I wholeheartedly recommend using Wrye Bash. Just yesterday I finished moving all my mods over from OBMM to BAIN and I couldn't be happier.
OBMM = Flying blind. After being burned by OBMM (I had mod resource files overwritten causing CTDs and OBMM couldn'tt help me know what was going on) I decided to just move to BAIN.
BAIN is simpler to use than OBMM. OBMM just gives the illusion of simplicity. With BAIN I know exactly how my mod files are being used thanks to its extremely powerful Install Order feature, I can configure which mod overwrites what and I don't ever have to, for example, uninstall a mod because it needed to overwrite another mod's files.
Example:
Animated Window Lighting System requires that you have Qarl's Texture Pack 3 installed so it can overwrite some of its files. If you install AWLS and then decide to try out QTP3, with OBMM you have to uninstall QTP3 and then install AWLS.
With BAIN you just put QTP3 to be "lower" than AWLS in the BAIN Installation Order and you install it. And if BAIN complains about any files being mismatched afterwards for AWLS for example you can simply right-click on AWLS and select Anneal. Done. Problem solved.
Breton Paladin already linked the Wrye Bash Pictorial Guide which is a great tutorial but theres also the Wrye Bash website itself that you can use as a reference along with the Pictorial guide.
So you have your tutorial and your reference. If you stick with it, it'll pay off. The earlier you start with BAIN the less mods you have to eventually transfer over to BAIN if/when OBMM finally bites you in the ass.

(Tutorial) Wrye Bash Pictorial Guide: http://tesnexus.com/downloads/file.php?id=35230
(Reference) Wrye Bash website http://wryemusings.com/Wrye%20Bash.html
Oh and like Wetblanket said, some mods _require_ Wrye Bash's Bashed Patch feature to even work (like the best weather mod out right now All Natural). All the more reason to stick with Bash...