Also having a hard time understanding how to value cost of build vs value of this future property so as to know what type of return on investment to lender I can offer without shooting myself in the foot or causing myself a hard situation unknowingly and not gaining as much equity as expected from building a second Building on the property.

I don't have experience with working with cities and rebate programs and such.we do some infill building in what was a bad area .. and that is rewarding but even today the historic bad area we are selling new homes for 300 to 400 a foot.. so its really changing..

Cambridge, where I reside, has long been the ugly step child to the otherwise of Cambridge - Harvard Sq - but it has since gone through an incredible transformation.

But carpet is quiet under foot, warm, and can be a good choice for rooms on higher levels.

So how can I find these folks and then get my foot in their door, so to speak?

Managing 30 is child's play.

In my area the cost of a SFR is hard to get into cost wise.I would not buy a property just based on the STR income potential but other fundamentals need to be considered.Comps, condition, standard rental value, cost per sq foot, etcHave a good exit plan and alternative strategy. ie: regular rental, owner occupied, resell etc

With commercial I also feel like it will be a little easier for you to get your footing, not only do you need less sales overall, but I feel like your networking will be more business based which I feel is a new network for anyone no matter how long they have lived in an area.

@Ankan BasakYou weren't ready for child care.

I suggest getting your footing in 1 market before attempting to expand into multiple markets.