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I've always had a fascination with the middle ages, so medievals seemed the way to go. From there, I found early dated coins, which afforded an opportunity to learn about the history of numerals (something they don't teach in school), as well as a more specific focus in locations/times/cultures/languages.

with @tdziemia - looking forward to seeing your coins in How Far Back Can We Go!
..the upcoming 4th by-decade edition in the ancients forum, as well, if we successfully catch up to the 2nd edition.
Maybe we should restart the old Levinson thread as well...
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and if there are any ideas for the direction I should be going in for investment purposes
Ancients are usually a bad idea for investment purposes, TBH. And the kind of types that
would be a good investment are also very heavily faked.
I can't make a good recommendation because it depends on your specific budget; a Syracuse dekadrachm would probably be a good investment but you're also unlikely to be able to afford one.
Any non-overpriced high grade aureus is a good idea, again if you're lucky enough to find one. On a slightly lower budget (roughly, in the $500-2000 rather than $2000-5000 range), high-grade sestertii are also in demand, especially if they're also depicting something popular.
Best rate of return is probably in cherrypicking scarce types from cheap lots, but that's far below the level you're describing and is liable to leave you with more (and worse) coins than you started with
before the refactor.
You can get a higher rate if you make an early good guess on which types are about to become very popular. Actively developing countries are good at this, but for most of those I can't think of any remotely available pre-1600 coinage, and most of the exceptions have
really strict antiquities laws that mean anything interesting you
do find has a risk of getting confiscated if you can't provide a provenance going back many decades.
Can't go wrong with well-preserved Athenian or Syracusan tetradrachms, I guess...
Severans are a bad idea IMHO; too many coins to be truly popular. Scores high on popularity though, so if you can snag some high-grade gold (or a really nice sestertius, I guess), that would work.
If you want to focus on a particular emperor
for investment, I recommend you choose a popular one (Tiberius, Caligula, Hadrian) and/or a rare one (Galba, Carausius, Pescennius Niger). Julius Caesar, of course, is high on both scores, as is Romulus Augustulus (but good luck getting one of his coins).