I think he'll do it. He should go down as the best race car driver ever.
No way. Not for me. He's had the best car for far too long. It would be one thing if he had a dominant car for a season or two, but he's had the best car since 2014.
Vettel was all the talk when he was winning 4 consecutive championships and now, according to some, he's not even worthy of his Ferrari seat. Schumacher's legacy was cemented well before he had a car that was far away the class of the field. I remember midway through the 1997 season there was a top 100 drivers of all-time published by F1 racing magazine (they polled several members of the F1 community; team managers, ex-managers, ex-drivers, etc...) and they already had Schumacher ranked #4 behind Senna, Prost and Fangio; he hadn't yet completed his 6th full season, yet a report by the BBC ranking the all-time greatest drivers in 2012 (Lewis 6th season) had Hamilton 15th,
8 places behind Vettel. I understand these rankings aren't definitive, but they do give you an idea of how the drivers were perceived at the time. By the time Schumacher got his first truly dominant car (2002) he already had more than 50 wins to his name. Up until 2014 Hamilton scored 22 victories; since 2014 he's accumulated 60 more.
Lewis is a great driver (although I can't stand his act) but he's not done enough in nothing but the best car for me to consider him better than Senna or Schumacher. I'm not sure I'd put him ahead of Prost (on Sundays), whom I believe had the greatest rotation of teamates in the history of sport (Lauda, Senna, Mansell, Hill), and beat them all.