I have a good problem. I am about to finish my application to a top tier school; my two bosses are finishing up their recommendations, which are due in the next few days for a Round 1 application. However, I was talking to my father last night and realized he rents his old condo to the Director of Public Relations for this school (why I just realized this now is beyond me). We contacted him last night, asking him for any tips, and he surprised me by offering to write a recommendation.

Here are the issues:
-I already have my two recommendations. It appears to be actually kind of tough to get one off the list once they've been started, and the school does not let you submit a third. The recommendations are from my direct boss and his direct boss (both have known me for ten years). It's also an odd thing to tell them to scrap the recommendation that they've been working on (yet still submit it to the other schools I'm applying to).
-He doesn't know me at all. He asked me for a summary of my qualifications, etc., but he would not be able to provide strong answers to the questions the school asks (which require very detailed examples).

My current plan is this:
Ask him to submit a letter/email directly to Admissions, even though this goes against what they ask for. He can then write a letter without worrying about answering in what capacity he knows me, etc. and just focus on recommending me.

My concern is - would this raise some type of red flag? I'm going against what ADCOM asks for. Does anyone have any experience with either 1) submitting a third recommendation or 2) getting a recommendation from someone high up in the administration of the school? He is actually the spokesperson for all parts of the university except the business school, which acts independently... although he hired the spokesperson for the business school.

I'd appreciate any thoughts!