We fell in love with the location and turned our downtown houses into a rental instead - and we now occupy the lakehouse.

I looked at few houses in Bell Air community but I found it difficult to even break even with mortgage.

@Travis Andres @Brian Malavsky If you're looking for AI messaging, my team has developed an in-house PMS that is now public called Hostvana (hostvana.io) who's core competency is messaging (along with free lock integration and other features) and is more advanced than Hospitable's for a very affordable price.Here are some recent replies in my personal account inbox:https://ibb.co/nk8KWbR (cleaning fee policy question)https://ibb.co/sgP0qmr (parking question and check on status)https://ibb.co/HCKVPd8 (random question answered with previous context)https://ibb.co/gv0tY16 (early check-in reply after checking calendar.

I wanted to start by house hacking but (1) I am not allowed due to strict HOA rules and (2) my city isn't as desired as the next city over.

I do not have an answer to that question, though as a landlord those VA's annoy the you know what out of me constantly...That said, I am an end buyer once you get those houses under contract! 

These are a list of my lessons and challenges along the way:*Pay someone to rip up the tile in a house!

I am not sure which market to look into as right now I am currently in new york and was told my best bet for cash flow would be to look oos for deals that I could use as a rental or house hack.

If they are planning on adding hundreds of new student housing units that could decrease rents for a few years. 

I am looking to buy a duplex in the Houston area and house hack the property.

Sure, if you are a house flipper you have a buy box, but formulas and calculators are the one thing holding back new investors right now because they spend all of their time plugging in numbers from the internet into a program on the internet instead of getting reps in the field and learning what the different basements smell like between 200k and 300k.