Seeing that every dlc release will reset your progression , why don't you never upgrade it use it stock , join a team who did the grinding and have the good weapons , you just use your legendary or stock standard exotic that's a good to say suck my nuts deej. You wait for the third reset next year then you can begin upgrading
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They will likely have four expansions. I'd say they'll have microtransactions around the third expansion. Destiny 2 will be 2016-17 I'd say. If their smart, character progress will transfer to D2. If it comes out in 2017, you'll probably have six expansions.