If I use my HELOC fund to buy a property, which of the following two options should I go with from tax or business accounting perspective?

A live in flip if it was an option on the table is something I would definitely do.

In comparing the two options, what are some opinions from the BP group?

Request a little time to explore options that benefit everyone involved.

Yes - the Multifamily DSCR Loan option is a strong option here - not sure if you've seen this BiggerPockets article on Multifamily DSCR (versus traditional MF loans) but sharing here in case it helps - https://www.biggerpockets.com/blog/multifamily-dscr-loansIs the property now fully leased out?

Perfect for those seeking a hassle-free move-in experience, this property features a well-maintained yard that gives the option for easy fencing to enhance privacy.

I would prefer to keep the tenant than to find new tenants so weighing what is the better option and what others have experienced.Thank you in advance!

Don't hesitate to offer significantly above the asking price, as you always have the option to negotiate it down later.

Its not as polished as other options though. 

I've never gotten more snail mail in my life (mortgage statements, bank statements, invoices, etc.) and it seems like every time we turn it to "paperless" options, the mortgage is sold and then I get all new mailed statements to turn off again.