I can't tell you how many times I've seen people jump into Koinly setup without doing the boring prep work, then spend 12 hours fixing shit that should have taken 20 minutes. Trust me on this.
Get Your Exchange Data Ready
API Keys Are Your Friend: Every exchange you've ever used needs an API connection. The CSV upload method works but it's a pain in the ass and breaks constantly. Create read-only API keys for Coinbase, Binance, Kraken, and whatever other exchanges you've used. Check Koinly's integration directory for specific setup guides.
Real Talk About API Reliability: These connections fail more often than exchange marketing teams want to admit. Binance's API went down for 6 hours during my 2023 tax prep. Always download CSV backups before you start - trust me, you'll need them when the API shits the bed right before tax deadline. The Koinly community forum is full of similar stories.
The Historical Data Problem: Here's what nobody tells you - older transactions are a nightmare. Some exchanges purge API data after 90 days but keep CSV exports forever. I learned this when trying to get 2020 Binance data in 2024. Download everything now, even if you think you don't need it. Check each exchange's data retention policies before you lose access to critical transaction history.
Figure Out All Your Wallet Addresses
Every Single Address Matters: That MetaMask wallet you used twice in 2021? Yeah, that needs to be connected. I've seen $5,000 in cost basis disappear because someone forgot about a wallet they used for one DeFi transaction.
Blockchain Explorers Are Your Friend: Use Etherscan for Ethereum, Blockchair for Bitcoin, and BSCScan for Binance Smart Chain to verify you have all your addresses. Check your transaction history - if you see transfers to addresses you don't recognize, those are probably your other wallets you forgot about. Ethplorer is also excellent for tracking token movements.
DeFi Wallets Are Everywhere: If you've done any yield farming, liquidity providing, or NFT trading, you probably have addresses scattered across multiple chains. Each one needs to be added separately or your calculations will be fucked.
Planning Your Account Structure
Name Things Properly From Day One: Don't just call everything "Binance" - use "Binance-Spot-Trading" and "Binance-Savings" as separate wallets. Future you will thank present you when you're not trying to figure out which transaction came from where.
Tax Year Reality Check: If you started crypto before 2020, you need ALL that historical data. Yeah, even those random altcoin trades from 2018 matter for your cost basis calculations. Missing early transactions can inflate your gains significantly. The IRS crypto guidance makes it clear that all transactions matter, regardless of how small.
Privacy vs Convenience: Koinly needs read-only access to your stuff. Their security setup seems solid and they maintain SOC 2 compliance, but if you're paranoid (which isn't unreasonable in crypto), you might want to use CSV uploads instead of API connections. Follow API security best practices when creating keys.
Mistakes I've Watched People Make
The "Recent Data Only" Trap: Importing just 2023-2024 data when you've been trading since 2020 will absolutely destroy your cost basis calculations. I've seen this create tens of thousands in phantom gains. Import everything or don't bother.
The Missing Wallet Problem: Forgot about that hardware wallet? That old exchange wallet? Each missing connection creates holes in your transaction history. I spent 8 hours helping someone find $15K in missing cost basis because they forgot about a Coinbase Pro wallet.
Timezone Fuckery: This one's subtle but deadly. Your exchange thinks a trade happened on December 31st, but Koinly thinks it was January 1st due to timezone differences. This can mess up your tax year calculations. Check this before you import anything.
With all this prep work done, you're actually ready to start the setup process. Trust me - spending an hour on preparation saves you 8 hours of fixing mistakes later. The next section walks through what actually happens when you hit that "Add Wallet" button.