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I think 3 will be the one that's most up in the air and will depend on how old the floors are and what condition the nails are in. Will you need to take any skirting off too?
Definitely get a pallet buster to lift the boards. If you've got a friend who also has one, it's a huge help too, much less strain on the boards.
The cutting/stapling membrane and insulation didn't take long at all for me - though I was using fibreglass type stuff, so didn't need to be super accurate compared to if I was using PIR.
I also used a few screws to put some loose boards down upstairs, which very easily split the boards where I went a touch too far/too quickly - used anular ring nails everywhere downstairs (c.50sqm).
For that 50sqm, lifting the boards took about a day between my dad and I - though the living room that was in the best condition, relatively, was up within a hour or two.
Membrane and insulation (plus DPM on top as it was ground floor) probably took me about 6 hours or so on my own - multiple alcoves/fireplaces/non-straight walls/junctions/radiator pipes here, though.
Nailing boards back probably about 4 hours or so.
If it's a square room, might get it done in one long day? Probably?
To anyone who's insulated under their floorboards: How long am I looking at to put insulation under my floor boards in a 1st floor room 3x3m?
It's mainly steps 3. - 6. I need help with the time estimate. Is it something that you can bosh out once you've got stuff set up? Or is it one of those jobs that ends up being more awkward than you think? Can it be done solo or is it mucb faster with two?
Cheers.