Hi all,I am new to BP and just starting to research how to start becoming a buy and hold investor under extremely limiting circumstances and was hoping the BP community could shed some light on the best financing strategy to use for my first few properties.Current Financial SituationA little background on my current situation: I am 28yrs old working in television in NY ( making roughly 55-60k a year- yes it is brutal) I just bought my first primary home 2 years ago in Williamsburg, BK to lock in how much I’m paying for housing year over year in a place where incomes don’t increase as fast as rental prices (2 bd for 340k (this is an HDFC which is how I got a home for this price in an area where the median price is 1.5 million) ) so obviously my DTI is extremely high at almost 60% with no other debts besides my primary home (I also have a roommate who pays me $900 a month for her room which helps with about half my total monthly housing costs) (had a great mortgage broker that really helped me wiggle in to my first home)I now have about 75-80k in equity in the home and access to a family trust with a similar amount of money in it and was looking for the best way to turn buying an initial first property all cash into the ability to buy more properties( out of state of course- looking at different areas in the country from PA to TX to TN to FL).

Rules recently-ish changed such that the LTV limit for super conforming mortgages is 95/85/80% for 1/2/3-4 units.

Through reading it seems there is a hard limit of 5 loans, but practically you can only get 3 loans. 

However, insurance is limited because it only protects you from one type of liability: accidents/negligence.

There are probably seasoned investors who can figure out creative ways to make most any deal work but my feeling is that new investors should be more selective about the deals they choose to take on since they have less experience in mitigating risk and estimating costs beforehand.I'm actively looking for my first property and one of my criteria is that I will only buy a house that needs mainly cosmetic updates and even then within certain limits.

Were you subject to the city's limit on STR units?

Respa requirements and licensing is a hassle and also limits how many you can do.

However, given that the demand for Class A is limited, this will have a negative impact on new inventory as well as competing inventory in those markets, essentially creating a concessions amd amenities war between rivaling assets.

Subdivision 1.Limitations.

People have a hard time finding yearly rentals because they are limited.