There's so much friction in the process of finding the various contractors needed to keep a home in good order. First you have to search on craigslist, angieslist, or google for contractors that service your area. Then you play phone tag with each. Then you schedule a time for each to come out and give an estimate, which can be a major interruption to your week. Then you schedule a time for the chosen contractor to actually complete the work. And then you cross your fingers that you chose well, because if you didn't, you'll have an even bigger headache on your hands.
Ideally I would pay a large monthly fee (500-1k) and absolutely everything would be covered. Regular maintenance would simply get done without requiring anything of me. My lawn would get cut when it needs it. My driveway would be cleared when it snows. My gutters would be cleaned as needed. My home would be cleaned twice a month. And so on. When ever anything else needs fixing, I'd have a single point of contact (an app, maybe) where I could open a ticket. I'd then be offered a selection of times when an expert could come fix the issue and after selecting a time that works for me, an expert would actually show up at that time and fix the problem. A little more friction could be removed if I could preselect times when it's acceptable for maintenance personnel to enter my home. Ideally I wouldn't even have to be home. The service would also have permission to deal with my insurance company as needed since that's also a major pain point. They'd cover anything not covered by the insurance. Or perhaps I could do away with my existing home insurance in favor of this full service home insurance company.
To begin the service, someone would have to perform a full home inspection to uncover preexisting issues which wouldn't be covered. The service could help take care of those issues but it'd have to be on an a la carte basis. Once the home was up to snuff, then the monthly fee would kick in and cover any new issues, as well as regular maintenance.
A simpler version of the idea, which wouldn't be as good but would have a lot less risk would be to offer maintenance only: lawn cutting, regular cleanings, ect... I'd still pay good money for that.