IMO, you definitely want to import your Mass Effect 1 character into Mass Effect 2. All of the major choices that you made in Mass Effect 1 will be reflected.
For example, at one point you visit the council on the Citadel, and that plays out completely differently depending on whether or not the original council is still alive (same with the choice of who you nominated for the council, Anderson or Udina). The same goes for who you killed on Virmire (Ashley or Kaiden) and if Wrex is still alive.
The same is true for the side quests, to a lesser extent. However most of these only have the follow up in the form of an e-mail to your private terminal on the Normandy, but it's still cool to know that your choices had a lasting effect on the story.
If you had a love interest, it doesn't have a huge impact on Mass Effect 2. When you meet them, you share a brief kiss, but that's about it. You are free to have a new (different) love interest in Mass Effect 2, but apparently that will have some sort of impact in Mass Effect 3.
Bioware did an excellent job continuing the story you started in the first game. If you could make a choice in Mass Effect 1, it is reflected in Mass Effect 2.
As for importing characters, I'm not completely sure about this but I believe that you can import any play through for a given character (it's been a while since I imported my Mass Effect 1 characters). If you don't mind doing another Mass Effect 1 play through, I'd suggest starting again with your level 60 character (or whichever one you want to import), and make all of the decisions that you want to carry over to Mass Effect 2. You could always put the difficulty on easy to help things go faster.
If you want to know how a given quest affects Mass Effect 2, you can always check the Mass Effect Wiki.
If you don't import a Mass Effect 1 character, the game basically makes the big Mass Effect 1 choices for you. Also, some dialog that is present for an imported character is not present for a new character (mostly minor things, but some text wouldn't make sense if you didn't play the first game).
Finally, at the start of Mass Effect 2 you are able to change your class and physical appearance (don't worry, it makes sense in the context of the story). You can't change your sex or name, however.
Based on the guide at Xbox360Achievements.org, it sounds like it does have to target something (it suggests targeting one of the rapid transport stations on the Citadel).
If you only want to play a Vanguard in Mass Effect 1 in order to play that class in Mass Effect 2, there is no need to play through Mass Effect 1 again, though. At the beginning of Mass Effect 2, after importing your character, you are given the option to change your class (don't worry, it makes sense in the context of the story). So you could always import your Engineer into Mass Effect 2, and then select Vanguard as your class without having to play through the first game again.
Best Answer
No, you cannot. You are limited to a level of 50 in the first playthrough. The level cap will be raised to 60 subsequent playthroughs. Reaching level 60 will require more than one playthrough regardless since there is not enough experience to go from level 1 to 60 in 1 playthrough.
If you do not mind loading in someone else's save files, there is a nice site that allows you to choose the storyline options and completion % for ME2 import.
You will be able to change the look and class of your imported character in ME2.