Not for payroll (no employees) or for billing (not getting paid by the hour), so I don't care if it integrates with quickbooks, for example.Just looking to 1) know what I'm spending time on 2) maybe establish prof RE status or as evidence that another venture I'm trying is, in fact, a thing I'm trying to run as a business even though it is currently losing money and hence might be viewed as a hobby.

Nowadays, I've been reading BP books and listening to podcasts to establish a good foundation going forward!

My wife and I personally purchased a duplex in the Chambersburg, Pennsylvania area last year. We house-hacked while doing an almost complete home renovation in 6 months, moved out, found wonderful tenants to move-in r...

Sounds like your two brokers are within a few hundred dollars of each other so this is a no brainer- go with the established track record.

They'll continue to lend to you so long as you're a good partner and a reasonable risk.Rental income isn't counted until it has been established for two years.

But if we can prove to these folks WE ARE real then maybe we can get a more traditional relationship like I have with my RE broker network we have established over the decades.. ?? 

Try a portfolio lender maybe since you’re established they lend 90% LTV do you can maximize leverage.

They don't have mass tourism but they are emerging touristic spots (Brazil has an established domestic tourism market).There is another element that makes short-term rentals very attractive in Latin America in general.

I think that option is suited for those who have a process established, willing to train the VA, willing to manger the VA, and don't want to hire a PM and have the properties managed PM's way. 

After you’ve gotten established in your business consider building relationships with international offices and consider attending a conference for housing directors.