Hi, @cassieerne , thanks for the questions!
1) Since no tax is withheld from self-employment income, you should probably consider making quarterly estimated tax payments. You can do so using the Electronic Federal Tax Payment System.
2) If you're asking can you use Everlance to substantiate business expenses, it's hard to say for sure. This article discussed the IRS' Burden of Proof for business expenses. I would say that it's preferable to have "too much" proof vs. not enough.
Hope this helps, please let me know if not!
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