Just because someone has 20 years of experience does not mean they are doing it correctly. One can learn a new wrong trick for 2 weeks than do that same thing for the next 20 years. I also have a guy that i send some of my repair/restretch jobs to and he does things i'd questioned. I've gone to 2 iicrc courses and have dvd's from those instructors teaching different ways of making repairs and restretching, not one way is right but in my opinion there are other ways of not having to use the cookie cutter method, i just don't like using it.
You can do small ciggarette burns without making such a large hole in the carpet especially a round one, also depends on what equipment you are using, if you're just going with the old fashioned iron and glue gun which most 10-20 years guys do it's alright, but there are other ways to do carpet repairs, some just look neater than others.
I just don't have the time to do repairs right now, i would do small grafting work, and sub out all the restretching.
Tim's work looks fine to me.