best resource: wiki best advice: have fun. Do whatever you want. best merchants: the Dark Brotherhood guy Rindir's staffs in imperial city Varel Mordayn in Anvil--has $1200 Northern Trade in Chorrol But all is relative. Just stay away from the expert merchants--bad prices.
I have maybe a dozen different characters--they are all fun.
The question is not, Can they reason? nor, Can they talk? but, Can they suffer? ~Jeremy Bentham