1. Yes, keep the IRA. Mad Fientist did a pretty convincing breakdown which concluded that it is better to do a traditional IRA than a Roth. There is disagreement about this so do your own research.
2. Yes, and you should. Generally you want to, in order:
- Contribute to your 401k enough to get your company match.
- Max out your IRA.
- Max out your 401k.
- Max out your HSA, if you can get one.
- Put everything else into a taxable brokerage accoust, probably in VTSAX.
You want to have five years of expenses in your brokerage account, to support you while you do a Roth Conversion.