^
Perhaps what you hated was
riding solo in the crappy weather, rather than hating riding solo.
My first 300 in 2010 was a solo effort, but the weather was good. I was mentally prepared in advance of the ride to do the whole thing solo if I had to. There was definitely a period of serious doubt and struggle, but as noted above, it was a good experience.
My advice is: pick better weather days.
Suffering in crappy weather, solo, is crappy. Suffering in crappy weather, with others, builds camaraderie and becomes a storied or epic memory that you may share with others in the future. The most fun stories I hear from my RBA when we happen to be doing the same Permanent, perhaps falling off the pack together, are the stories of struggles; the easy successes are boring. The stories of his days as a submariner are also excellent ways to pass long periods during rides.