Is it really OK to give the Boss a gift? I thought etiquette advised against it?
You are correct that traditional etiquette recommends not giving your Boss a gift on major holidays. However, Boss's Day is an officially sanctioned day, and there is no expectation of a gift being given in return-and hence, no unnecessarily awkwardness. That being said, do confirm with your HR Department about your company's specific gift giving policies at work.
Do you recommend a group gift over an individual gift to the Boss?
Though an individual gift is just fine, some gift givers feel uncomfortable with the idea. They worry that their gift might be perceived as a ploy for special treatment. Group gifts alleviate this concern.
If a group gift is what you prefer, just be certain that there is no pressure for people to contribute if they are not interested. Take a look at our etiquette section under group gifting for more information about gifts in the workplace.