re: Looking for some realistic advice

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Thanks. any advice on particulars I might start looking at?

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I'd just start at somewhere like T Rowe Price or Vanguard and start looking into their funds. You can look at their performance histories and annual rate of returns and find one that meets your risk profile.

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Born and raised there. Went to St. Paul's. Teach there right now.

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Awesome. SPS grad myself. My brother just graduated from there as well in May.