We have a roofer going out to give us an estimate on it. 

For example, roofers, welders, and construction workers frequently make above $40 an hour because demand is so high."

Many real estate agents are  saying rentals are great, that are not buying themselves.If you had a roofer come to your house and look at your roof do you think they would recommend a roof?

I don't think that simply having an LLC would protect you from that Bubba the roofer.

Have you had a competent roofer check the roof?

I took the next 5 months to tackle everything myself spending approximately 17k in supplies and tools + paying a plumber and roofer 4k total to fix those issues.

Typically, since I'm well connected because of flipping, HVAC, roofers, lawn care, carpenters, kitchen & bath & plumbers and electrical all are good sources.

Watch a team of roofers come in and they can strip a roof and lay a new one in 10 hours.i had 3 guys dig a 12 x 6x 40 foot deep hole in a mostly sandy yard replace sewer line and refill in a day.

When you interview - be very in depth and hold them to their interview.Best of luck - let me know how it goes or if you need a roofer.

You need at least one handyman on speed dial (preferably more), a good contractor for the bigger things, roofer, plumber, electrician, cleaner, etc etc.