Hi Napobear,
First off, a 660/Q49 is a strong score (it's right around the 80th percentile overall), so it could be enough to get you into your first-choice School. As such, a retest might not be necessary. Depending on the Schools that you plan to apply to, you would likely find it beneficial to speak with an Admissions Expert about your overall profile. There's a Forum full of them here:
ask-admission-consultants-124/Raising a 660 to a 720+ in 2 months is an achievable goal, but you'll have to make some significant improvements to how you handle the Verbal section. Before I can offer you the specific advice that you’re looking for, it would help if you could provide a bit more information on how you've been studying and your goals:
Studies:
1) How long have you studied?
2) What materials have you used?
3) How have you scored on each of your CATs (including the Quant and Verbal Scaled Scores)?
4) Did you take the FULL CAT each time (including the Essay and IR sections)?
Goals:
4) When are you planning to apply to Business School?
5) What Schools are you planning to apply to?
In answer to your questions:
1) Business Schools generally don't care if you retake the GMAT, so having more than one score likely won't impact your applications.
2) While the ESR doesn't provide much information, the data in it would likely help to pinpoint a few specific areas that you need to work on. Considering the relatively low cost of the ESR (compared to the cost of retaking the GMAT), you might want to consider purchasing it.
3) If you can consistently score a Q49, then you should be able to score a Q50 or Q51.
4) The Verbal section of the GMAT is as consistent and predictable as the Quant section is, so you CAN train to score at a higher level (assuming you have the proper practice materials AND you practice the proper Tactics).
5) With an IR8 and at least a 4.0 on the AWA, you likely don't need to do any additional practice in these areas. However, you should still make sure to complete the FULL CAT (including the Essay and IR sections) each time you take a CAT.
6) Yes - see above.
GMAT assassins aren't born, they're made,
Rich