I’m sort of like a bank teller looking at an ID.

I like your plan of investing in vacation homes.

Hopefully your 45k increased the value more than 45k, but almost certainly you didn't 5x it like you would have gotten if you had used the 45k as a down payment on another property.

It seems like many towns are creating new regulations around STR.

Lease Management - Avail.co, Apartments.com, Buildium, TenantCloud,  - many others - they can List For Rent, Schedule Showings, Provide Applications, Screen Tenants, Setup Leases, Setup and Manage Rent Payment, and other things (keep track of maintenance, keep track of expenses and make reports for accountants etc) Tenants like it because its online and makes it clear what they need to do - This also helps answer Drews question to you. - Showing a property - I have less to say on this one, looking for ideas myself.

And you'll definitely want to get out and network with potential end buyers (here on BP but also in places like your local REIA). 

Ideally I would like to do buy and hold, with a specific focus of multi family then moving into commercial apartments.

I'm excited to be here and connect with like-minded individuals passionate about real estate.

Like choosing to pay for your own materials, or paying when certain milestones are hit.

Streeteasy allows NYC agents & landlords to advertise "no fee" rentals which many like to take advantage of to receive more inquiries, applications, and fill vacancies sooner.Right now, Streeteasy has 4,567 Brooklyn rentals listed and 3,196 are marketed as "no fee".In addition to this, section 8, cityfheps, and other rental assistance programs usually pay the broker fee instead of the landlord or tenant paying.Hope this helps!