I know SEPs, but not SIMPLEs. When I was self employed I looked at both and decided on the SEP. Anyone with self employment income can have a SEP. If subsequently you become eligible for a 401k through your employer, and also have self-employment income, you can STILL contribute to that SEP. There is a cap on how much you can contribute, but when I had around $100000 annually of self employment income I didn't hit the cap. You can contribute about 15% of the Schedule C income. As you know, estimating that amount ahead of time can be tricky; you do the best you can and try to not overcontribute. If you undercontribute, you have some time in the next calendar year to bring your amount up to the maximum. If you overcontribute it gets hairy. Best wishes, Chris
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