I know I responded sarcastically to Napoli earlier in this thread, but I do want to weigh in on this question so you have two Jackets voices. This might be a rare case where quantity might do the job. The Islanders have basically no prospect pool or depth and the Jackets have a ton of it. Sillinger and the worse of our two firsts (CBJ or Minnesota) as a base, then add pretty much as much as you want from our B- and C tier prospects (anything below Brindley/LDBB on the list, probably) plus another middle pick or two for balance. You might get a higher-tier single return from someone else but Columbus can really help fill our your pool in a way I am not sure anyone else would.
Not that I think Columbus should be spending their assets on Dobson, who'd be a cery cap space-expensive luxury on a team already full of puck-moving D, including the a Norris finalist (Hughes is winning it, but Werenski will be a finalist for sure). But if we're talking the hypothetical world Columbus is interested, that's what you're looking at. A 21yo 2/3C, a mid-round first this summer, plus a bounty in lesser prospects. Not really a sexy offer.