New to FIRE - I’ve been in a lot of debt for a long time, and I’m over it. I’ve been working on lowering interest rates on loans, and now I want to start some really basic investing outside 401k. Thoughts on vanguard products (to connect accounts/ meet Deloitte reporting requirements)? I need it to be as simple as possible. Thanks for the advice!

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In addition, you may want to explore a Roth IRA or backdoor Roth option depending on your income. It’s a retirement account so you get preferential tax treatment.

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Definitely do this before brokerage and look into an HSA if you don’t have one

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I can’t speak specifically to Deloitte independence requirements. The absolute simplest would be to setup automatic investing. That means using mutual funds since vanguard won’t let you do that with ETFs. Downside is some mutual funds will have minimum account balances so you may need to save to a certain threshold first or be more hands on for a time. More hands on really just means you need to execute the trade. VTIAX and VTSAX are total market mutual funds. VT and VTI are their ETF equivalent.

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You may be right. I just did a quick lookup since I just use ETFs and didn’t have the funds off the top of my head.

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The most simple approach to invest is to just open a brokerage account, pick an index fund that match your profile (aggressive vs conservative, not restricted for Deloitte, etc.), then contribute and buy a fixed amount regularly (like monthly or quarterly).

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