First, I gotta hand it to you to take on such an endeavor. Dealing with recycled flooring, six layers of lino and uneven subfloors.
Talk about a challenge! You know, you can only do the best you can and sometimes, it isn't perfect. Perfection is what we strive for but sometimes, it is unattainable. Lets talk about wood subfloors for a sec. For the last three months, EVERY job I've done has had MAJOR subfloor problems in term of being flat; forget trying to be level. These floors are dropping 1&1/2" in 4 ft.
How the hell can I fix that without causing other issues like transitions to other floors, appliances, cabinets, etc. So the answer, unfortunately, is a comprimise. Raise the low spots up as high as possible without causing a major problem with the transitions to other floors. And grind the snot out of the high spots without sanding through the subfloors. It's been tough and it's been on every job. On this last one, had the builder called me in before he set $40,000.00 worth of custom made and finished cabinets, I could have gone under the house and cut down some of the posts to lower the subfloors. But NOOOO; he wait's till after the cabs are done then calls for a subfloor inspection. I'm not gonna tell him he has to remove all the cabinets so I can flaten the floors. So I just do the best I can. Raise a little there, sand a lot over here. It's better than before. Is it perfect, no! Wished it was and could be but under the circumstances, it's as good as it's gonna get.
So what's this got to do with your situation you're wondering! That you gave it your best shot. I think you can feather that incline so it will be less noticeable when you go to sand it but that is kinda tricky for a novice. Yes, and you want to fix the subfloor problems as well as you can before laying over them. I've had to do the same thing you're talking about; bending the wood just to engage the T&G because the subfloor is uneven. Once it's down and nailed, it usually stays there without any problems but it makes sanding more difficult if the floors are uneven. Anyway, as I said, hat's off to you for the effort you taken so far. Not many would have done what your doing. Post pics when it's done!