Octavia, it sounds like you’ve been waiting for your boss

A. Dear Debra,

I can assure you that you are not alone in this quandary. Often, “the season of giving” sparks a whole new host of workplace anxiety and questions regarding holiday etiquette. Speaking of etiquette, the queen herself, Emily Post has this to say on whether it is required to give your boss a gift for the holidays: “Generally, no. It could easily be perceived as trying to win favor. However, a pooled gift from you and other employees that isn’t too expensive or personal is fine.”

It is also wise to check with your HR department to determine if your company (particularly if it is large) has any rules about gift-giving. Some corporate cultures forbid the practice as it can be seen as currying favor.

If this isn’t the case with your employer, or for those workers who may have already started a tradition of giving their boss an individual gift, I’d suggest keeping your gift simple, but professional. Now is not the time to purchase boxers or perfume. Fruit, chocolates, coffees and food baskets are always safe bets. Work-specific gifts such as a nice pen, business card holder or portfolio will also be appreciated. And you can almost never go wrong with a gift certificate to a store such as Borders, Target or Starbucks.

In terms of cost, don’t go overboard. Keeping it well under $50 is a good rule of thumb. Regardless of what you spend, the thought will be far more appreciated than the cash you doled out. Remember, it’s the “giving” season, not the “how much did you spend on me?” season.

Last but not least, giving gifts to certain coworkers is your choice. The most important rule to follow is to exchange presents discreetly. Making a scene or a big production in front of others will only create tension. Simply arrange for a holiday lunch or event outside the office.

Hope that helps Debra.

Happy Holidays!
Seymour