The thing about Kifaru packs is adding on the pockets. While the Woodsman matches up best with the EXO 3500 main bag wise you have to add a Guide Lid for $70 plus and I guess at least a Spotter Pocket or two at $44 to $88. That's way over your $550 price. Using the Reckoning will work too and you already have the side pockets but you still need to order a Guide Lid and something to make up for the stretch pocket on the front of the EXO. The belt pouches for Kifaru are $12 more for the smallest size so at least another $24 there. I really wanted to try one of Kifaru's new packs (Woodsman/Reckoning) because they made some great improvements but when I put everything in my cart any which combination I came up with I was always around $700+ for the Woodsman and closer to $800 for the Reckoning.
a guy (OP) getting his first nice pack probably does not even know if he likes/ wants a bunch of extra packets. nice thing about kifaru is you have the choice. i personally do not like a bunch of extra pockets. i would be more interested in getting into a new bomb proof pack that can carry anything i want than pimping it out with a bunch of pockets for an extra 250$ at least right of off the bat... i think my previous statement still makes sense and is a helpful consideration to the OP. sounds like he is going to buy both and try them which is the best thing he can do anyway