Hugs for the difficult time. Its awful when you feel like you do.
Sorry I didn't reply - its not easy to get my point across typing on the phone because I talk too much
Is this all actually gonna help or should I be putting him down as much as he needs and whenever he needs and not watch the clock?
Well, that's the big question. Really, yes I think it would help if you were able to keep it up and resettle the 30min wakings which are all but inevitable with a big jump in A time. In my experience, you'd have to jump to 3hr A (2:45 after a short nap) and stick to it for a week then tweak from there.
Having said that, lets go back to your original intent. If I recall he was always grumpy because he wasn't sleeping enough. There wasn't really any sort of routine. BW is not a magic bullet, things won't improve immediately. If having a routine and keeping him up is going against your parenting instincts, nobody here will try to make you do it. All we can do is tell you what we know from our experiences with our own children and from helping people on this forum. I've been here about 6 years now and I can say that it takes weeks to get a child of your baby's age who's never had a routine to settle into a routine. You're changing almost everything he's known all his life. If you are able to be consistent with A times, feeds upon waking (with a topup feed ~1hr after if necessary if EBF) and resettling short naps, I've seen it come good every time but once but its not an easy road initially.
My only thought is To curb OT you may have to continue with your sleep props until little guy is on a more age appropriate routine/schedule that also works for you then battle breaking the sleep props and work on more independent sleep. To be honest I don't know if that is the right play, but I do believe you will both be happier with some rest.
This is actually really sound advice IME. If you can get LO sleeping long naps by longer A times and with props, its much easier to get them to sleep long independent naps once they're used to sleeping more consolidated naps.
As I've said many a time, your health and the general care of your whole family are important. Do what you need to for you all. We're happy to hold your hand and support you with gentle methods to get into a routine should you want to do so but given your current stress level, its probably not a great time to start.