@Joshua MiddletonI am very familiar with that street, good friend used to rent Long term on it for about 7 years.  

Glad you made your way here.. are you eyeing long-term rentals or short-term flips?

It seems like location would be especially critical with pad-split (and similar systems), but I’d love to hear your thoughts on what to watch out for in terms of zoning, safety, or demand.Also, I’ve traditionally rented out units the regular way, so I’m curious how screening tenants works for you with the pad-split (and similar) model.

Liquidity is important if this is money you plan to put to work in the near term. 

The only investments I’d do there is in short-term rentals in either Rome, Venice or Florence.

@Jordyn Ohsnot enough info to helpbut if you're using a HELOC for the down payment AND getting a loan, then you're probably negative cash flow given that's 100% leveragei would never do that unless i were going to refinance in the short term

While there's no strict requirement to match the original mortgage terms, reinvesting the full proceeds without financing or using leverage to enhance returns is key.If you don't reinvest the full amount, any shortfall ("boot") will be subject to capital gains tax, and depreciation recapture may apply.This post does not create a CPA-Client relationship.

I plan on holding on to my properties long term so equity would be great as well.

What are some key tips and websites that you know about that I can use in terms of RE Financing?

The platform's main focus is processing mortgage documents in their raw form to extract specific financing terms for all properties in the city.