posted by ernest_t_bass
With Vanguard, how can I make small investments to then roll into that Roth? Is this possible?
This is somewhat complicated. You can open a Roth IRA and directly contribute up to the max after-tax each year (I think 7500 with catch-up if you're over 50).
But that is subject to an income limit. Alternatively, assuming you have no other pre-tax IRA savings anywhere (which introduces a pro-rata rule), you can contribute $7500 after-ta to an IRA, and then Vanguard allows you to auto-roll that into a Roth IRA (no cost or tax consequences if done almost immediately).
You need two accounts at Vanguard - a traditional IRA, and then the Roth IRA. The advantage over putting that money into a brokerage account is the investment returns are tax-free (as opposed to subject to cap gains).
The problem becomes if you have an IRA with pre-tax money, and then contribute the after-tax piece, then the pro-rate rule applies. And I'm debating if I want to roll those IRA's over into a 401k in order to avoid that issue myself.
TL;DR....Read up on Backdoor Roth Conversions. Vanguard has a bit of a primer on its site, and there are blog posts that go into more detail.