Before you go 1099, make sure you have two months of living expenses saved
As a 1099, you are not going to get paid every two weeks. Typical payment terms are usually “net-30,” which means the company will pay you thirty days after you invoice them.
In practice, you will invoice at the end of every month, and then get paid thirty days later. Let’s say you start your 1099 work on April 1st. On April 30th, you send the prime an invoice for all of your April work. You won’t get paid for your April work until the end of May, which is two months worth of paychecks you would have received as a W2.
I recommend you build up your savings to at least six months of living expenses as a 1099 but to get started, two months is fine to deal with the immediate cash flow interruption.
If you are trying to convert your job into a 1099 gig and have significant savings (one year or more of living expenses) already, you have enough money to walk away from your job if you can’t get a 1099 arrangement to work.
Sometimes if you actually quit, the company becomes more amenable to the 1099 arrangement.
If you have questions feel free to reach out to me directly at firstname.lastname@example.org. I can also add you to my informal mailing list in case I have updates or news or whatever.
This article is an excerpt from Chapter 6 (Method 1: How to convert your job into a 1099 gig) of my book.
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