Major work will be done by licensed GCs where we will be "additional insured". 

I provided a small rent incentive ($150) toward the purchase of their lawn mower and then later an additional ($100) toward the purchase of a week wacker.

-Additionally, a lawyer would draft the lease and option contract.Questions:-Will most lenders accept the option fee and rental credit at closing as a seller concession, going towards the buyers down payment? 

Additionally, there will be a 20% annual increase in taxes every year until 2029, at which point they are expected to stabilize at their maximum rate.What would the "full potential" tax amount be in 2029?

DSCR Loans are going to be standalone 1st liens too (in addition to can't be used on a primary) - you should look into a HELOC or closed end second potentially

I would love to hear your insight about what I should do or if there any recommendations that you guys have for insurance in NYC. 

If the rental market is not favorable, you’ll likely see less investor activity and therefore less potential buyersAvailability of Data and ResourcesAccess to market data and networking resources can be a huge benefitConsider things like; access to county/court data, is it a non disclosure state, etcCommunity and Economic Trends Understanding local trends/issues can provide crucial insight into your target marketYou can operate virtually, but it’s still important to develop expertise in your target market*** Good market selection is not a guarantee of success.

I've done some of own research online and in videos but would love some insight from brokers or investors that have done this themselves.

Contact the hotel directly to inquire about adjusting the reservation to include an additional guest.

I am an agent and investor in the area and would be happy to connect and share with you my market insight and experience as an investor.