Single-Family Acquisitions to Asset Management - DC Area

All, thinking about making a career transition and thought you good people might be able to offer some valuable advice.

I'm currently the head of acquisitions for a homebuilder in the Northern Virginia suburbs of DC. We buy run-down houses in the close-in VA suburbs and replace them with new luxury homes. It's a great gig, good money and I set my own schedule, but I've been bored out of my mind for years. The job is mostly sales, meeting with senior citizens downsizing/heirs of an estate and trying to convince them to sell us their shitty house. The finance/modeling component of the job is pretty minimal. I've grown to enjoy thinking about each deal from an investment perspective more and more over the years, while enjoying the sales aspect of the job less and less. I mastered the job years ago and know I'm stagnating because it isn't very intellectually challenging, but I've held off from doing something different because the combination of compensation and hours/autonomy is so favorable. I'm finally ready to make a change, and I've been seriously considering moving into a pure asset management or asset management & acquisitions role in the multi-family or commercial space. I'm interested in asset management because my goal, like everyone else's, is to eventually amass and live off a portfolio of rental properties, and I have lots of experience sourcing & buying property but none operating it. I'm not sure how competitive I'd be for an AM position, so I'd greatly appreciate some perspective from anyone who might know.

My background:
BA & MA from the same large state school (three guesses which one). Liberal arts BA, MA in Urban Planning.
My work experience (8 years as the sole acquisitions person at my current company) is a bit atypical: lots of time spent sourcing, negotiating, and closing deals, but not much time spent modeling. In my mind I have the skillset of an Director/VP, without the foundation of years spent crunching numbers as an analyst. My Excel skills are good but not great, all self-taught. The acquisition model we use at my company is super simple, so I've taken a bunch of Excel/modeling courses over the years to learn more advanced stuff that I'd never pick up on the job. I can't crank out a complicated model from scratch in 20 minutes like an experienced analyst, but it wouldn't take me too long to get to that level, if not that speed, particularly since I'm working from home right now and have a ton of time on my hands.

A couple questions:

1) How would would a potential employer view me for an AM/AM & ACQ position? On the plus side, I have plenty of experience in (non-multi-family/CRE) real estate and know how to source a deal, close it, and build a pipeline. On the other hand, my experience isn't in multi-family/CRE, I don't have a network in those asset classes, and I don't have extensive modeling experience.

2) At what level of seniority would I be competitive for a position? I have the years of experience to be a Director/VP, but at that level I'd imagine I'd be expected to hit the ground running, and without a network or experience in the asset class that's probably unrealistic on Day 1. Coming in as an analyst wouldn't be very appealing, as it would probably involve a 50+% pay cut. I'd probably be better off staying in my current job and trying to pick up the AM skillset on the side than starting at the bottom in AM and spending 6-7 years working my way back up to what I earn now. To me starting as an Associate makes sense, but not sure if an employer would consider me for a role at that level.

3) I've been thinking about doing the Masters in RE at Georgetown that's so popular in DC real estate circles. Would that change the answer to questions 1 and 2?

Thanks for any input anyone can offer.