I have a dude clean the gutters twice per year. We have a steeply pitched roof, and the gutters are nearly 30 feet up in back. One fall and the family is hosed...
Beyond that, I take a lot of pride in doing it all myself. Very few of my neighbors do, so I treat it as an opportunity to show my sons the pride that comes from having a really nice place that you did yourself.
I do think this is very important. From feedback from our neighbors, and from my kid's friends parents, they are amazed that we "force" our kids to do chores, and that they actually do them. Not sure how they grew up/raised their kids, but I personally value a very high sense of work ethic & believe it is crucial to long-term success.
Plus if they don't want to do the chores their phones & electronics go away and then magically chores get done....
"There are two novels that can change a bookish fourteen-year old's life: The Lord of the Rings and Atlas Shrugged. One is a childish fantasy that often engenders a lifelong obsession with its unbelievable heroes, leading to an emotionally stunted, socially crippled adulthood, unable to deal with the real world. The other, of course, involves orcs." John Rogers