My great-grandmother was born in 1896 and I helped her set up an eBay account around 1997. She eventually died in 2002 at the age of 105.

She also owned a rifle catalogue from the 1890s or 1900s that I'm 100% certain was used as the basis for the gun catalogue menu in Red Dead Redemption 2. My great-meemaw was from legit cowboy times.

My grandfather was a ham radio nerd and an early adopter of the Prodigy ISP in the 1980s. He was born in the 1920s and had some kind of FidoNet email address in the 1980s. He still had it up until around 2012 when he died.

My great-grandfather on the other side of the family apparently had an ARPANET account since he was an army psychiatrist and would update some kind of database with punch cards or something? I'm not sure how old he was exactly, but based on my grandma's age he was probably born in the 1910s or 00s, since he was a trained and established psychiatric MD by the time of WW2. And he used the early predecessor to the internet.