My oldest computer tech that still works is an early 2011 Macbook Pro. Well, mostly works. Occasionally the keyboard decides the E key shouldn't work unless I press it really hard a few times, then it works again for awhile. Oldest tech item that I own that is still working would be a Yashicamat 124g TLR camera. It was made in the early to mid 70's. It takes perfect photos to this day, though the shutter release is a little sticky, so I think I need to lubricate it. I had a Rollei 35S that I gave to a buddy, of the same vintage. I am likely coming into a collection of much older cameras within the next few weeks. I am hoping there will be one or two that will be more than just decoration.