Being recognized at a nudist place has its ups and downs (leaving that pun alone) but for the most part it is positive. My gf and I live at a resort all about nudism and have gotten quite used to it in the last few years. I met her there and we fell in love in the next few months. But before we'd met I ran into someone from high school out of nowhere and ours ended up becoming a much closer friendship for the meeting.
The legal side does come into play depending on your work circumstances. For instance, if you have military or governmental clearance and your nudism could be used to blackmail you into doing something illegal, that could cost you a lot more than a job - it could incarcerate you! Many of the members at our resort are either active or retired military and I've never run into anyone talking about getting into a bind having to do with their career.
If he finds out about your knowledge of his nudism - and with his openness on the subject apparent with his picture posting - your boss will likely be excited that you've begun to explore nudism and it may bring you closer together. To ensure it doesn't impact your connections at work and to be extra careful, keeping it secret would be best, albeit not from his wife/significant other. In time you will more than likely want to share with others about your freedom from clothes, or the word may get out in some innocuous way that you are a nudist. Your bareness becoming a subject around the coffee pot at work could be bad, but if you trust your boss he will trust you, depending on how well you know him. Know that most nudists are very respectful of people's privacy and their personal preferences at to attire when not at work. That isn't to say that human nature doesn't come in to play. Gossips and rumor-spreaders are everywhere. Nudists understand anonymity and most don't ever use last names unless there are good reasons to do so. Nicknames are the way at a resort when there are a lot of people with the same first name.
So don't be surprised when you become comfortable and begin to share your naked tendencies with other people in your life. Most will not want to jump in with both feet and start taking off their clothes with you as soon as they can. Only a small percentage of humans are able to relax about themselves and their preconceptions enough to let it all hang out immediately, and another small percentage may come along in time. Some will never EVER do it, and be wary of the ones who tell you, "Maybe after I lose a few pounds." They have yet to understand that those pounds are what makes being a naturist/nudist interesting. We're all different and we're all beautiful just the way we are!
I consider your issue similar to living in a small town as your boss. There's a power differential which might cause you to feel vulnerable. If you attended church with your boss would you feel comfortable openly sharing some of your tough life/faith questions or would you just put on some air of piety and perfection? Would you choose to socialize with your boss in a private setting/group or is it best to keep a respectful distance? The good news is that questions regarding nudism come second. Good luck.