Some carriers offer loss assessment insurance, which can come into play when the HOA experiences a large covered insurance loss, such as a hail storm requiring roof replacement or a fire requiring building replacement.  

Roof Maintenance/Repair: Done as needed, paid by the owner.

Need to look at the other aspects to show the way. 

i think there are obviously a few different aspects to the FIRE movement - 1. discipline on saving and spending. 

But larger repair items such as appliances and mechanical, plumbing, electrical, roof windows doors etc should still fall under the landlord's responsibility.

Depending on what aspects you would like them to handle vs you then you may be able to negotiate that 20% down lower.Alternatively, look into medium term rentals.

Roof ~20 years, STR kitchen 15 years, HVAC 15 years, etc.

Roof cut off?

However, I am seeking recommendations for the most effective tools and software for remotely managing my Airbnb properties, as I will not have a local short-term rental manager.Specifically, I am looking for software that can assist with property listing, pricing optimization, channel management, guest communication, and any other relevant aspects of property management.

Great property, perfect setup for a duplex with separate driveways, entrances, back patios w/ storage, brand new roof, plumbing, newer HVAC, appliances, flooring, etc.