My current situation:
5 WotLK accounts
5 druids @ 80
quite a few other toons between 60 and 80 (probably 13)
2 vanilla accounts that are currently RAF linked to 2 of the WotLK accounts


I'm debating abandoning all and starting fresh. When I originally started multiboxing I thought I'd just play my druids, and therefore wasted my RAF time. Now if I want to level up toons I either have to do it without RAF or pay transfer fees (gets expensive).

If I started over then I think I could get 5 of each tanking/healing class, and 4 of each pure DPS class allowing for nearly every comination I could want. I could also get a consistent naming scheme which helps with my OCD of needing order to things

What are your experiences on starting over, whether it just be a new realm or abandoning old accounts to start new ones? The biggest hit would be paying for 5x battlechests + WotLK expansion (probably around $300, which is equivalent to 12 transfers). I'm not terribly worried about the money as long as I don't regret starting fresh, but would like ot hear others' experiences.