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There's a higher level of safety in going back in time. You know exactly what to expect and can take the necessary clothing and currency with you. The chances of your cover being blown is very low.
The risk in going forward increases with the time span. You can probably pull off 50 years into the future without drawing too much unwanted attention to yourself, but going ahead 1,000 years is going to be extremely dangerous. Everyone is going to know there is something very wrong about you.... your ancient clothing, outdated english, no valid money, etc...
But that problem aside, it would be hugely beneficial to go forward if only for the medical treatments. Go ahead 3,000 years and they can cure your ailments and give you your 20-year-old body back.
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