Once they have seen the property and are interested, the prequalification and background checks will do the rest of the work in weeding out undesirable tenants for you. 

And of course, take advantage of the tax benefits along side my current business income.Viability of the idea?

I would love a ideas on what you think might be best to do in the current market and may even be interested in partnering with someone if the numbers work for both parties.

A Lot of turnkeys are going to these undesirable spots and its highly possible you'll end up with more liability with turnover rehab requirements.

Do you already have some kind of pre-screening questionnaire setup to weed out undesirable tenants?

Many investors in NY like the idea of house hacking because:- They can invest with a low down payment (similar to what a 20% down payment would be OOS)- They gain hands-on acquisition, project management, and property management experience.

In terms of creative ideas, you could look into leveraging that construction experience and partnering on a deal to ease the initial capital need.

Quote from @Matthew Allen: Tell me whether this is a good idea or not.

Does anyone have any ideas for some investing related side work or know of any investors that need some remote help with their business?

While I don’t plan on flipping the house, I intend to use the property for short-term rentals (STR), and based on my research, it seems like it will perform well either as an STR or a long-term rental (LTR).Any ideas on how I can source the financing or recommendations for better lenders would be greatly appreciated!