My boyfriend's friend is single and I think there's a reason for that..

My boyfriend is a sweetheart, but his friends occasionally suck. One of them, a guy ill call Robin (25M) is a successful guy, who has a really strong work ethic, and hes constantly working or going to the gym to improve himself. He was struggling to understand why he is single and trying to get a girlfriend. Recently, however, I suggested I help him, by introducing him to girls or helping him talk to them. He said he didn't need my help and then went on (for three minutes) to tell me that I wasn't really his friend and if I wasn't dating his friend he would never talk to me again.
I let that go mostly (ouch), but we were all at a party (covid restrictions are finally lifted) and he cracked a joke, that was incredibly inappropriate and all of the girls at the party looked super uncomfortable, and disgusted. He treats women like we are these intangible objects and I dont know how to get through to him. A part of me thinks he's hopeless and it will just take years and years, or he will eventually just give up and be alone forever.
We are all going on vacation together and he keeps talking about "working on his game" and "picking up chicks" and I just want to help, because otherwise im going to have to listen to him whine about being single and alone (he tried to book us all a hotel room sleeping together in the same room, like?). Is there some advice you would give him, or something I can say that will help him? Or is this something he will have to learn in time? He's too scared to talk to women usually.
Id also like to know how to let go of my annoyance and anger with him, I've just been treating him a bit like he is an idiot child and that method seems to work. I think he doesn't know what he is saying a lot of the time, or maybe he's just spewing things his father has said to him, he comes from a pretty strict Asian background so that might be where a lot of this is coming from.
TL;DR: My boyfriends friend has no game and is sexist because of inexperience, I want to know if there's anything I can say to help him get through this phase and become a more tolerable person to be around.


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