A couple questions as I plan out my application process

Hi Square One, I greatly appreciate the responses I've gotten from admissions consultants to my past questions. I feel pretty good about the list of schools I have in mind, but I'm still trying to figure out my future plans. I apologize for such a long post, but I wanted to present these questions together rather than create separate threads.

An overview of my background/experience:
26 y/o white male
3.63 GPA (magna cum laude) from a top-5 LAC; graduated in 2013
Currently in a Master of Social Work program--will graduate in May 2018
780 on the GMAT (Q50, V48, AW 6.0, IR 8) (took it in November of last year)
Past work experience: 1.5 years (40 hrs/week and received a stipend to cover living expenses) as an AmeriCorps VISTA member. I researched and gave presentations on unaccompanied child migration from Central America. (Before that, I had been in a religious order for a year, and although I wouldn't really count it as work experience, I figure I should put it on my resume so schools aren't wondering what I did the year after I graduated from college)
Intern/volunteer experience: The MSW program entails about 1,000 hours of field experience. I worked at a mental health center for the first half of those hours, and for the second half, I plan to do a combination of mental health and social services work.

I am looking forward to graduating with an MSW, getting my license, and engaging in clinical social work on the 'micro' (direct practice) level. However, I am ultimately hoping to pursue an MBA and specialize in nonprofit management, as I feel that I can serve more people by being an effective administrator than I can doing one-to-one meetings with clients. Following graduation, I would like to join the administrative team of a regional branch of a social services nonprofit organization (ex. Catholic Charities, Feeding America, Habitat for Humanity, etc.). I envision myself serving as a department director or vice president of social services.

Target schools: Yale, Columbia, Harvard, Wharton, Cornell, Georgetown, Boston College


With that backdrop, here are a few questions:

1. I'd like to apply my MBA towards social services management. With that in mind, should I select a job out of the MSW program that will be more directly connected to social services, such as working with the homeless? Or could I also work in the mental health field as a counselor/therapist, or in medical social work, perhaps in a hospital? I see mental health care and medical social work as one of many 'social services' (along with emergency assistance, benefits, case management, employment counseling, housing assistance, etc.), so I don't think adcoms would take issue with a mental health/medical social work --> MBA --> social services trajectory . . . or would they?


2. I'm still a little torn between applying in the fall of 2018 (matriculating in 2019) and the fall of 2019 (matriculating in 2020). I'll graduate in May 2018, so if the Americorps year and a half counts as full-time work experience (which I think it would), I would have about 32 months of experience if I matriculate in fall 2019, and 44 months of experience if I matriculate in 2020. That wouldn't include my volunteer/intern experience, or course.

If I could submit an application in 2018 and get accepted at Yale, Columbia, Harvard, or Wharton for 2019, I would prefer matriculating earlier rather than later. I'm wondering how realistic that would be for those four schools, though. For instance, it would seem weird to ask my post-MSW employer for an MBA reference just a few months after I arrive there. (I guess I could get a reference from my spring 2018 internship instead, but it wouldn't really be the same, would it?) I also know that post-MBA employers might prefer that I have more experience when I'm applying for administrative jobs.

With all this in mind, what year would you recommend that I submit my application--2018 or 2019?

3. This is based on question 2, but would it be a bad idea to apply in 2018, then re-apply in 2019 once I have more work experience? Or would being rejected earlier lower my chances?

4. Would it be alright for me to bring up some of these questions with adcoms directly? An associate admissions director for Yale will be in town in the next two weeks, and I'd love to hear his perspectives on when I should apply.

Thank you very much for your help!