I'm checking with the city on zoning right now, but I'm trying to figure out what questions to ask to see if this is a good fit.

Many people see a property deal and buy it, without taking the time to see if it fits what they are trying to accomplish.

Do not change your business model to fit their needs.

The hard part fitting pieces around the doors.

Can you fit 2 stairwells and still get 2/2's on every floor?

They do an inspection and a rent analysis to make sure it fits within the voucher. 

For things like the property manager, the cost may change depending on the level of service, so it's good to identify a property manager that fits your clients' needs before buying a property anyways.

The best way of doing things is of course leveraging all methods where they fit and apply.BUT were you to put SEO vs. paid advertising face to face... this is what you get:I did a search for "We Buy Houses In Connecticut".. the highest bidding keyword in my market.I found 3 competitors in the PPC section. 2 of them where ranking #1 (depending on the keywords) before well a "certain company" came along ahem ;)Look at the competitors results...The first company was in business for a LONG time: When I came along, they dropped from the ranks and the only way they can stay in business is PPCNow they spend over $5K a MONTH to get leads!

There are exceptions for SMLLCs, taxpayer and spouse LLCs in community property states, and trusts, but that doesn't fit the fact pattern at hand.Again, this conclusion can be made in less than 5 minutes by looking at the regs. 

Get on their email distribution list and keep an eye out on something that fits your needs.