Yes, albeit it was a bit more expensive.
I was running multiple sites by myself. There was less encapsulation (unless you were working with someone on bsd), for sure, but I'd say the advantages are more visible in terms of security (hacking was much easier back then) than ease to deploy.
Doing your own ops has never been that hard (YMMV) and I don't think it improved much nowadays.
Scaling to n machines didn't change as well.
Deploy n instances, load balancers, scaling vertically then horizontally, db sharding.
You still have the same fundamentals.
One pro of today is having a single artifact to deploy (tons of cowboys deployments and FTP uploads in the past).
One big cons you have nowadays is learning all the latest crap $currentCompany is using and having to peel the layers of abstractions to see why things work so badly.