How to Prevent Yankee Swap from Ruining Your Holiday Spirit

Many years ago, I learned the art of Yankee Swap. And that’s when I figured out it’s also a sport. This group holiday gifting game goes by other names, including Secret Santa and White Elephant.
If you haven’t yet participated, Yankee Swap is a game of chance, as everyone first picks a number out of a hat to determine the order of gift selection from an anonymous pile of presents. However, there’s plenty of strategy involved, especially if family members ‘unofficially’ align as a team.
Yankee Steal
There are variations on the rules, but in short, each person picks a wrapped gift and then decides whether to keep or swap it with a previously opened present. If everyone gets into the spirit of the game, it becomes ‘Yankee Steal.’ There’s usually a gift or two that everyone wants, that those get swapped multiple times throughout the game.

So, if played properly, this game is effectively about stealing the best gift for yourself and leaving everyone else with the lumps of coal. (You’ve got to feel comfortable being a little ruthless.)
Three Ways to Feel Like a Winner
I must admit that after participating in this holiday tradition many times, I often found myself disappointed with the results. (Statistically, that’s going to happen to many players.)
So, I’ve learned a few tricks that help me feel like a winner, no matter what happens. Here are my top three tips:
#1
Worst Gift Ever
Yes, it’s always nice to give and receive a great gift. But a terrible gift… that can actually be the best Yankee Swap present ever. But it has to be over-the-top bad. If so, it will get a huge laugh in the group.
The best ‘worst’ gift I ever saw was a 15-pound frozen turkey gift wrapped in a box. Priceless.
I’ve given my share of intentionally terrible gifts over the years. A few of my favorites include:
- Ugly Lumberjack Winter Hat
(for a Brooklyn/Manhattan crowd) - Giant Angry Bird plush toy
(This one was an unexpected hit.) - NapSack Sleep Hood
(This was just a box with a photo of a man sleeping on a bench wearing a blue sack over his head. The box was empty. The gag was just the silly idea of it.)
#2
A Boring Gift Should Not Affect your Holiday Zen
But a boring Yankee Swap gift is that exactly that… and nobody wants one of those. Unfortunately, I’ve seen a lot of nicely wrapped boxes fall into this category.
And these are the ones that can really suck the holiday spirit out of your soul. There’s nothing you can really do about it, other than accept it’s like walking into a casino… the house usually wins.
So, the next step is to recognize that this game should be more about the fun and laughs…not snagging the best gift. That’s how you can retain your holiday Zen when holding that useless item.
Yes, it will surely go in the garbage when you get home (or banished to your regifting pile, if you do that). But you’re still smiling thinking about that frozen turkey Uncle Harry got.
#3
Bring a Gift You Wouldn’t Mind Getting Back
I can’t tell you the number of times someone swapped back my own gift with me, especially the ones that were ‘terrible.’ That’s the result of other players learning my gifting style over the years and predicting I was the original culprit.
So, I’ve adapted my strategy a bit and made sure that I would be happy enough taking home whatever Yankee Swap gift I show up with.
That can also make shopping much easier. Simply buy a gift that you’d want for yourself. (That increases the odds you’ll bring home a present you can use.)
The Real Gift is Spending Time with Your Group
New England often has harsh winters. Yankee Swaps are no different. So, mindset matters more than anything when playing this game.
Remember, this is not about the present. It’s about being together with a group of people and having fun. It’s about celebrating this little world you’re a part of… family, friends, and yes… maybe even co-workers.
It’s about time well spent, being together… and not alone. And that’s usually a gift worth celebrating.
Happy Holidays, and here’s to always feeling like a winner at every Yankee Swap!



