That experience gave me a solid foundation in property management and repairs.

It really depends on your tolerance for risk and how much liquidity you want to maintain.Researching the Waterbury Market:Waterbury has shown solid potential for multi-family investments.

I too live in Marin, and feel it is a solid long term market for apprecaition, and utilizing the power of principle reduction.When it comes to refinancing, figure out what the loan costs will be, then divide that buy the monthly savings with the new loan in order to determine how long you have to maintain that loan to break even. 

Meaning you cannot just evict a tenant because their lease has expired.You will have to build sufficient evidence admissible in court and to the satisfaction of a judge to prove good cause to get a warrant of eviction.Many housing providers kept high risk tenants on month to month leases so that if the tenant stopped paying rent, you could simply give them a notice to vacate and recover possession of the rental unit that way.The reason for this methodology was because the HSTPA of 2019 passed in NYS made it extremely onerous and costly for housing providers to evict due to non payment.That method under good cause will be eliminated.So you can still keep tenants month to month but you will need to document the lease violation due to nonpayment rigorously.How many times and how late is “good” enough?

Without knowing any of your financial position of your work or side hustles it is hard to give you exact advice because you may be able to carry these homes until they are paid off and in that case they would provide solid returns, but there are likely better real estate investments out there.  

Many of them will tell you what you want to hear, but if you are not saavy enough to do a bit of research, make sure they are reputable, and understand the importance of building a solid relationship, you will end up on the hunt, for lender, after lender after lender.

However, once you have a relationship built up and solid track record with your private lenders, you should be able to also do 2nd (and even 3rd position).

@Robby SanchezBridge loans are short term and if they default or mature in many instances the interest rate doubles - so make sure you have a very solid exit planI see many get a bridge loan and realize they don’t have the 25% equity in the deal to refinance to another loan and end up getting wiped or foreclosed on because they never researched what they needed to be at on the back end when they were refinancing.

Some solid areas to look at are:Riverside, Avondale, Murray Hill, San Marco, San Jose, Orange Park, southern part of west side, east Arlington, pockets of the Northside.I’m on my phone so a little tough to go in great detail, but you can message me and we can find a time to chat if you’re interested.Chris - thanks for the reply.

I would focus on getting a solid job/career then going into a house hack.