I've heard Stessa and Buildium for the most part but find it's actually very difficult to use for the average small scale landlord (I have 7 doors)The cost of Buildium I think is way too high for the small scale self managed landlord like myself. 7 units comes to $55/monthAs for Stella, the UI isnt the greatest and probably tailored for more property management companies, and the accounting features are rather lacking for Canadian tax laws.

i would say it depends on the overall investment strategy. im not really familiar with STR rentals in your area. personally i like the long term rentals, especially if you are trying to be hands off. we have two STR's, one we manage ourselves in FL and the other in Gatlingburg which is managed by a company. even with an STR rental company, i still find myself managing the manager. both require work and are by no means passive. long term (to me) is nice given time investment. hope this helps. 

Nobody knows lead conversion rates, except maybe the company who is converting them. 

Yes, as you are competing against guys like me that pay cash as is and close as soon as title company can close.

Insurance companies are losing money like crazy on property coverage so this is not likely to be the end of it.

You can definitely do this via a title company to record a mortgage on title 

He now owns a major commercial dry-wall company. 

I am going to reach out to the company who did the plans to get a better understanding. 

I own a property management company in Vegas.

Any good AI companies that generate motivated seller leads?