What are the actual roadblocks with alts in FFXIV?

[Iscah]

I've also tried twice to level a healer, only to just give up and grab a DPS job instead because I just don't like healing. Highest I've made it was Shinryu before I just.....didn't want to do it anymore. This one's purely a me problem, of course.

MSQ alts are the best way to level a job you don't want to do, though, since you can get all the EXP through questing and just swap to something else for the dungeons.

Though for healer in particular, you can just level summoner instead and drag scholar along for the ride.