But now I'm thinking of venturing out.I had always run under the assumption that buying plots of land and developing couldn't really be profitable in my area, as land prices immediately around me can be a bit insane.

So lets say it generates $200-300 a month in cash flow after all expenses. 

For example, the profit split on a ground-up development deal would be much different than what you’d expect to see on a plain-vanilla cash flow play. 

I found a common theme by doing just that about generational or legacy wealth creation.

The courts may rule to make you whole, but they are not going to let you walk away profiting from him breaking the lease.

Sitting on a great lots.Purchase price is about 100k comps are around 300k I've found a GC that quoted me $50 a square foot. comes to to 175k for everything. which is very nice, but where's my profit?!

Do any of your current Lenders seem like they they could/would help you maximize your profits (in order to help them out too, but not too greedily)?

So far my 2-bedroom listings have generated a ton of bookings but I'm starting to consider STR for my larger properties and I dont think I'll have the same demand on 3 bedroom or larger properties so it would seem to be far more effective to rent out by the room.

No whiz-bang profits, but fairly steady growth.  

Assuming we break even once it sells, or make a little profit, we will be able to pay off all debts and have $60K-$90K back into savings to play with.