FWIW - I can't remember how long indoc is... it's probably changed anyhow since the last batch of new hires so long ago. But just about every transition class, like going from MD-80 to 737, 737 to 777, etc, is roughly one month long, give or take.
The "culture" of each fleet is different, and evolves over the years in both good and bad directions. The 777 transition is as easy and laid back as can be... the 757/767 fleet probably the worst in my experience, mainly because of the complexity of the fleet make up.
The bad old days of rebuilding an airplane in the oral is thankfully 95% dead.