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100% legal. No penalty. Advisable? No
Also depends on your firm’s trading rules
You could totally day trade your Roth if you wanted.
Working in Finance your main concern would be your company’s personal trading compliance rules, which for example might say you have to hold for 30 days.
If only it were as easy as buying low, sell high, but you said not to judge, so I’ll leave it at that.
There are no number of transaction limitations in Roth or IRA accounts but you have to have settled cash to cover all trades.