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You can get a new door and frame installed for about the same cost. Once rot sets in, it has to be cut out completely which then further compromises the frame. Putty, caulk, and paint will just slow down the inevitable.
If you want it done right I'd go ahead and find another handyman who can hang a new door. It's not a terribly difficult job but steps have to be taken to keep water from ruining the new door frame, it needs to be leveled, etc.
EDIT to add - is this a single door or a French door? I can't quite tell by the pictures you shared. If it is indeed a French door then the cost will be quite a bit higher.
You can get a new door and frame installed for about the same cost.
I know cost of living differs, but I find it hard to believe you can get someone to buy and hang a door for $500. Gut check for me would be at least $1000, probably closer to $2k. Maybe 20 years ago you could get that for $500
Rot doesn't necessarily need to be cut out. There are epoxy products that will wick into the fibers and strengthen them, and then epoxy putties that can be used over the top prior to painting, which will also have the side benefit of being more resistant to rot than wood. I'm not sure that I would use those products in this case though; replacing the frame would probably be less of a hassle.
It's probably a fair price given the amount of manual labor involved. I didn't think it would be much until I did the job on my own French doors earlier this year.
Is the handyman actually saying he's going to do what you're suggesting? Or is he saying he's going to do it right and ignore your bogus suggestion to fill the rot with putty?
He's the one who suggested using putty in the first place. I had another person who quoted me $675 for cutting and replacing wood in the affected areas with PVC. Does that sound better? That does not include caulking or painting the whole door though.
That's what I assumed was going to happen and is probably what I'd try to do on my own. Caulk and paint is easily done. PVC will last forever
$675 seems steep for that, but for them there's also some opportunity cost -- if they weren't doing your job, they could be doing a different job for more money. So instead of saying no outright, they price it up to make it more worth their time.
Watch a few YouTube videos on replacing these pieces. Maybe it will build some confidence in trying it yourself. It isn't a complicated repair and I've stopped calling contractors to do small jobs anymore. In the last year I've permanently wired in a backup generator to my house and installed a 220 receptacle for a new induction stove. I've always been afraid of electrical work but it was so easy and saved me $1000
Probably if the cost includes materials, his work looks good, and the labor is warrantied for at least a year. I'd probably opt to try to change out the wood on that frame in general though. You might want to see what your dealing with behind that wood, as it already looks like repairs have been attempted, and you want to make sure that this stops any issues back there more than superficially. If you go with the initial plan, make sure that the materials being used are of stronger quality/longer lifetime and rated for outdoor application. Get the warranty in writing somewhere if its not included on the invoice.
I bought a "cheap" prehung exterior door recently it was like $300 I think. There's absolutely no way it would be cheaper to just replace the whole door. Especially if you want a decent looking door.
It's going to take most of a day to do that "right" because they will need to remove a huge chunk and replaced all the material. Don't believe these people saying a new door will be the same.... A decent exterior door costs $500 alone and install will cost at least that again.
That being said, I'd just replace the door. I recently replaced my front and garage doors myself. It's not as hard as you'd think. I spent like 4-6 hours on each. I did run into some leveling compound (cement type stuff) that leaked in from my flooring that I had to chip out on the front door.