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What kind of router do you have? does your work have a static IP? depending on your router, you can load ddwrt, which will allow you to forward certain ip addresses to different ports, eg 192.168.1.1's port 80 can be forwarded to port 22 on machine 192.168.1.100
You beat me to the punch. An iptables rule could do the same on the host. Using https to evade detection may not work. If his work browser goes through a proxy and has his employee's certificate installed, the traffic can be scanned normally, and only allowed through if this way.
Sorry to be a spoiled sport. Make sure that you aren't violating company policy (you most likely are). Ssh tunnels frowned upon because they can be as dangerous as they are useful. If something were to get through, even if it didn't come from your home network, you could be setting yourself up to be the scape goat. You may be underestimating the seriousness of doing this. With Sox, you could even get your employer in trouble. You may not just get a slap on the wrist. In today's economy, do you want to risk it?