It took about three weeks of labour and just under three grand in cost to redo the shingles on my roof. It was just over two grand for the shingles, the rest for misc. Not including me taking two weeks off of work.
About three weeks because I didn't do it all at once, an 11/12 pitch is tiring to work on. One week per side of stripping/waterproofing, then a couple weekends of shingling.
Edit: the stripping took a week from having two layers of shingles, first layer was cedar than asphalt.