Snow: I have gone back and forth about what kind of rental I start with.

When my wife and I started out we new we wanted to invest but did not know how to, we took action and unfortunately found a family friend realtor (amazing learning experience) then we found bigger pockets. 

And to answer your question, yes, DTI issues are usually why investors start using DSCR loans. 

Quote from @Lee Banks: Hi my name is Lee I'm looking too buy my first rental property and but I feel as if I need a mentor to watch, I still need to learn the basics of real-estate does anyone in New York do programs or mentorships and where would you start if you first started real-estate today  Hello Lee,I'd recommend looking up local meetups here on BP, meetup.com and, eventbrite.You can also call around to speak with RE investors and professionals in your target market to begin making connections.With so much available information online, I'd recommend speaking to a few people and doing independent research before committing to mentorships.

As for the first investment, I highly recommend starting small, like with a turnkey property or even a 2-4 unit multi-family.

Yes it's a little onerous to get started, but the guests or a better class than my Airbnb guests for the most part. 

@Michael VelezHouse hacking is a great way to start investing, as it helps you reduce living expenses while building equity.

With your real estate background, you’re already off to a great start.

The vast majority of your wealth gain in real estate will be by holding properties long term and the appreciation/principal paydown will slowly but surely help you become wealthy.For 90% plus of people out there who are looking to start, house hacking is the best way to go.

You're one step ahead of most of those starting off, and that's by identifying what you're wanting to start with.