Kjar wrote:
Combine all questions by subject. There are several common types of questions, and although they may be worded a bit differently from one school to another, the answer in many instances will be the same. Examples are: "History of interaction with an applicant", "Key strenghts", "Key weaknesses", "Reaction to feedback" etc. Explain that it's not writing 5 x 6 = 30 essays, it's much less.
Provide him with some exampls. THere are plenty of those available online, in admission guides, on forums etc.
Discussing "Why MBA" questions is also very helpful. You could explain your motivation and application strategy. For example, "I am going for an MBA to get further career progress in our industry - I think, that I need to develop X, Y and Z skills to make the next step, and I already have an experience of demonstrating skills A, B and C on projects Alpha, Beta and Gamma. etc". The result is that you boss actually knows the logic and knows what's relevant and what's not. Discussing all this stuff you both will mention lots of good examples worth including into his recommendations and your essays.
*Yeap. I did this as well. I gave my recommenders an excel file with questions grouped by common theme, together with detailed bullet points that I though they could use.
*Very importantly, I let them know about my intentions months in advance and made sure they understood deadlines. I made a plan with each recommender on a time frame as to when (s)he should send letters and it worked out about one letter every month. Since most schools have deadlines that cluster, it meant that some schools had received recommnedations many weeks before their deadline.
* I see a lot of people in this forum asking how to find the questions the recommenders need to answer. They claim that as applicants they cannot see them. So, here is something that you can do. Create two fake accounts, then login as an applicant with one, and put the other fake address as the email of the fake recommender. Check your second fake email and voila!
* Forgot to add that once the application process was done, I bought each of my recommnders a nice bottle of wine.