I'd say HJNTIY, no matter what he says.
I'm older but blokes who like me would suggest we attend work events together, or at least suggest we crash in his room at the event and enjoy the vibe and shag and room service...Same as friends have experienced.
(Incompatible in many ways, but when working late my ex-husband would insist on using the cab to circle home, pick me up, and get food TOGETHER so he could pay for our night out on law firm/client expenses/account. Even if just a takeaway in Soho).
Now, I couldn't think of anything worse than rolling out of bed post-shag and meeting someone's coworkers early on ("Sorry I don't know his surname...I'm here with Dave from Tinder?!") but the offer is normally there.
The offer to "cancel if you want" sounds passive-aggressive and difficult.
I'd say some women might be fairly brusque themselves or more aligned to him and not mind - you clearly are.
Don't forget it always comes down to how they make you feel, and your feelings aren't wrong.
You don't need to have a list of the logical pros and cons and what he's said - it should just feel comfortable and easy and like he's a safe space.