Whether I'd trade Jarry this off-season depends largely on how the Penguins would treat Jarry if they kept him next year. I would be fine with keeping him if the plan is to treat the goalies like a platoon setup, rather than a starter/backup setup like they have done in the past with Jarry. The issue there is finding the 1B goalie to platoon with Jarry that you can afford. Nedjelkovic will likely be too expensive to keep as a 1B and I'm not sure they'd trust Blomqvist in that role yet.
With that being said, if Nedjelkovic is willing to re-sign for like $3 million AAV for 2 years,, I'd just run with Jarry-Nedjelkovic again until Blomqvist is ready. When Blomqvist is ready, you can trade whichever guy makes more sense to trade at that point. But the most important part is that if you're keeping Jarry, I want it to be a platoon situation, not with Jarry as a starter.