Question: Do I have to invest my SIMPLE IRA contributions with the company that administers it, i.e. Fidelity? Or can I invest it wherever I like?

Answer: You have no choice but invest in the Fidelity funds offered by Fidelity as administrator of your company's SIMPLE IRA plan. \n\nOnce you leave that company, you can roll over your SIMPLE IRA vested investments and roll it into a personal traditional IRA (not to be confused with a Roth IRA).\n\nI personally agree with you that Vanguard is a better mutual fund company than Fidelity.  On the other hand, Fidelity is a close second.  I bet the company's existing SIMPLE IRA plan offers plenty of descent Fidelity mutual funds to choose from to build a descent retirement portfolio. \n\nIf you need any clarification, contact me through "Answer."  And, I will edit my response accordingly.\n\nYou contacted me through "Answer." I was not able to reply you directly.  So I am replying here. \n\nYou most probably cannot move funds outside of Fidelity under any circumstances as long as you are with your current employer.  This is true even if you move your funds to Fidelity's money market fund and then attempt to move these funds outside.  You just can't.  \n\nHope that helps.
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