I live far away and was unaware no one was watching or maintaining the home or I would have attempted to find a caretaker of the home maintenance.

I get charged 10% on property management per rented property, lawn maintenance and service utility on the properties not rented, and miscellaneous expenses on little things that pop up for maintaining the properties. 

What is everyone using to track their daily routines, or tasks, etc.

Maintenance Resources.

Common fees will include a set-up fee, a leasing fee for each turnover or a lease renewal fee, marking up maintenance, retaining late fees, and more.

I've had experience working with fiverr, larger companies and independent contractors who work for larger companies and small businesses.To date, the best service and results have come from a combination of an independent contractor I work with (DM me for info) and a fiverr freelancer who handles website maintenance, updates and clears up any issues identified by Semrush.

If you're going the umbrella insurance route, perhaps see if it will cover you for several things including just the routine slip and fall (like mold or earthquake).

Without considering insurance, taxes, maintenance, vacancy, or cap-ex you would need to rent the units for ~$3k/month to break even.

Having boots on the ground with an STR can make or break the guest experience, as well as preventative maintenance and quality upkeep of your unit. 

Assure them that as long as they're happy living there and pay their rent on time each month, you aren't planning on doing either right from day 1.During this conversation with the tenant, also ask them if there are any maintenance issues you should know about, or things they would like fixed up - this will have the dual benefit of giving you the inside scoop on any deferred maintenance issues that the owner themselves might not currently be aware of, as well as giving you some ideas for improvements you could make that would give you cover to raise their rent in the future.