If the original question is understood rightly by me

You can learn to play the character at any time, and its likely easier to do so when you have all the skills available to you. So level it however you want. Rogues can be fun but people can get caught up on being rogue-ish. My brother would stealth sap blah blah everything, Whereas I would rarely stealth while leveling and just keep stabbing things in the face so my procs wouldn't wear off. Leveling a rogue via solo play really wont help you learn to PvP with a rogue.. unless ya just want to practice on NPCs.. in which case boosting is still advisable.