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

4 min readCrypto

How Staking Tezos May Generate ‘Rental’ Income

4 min readCrypto

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

4 min readcryptoquestion

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

3 min readCrypto

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

4 min readCrypto

Simple Crypto Tax Saving Strategies For Bitcoin Holders

3 min readCrypto

How Cryptocurrency Swaps Are Taxed

6 min readcryptoquestion

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

4 min readCrypto

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

4 min read2020

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

5 min readCrypto

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

3 min readCrypto

How To Grow Your Crypto Tax-Free

2 min readcryptocurrency

Latest Bitcoin News From the IRS

5 min readcryptocurrency

Maker Vaults (CDPs) Tax Guide

3 min readcryptocurrency

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

3 min readIRS

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

4 min readIRS

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

2 min readcryptocurrency

2020 is the Year of Crypto Tax Compliance

6 min readIRS

New IRS Cryptocurrency Tax Guidance

3 min readbitcoin

How to Optimize Your Cryptocurrency Taxes with Capital Gains & Losses

3 min readCrypto

How to Make Money When Your Crypto Portfolio is Losing Money

5 min readCrypto

Five Ways to Reduce Your Crypto Tax Bill with IRS Deductions

2 min readcointracker

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

4 min readcryptocurrency

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

3 min readcryptocurrency

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