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If I run the flooring perpendicular to the joist, then it will be running parallel with the plank subfloor. What do I do if the to front (tongue) edge lands on one of the gaps between subfloor planks. Do I glue that strip of face nail.
I see. So your plank subfloors are running 90 degrees at a right angle to the floor joists? That's sorta unusual. They are supposed to run at 45 degrees. Well, you cannot run the oak floor parallel with the subfloor planks. Are your existing oak floors 3/4" thick and running parallel to the floor joists? While NOFMA recommends installing perpendicular to the joists, in your case, in doesn't appear that is an option unless you add plywood. You could run the new flooring at an angle (45 degrees or so). I would be concerned about the subfloors being stiff enough to run the new oak flooring parallel to the joists. It is done sometimes, but it can have problems as well.
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All the red oak floors through out my house were installed after the base mouldings and door casing were installed. And when I had the floors sanded and refinshed, I didn't have any unsighly gaps which I would have had if the baseboard trim had been installed on top of the flooring.
I know that your advice to leave a 1/4" gap at the perimater is recommeneded for floating and engineered floors. But from what I have seen of new construction in my area, the hardwood floors installed last... after all the trim.
Well, not just my advice. This comes from NOFMA, the NWFA and nearly every wood floor manufacturer. It
MAYBE that all those existing floors are quarter sawn 5/16" floors. Those do not expand and contract like other flooring can. Plus, not having T&G makes cutting net to base and doors much easier. Also, the existing floors may have been bordered where the borders are installed first and net to the walls, then the field is installed last. I've seen this done in older homes. BTW, how old is your home and these existing oak floors?