Don't do that.
In AWS (for example), have a dev VPC, and a WireGuard forwarder on it (or, if you're doing things 2010-style, an SSH bastion). If the machine needs to expose 443 directly to the Internet, give it an EIP; have the VPC prevent traffic to anything but 443 (and WireGuard).
What, in that architecture, would port knocking even be accomplishing? Keeping the wrong developer off your machine?
As for how attackers would break port knocking: if you believe attackers can't passively watch traffic, either directly or through redirection, I have good news for you about how much money you need to spend on encrypting traffic!
Oh shit, I just gave away my secret on a public forum...
Ha ha, fooled you! I use a different secret letter in actual practice!
(Or do I?)
p.s. Pretty sure port-knocking offers less protection than this scheme.
You do not give a single argument on why the complex thing is meaningfully safer in practice.
If security is equal for all practical purposes in either case, this would be the wrong thing to do, because it is easier to fuck up complex things and it's more expensive to manage them.
What are the chances of the cracker finding the exact combination of ports to knock on, and then the exact key to use? If they're able to do that then they are a dedicated attacker and they're mitm'ing a presumably encrypted connection on your network, so you probably have more problems than just one bad machine, they already replicated or replaced a certificate on your machine, or worse.
And if you then expose a service that isn't via the port knocking algorithm, surely that would show up?
> We're not even comfortable with long-lived keys anymore
Can you not just change the key N number of logins and factor in 2FA as well?
I'm not sure how port knocking cannot, at least theoretically, be used in conjunction with the other measures you talked about.