I like digital ownership. Much more convenient than swapping discs. I'd prefer DRM-free, of course. Several CDs in my music collection are worn-out or lost -- since I have them ripped, I can make replacement discs any time. Likewise, I've bought RollerCoaster Tycoon 1 & 2 multiple times over the last 13 years, with discs getting lost and broken, but after buying them as DRM-free digital downloads from GOG.com, I will always have them.
Services like Steam, Kindle, and the eShop are convenient, but there's always that chance that some day a copyright issue will come up and they'll have to pull the file from their servers, possibly also deleting it from my device. It's rare enough to not be a big deal, but it does happen, and it's why I don't want to go to completely cloud-based ownership until the environment changes quite a bit.
But DRM-free digital ownership is definitely the best. No worrying about losing discs or cartridges dying, ability to back it up in as many places as you want, essentially infinite life.