Two years is a long, long time from a currency perspective. As a guy who takes regular military breaks from 121 flying I can attest to that.

You need at least a part-time flying gig, CFI if nothing else.

As far as age...most airlines don't care anymore, although I know at one time AA had a policy that you had to be young enough to upgrade before mandatory retirement. I doubt that still applies.

91/135 operators tend to driven by individual personalities, so you might encounter age discrimination, although I'd guess an equal number would prefer someone with life experience to a kid when it comes to flying their expensive equipment.

This doesn't address any other issues such as skeletons or resume/interview skills...may want to look hard at that stuff too. I'd do that before wasting any time worrying about the age thing.

There's always regionals if you want to fly bad enough, or just need the currency. TSA is hiring DECs...