No, it is not too late for 2017. The pro-rata rule states that you are taxed pro-rata if you have a balance in your pre-tax IRAs as of 12/31/xx for conversions done during that calendar year. As long as you zero out your SIMPLE before 12/31 each year that you do a conversion, you'll be fine.
Note that if you have participated in your SIMPLE for < 2 years, you will owe a hefty 25% penalty so you don't want to roll any amounts over until you've participated for at least 2 years. For simplicity's sake, contribute for 2 years (the prior year and the current year) every 1st quarter and convert so you can roll over your SIMPLE every other year. Of course, you'll need an active 401k/403b (including solo-k) to receive the rollover or you'll owe tax on rolling it over to a Roth.
Leave a comment: