So I plan on creating a bandit, the focus is simple, loot, pillage, get rich. I would like him to run a round with a small group of people/bandits but I don't want the game play to become too easy. Oh and needing to eat, drink, live off the land etc. Here's what I am planning on installing so far:

http://skyrim.nexusmods.com/downloads/file.php?id=9557
http://skyrim.nexusmods.com/downloads/file.php?id=14037
http://skyrim.nexusmods.com/downloads/file.php?id=10639
http://skyrim.nexusmods.com/downloads/file.php?id=11163
http://skyrim.nexusmods.com/downloads/file.php?id=13687
http://skyrim.nexusmods.com/downloads/file.php?id=12092

These next ones probably wont get used much for this character, they are more for alternate play throughs since I see needing a break form just hack and slash.

http://skyrim.nexusmods.com/downloads/file.php?id=3829
Deadly Dragons Armory (same as above link)
http://skyrim.nexusmods.com/downloads/file.php?id=2275

As far as utilities:

TesModManager
Wrye Bash
BOSS

Any mods that will do a better job than the one's I've picked? Also is there a mod that will increase spawn so that I don't have too easy of a time with 4 or 5 followers? I haven't played Skyrim in awhile and didn't wipe out towns when I did, do towns respawn or is there a mod that would do that. As far as player housing, any small forts without too many load screens, companion friendly, and an added bonus would be the ability to take it over rather than just find it.

Any names mods that you think would fit in well with a bandit would be appreciated.

Thanks.

well its occasionally a hack and slash but you could try OCS here

http://skyrim.nexusmods.com/downloads/file.php?id=12479

like i said its a bit hack and slashy but heres one you do probably want to use

ASIS

http://www.gamesas.com/topic/1368877-wiprel-asispise-successor-thread-3/page__st__90

it not only changes Spawning which you can omit if you want but with the patcher it adds spells to enemies and helps with their AI a bit.

Since you have a couple of aesthetic mods up there, may I recommend:

http://skyrim.nexusmods.com/downloads/file.php?id=12693
http://skyrim.nexusmods.com/downloads/file.php?id=13366

http://skyrim.nexusmods.com/downloads/file.php?id=8066 for all your looted, pillaged riches so you'll not have to return to civilization so often...