In fact, I wouldn't consider myself an expert, but I've been investing in midwest markets (Memphis and Detroit) since late 2020 and I'd be happy to answer any questions, give advice based on my experience, or connect you with teams I've worked with.

While I have sufficient capital to undertake 1 or 2 flips at a time, the high cost of properties in the DMV area makes scaling challenging without resorting to interest-based financing.Is this feasible, or is it a stretch?

No because he is a corporation, based on "Inc." in the name.

Establish connections with real estate brokers that focus on investment properties.Funding: Explore various funding options, such as partnerships, hard money lenders, private lenders, and conventional mortgages.Make use of your experience in building to precisely estimate repair costs and provide prospective lenders with well-prepared project proposals.Look into any grants or incentives that may be available to real estate investors on a local and federal level.Create a concise business strategy that outlines your objectives, both short- and long-term, target properties, and investment tactics.Remember, each real estate market is unique, so adapt your strategies based on your local conditions.

I look at land sale comps (which aren't always easy to find depending on the state/market/area) and we offer something based upon the the retail value that land like that sells for.  

Such as primary residence of an agriculturally based business?

If you are in Texas and want to buy Texas tax deeds, I'd think twice about buying a national based program. 

I am based out of the southwest suburbs of Chicago.  

Alternatively, I have been looking into the Multi Family market in San Antonio as there appears to be some ability for cash flow in that market.Any advice would be much appreciated.

This all depends on your risk tolerance and your ability to access future capital.If it's a windfall, I would do 1 slightly leveraged and 1 all cash transaction in great areas.