But last I check their requirements for LTV/DSCR was very strict.   

Be sure to: call & verify employment references, request pay stubs to confirm income & check rental history by contacting the previous landlords.Keep the momentum going!

Make sure the lender you choose has a strong background in this type of lending...check them out on Linked In to see their experience level.

My initial thoughts when it was mentioned, was to push him more to a standard multifamily investing strategy.

I can provide support of checking in on contractors, staging rental properties, walk potential leads to give you an idea of the property in person or what the area is like, meeting with agents, and drafting scope of work for projects. 

You can also check out a group on Facebook with other investor like your self called Yellowbird.

You have to complete Schedule E if you have rentals.You should check if the turbo tax premier version allows the filing of Schedule E.With that said, using a software like Turbo Tax will assume you to understand what is deductible.If you work with a tax professional, you are more likely to have an accurate return.

Get a gander at your competition and see what they are offering and take it up a notch.You might check Fiverr or TaskRabbit (not sure for interior designer) and see who is out there.They should be able to help you out remotely and without spending a ton of dough.

If you’re looking for DIY options, PropStream and DealMachine can give you some lien info, but they may not always be 100% accurate or up-to-date.For Central Ohio, check with the county recorder’s office or clerk of courts for lien and judgment records.

Here's a link https://www.mass.gov/how-to/check-a-home-improvement-contrac...IMO vetting contractors is important.