Rollover old 401k to ???

DWQA QuestionsCategory: PennsylvaniaRollover old 401k to ???
Mike asked 1 month ago

Hi – OK, I have three questions that hopefully you can answer.
(1) I’m ready to roll over my old 401k, old HSA and current Roth IRA to what you suggest.  I plan on using the funds in several ways: (a) Invest with a startup; (b) Invest in a real estate rental; (c) Park $$ in stocks or mutual funds; and (d) Possibly crypto speculation.  My question is, should I roll it into a checkbook IRA then setup separate LLC’s for each deal, or is there an optimal way to do this?
(2) I am starting a side-gig in addition to my full time job.  I contribute the full $30,500 into the company Roth IRA (the match goes to traditional) plus I plan on contributing the max to Roth IRA (via backdoor).  Another question is, when I start my side gig and setup a (Solo 401k ?), how much more $$ can I contribute on top of the $30,500?
(3) Is my current employer legally required to transfer my existing 401k/HSA into what’s setup in #1 above, should I choose to do so?
Thanks in advance for answering my questions, Mike