Secret Santa, $40 or less

Drew a name? Buy a hat or a polo.

A one size hat is the safest gift in the exchange. A polo is the best one if you can guess the size. Everything below costs $40 or less, so you stay inside the office limit.

Not sure who you drew? Start with the hat.

Tom Polo in Grey, Secret Santa gift for him | PILLAR
Tom Polo Grey

The safe polo. Grey goes with every desk and every course.

$40

Know nothing about them Any gender

Hats beat everything when you do not know the person. There is no size to miss and no color to argue with. Black goes with every wardrobe and works on the course, in the car and on a Saturday.

Ryder Hat in Black, one size Secret Santa gift | PILLAR
Ryder Hat Black

One size. You never have to guess.

$40

One size
Brooks Rope Hat in Black, Secret Santa gift under $40 | PILLAR
Brooks Rope Hat Black

A rope hat that works on the course and at the patio.

$38

One size

Budget math

$40 limit

Hat, hat, or polo. All three land at $40 or under. Wrapping paper is your problem.

For him Men's

The Tom Polo in grey is the gift most men will wear to work, to dinner and to a tee time. It runs from small to XXXL, which matters when you are buying for a coworker you only see on video calls. Check the Tom Polo page for the fit notes before you choose.

Tom Polo in Grey, Secret Santa gift for him | PILLAR
Tom Polo Grey

The safe polo. Grey goes with every desk and every course.

$40

Ryder Hat in Black, one size Secret Santa gift | PILLAR
Ryder Hat Black

One size. You never have to guess.

$40

One size
Brooks Rope Hat in Black, Secret Santa gift under $40 | PILLAR
Brooks Rope Hat Black

A rope hat that works on the course and at the patio.

$38

One size

Buying for a golfer? Read stocking stuffers for men who golf and golf gifts for men under $100. Shopping for the guy who runs cold in the morning? See what to wear in 50 degree weather.

For her Women's

Women's sizing varies more, so pick the sleeveless polo if you are unsure. It forgives. The Chloe is fitted. The Ellie is a skort, which is a fine choice for a coworker who plays pickleball on Thursdays.

Velm Sleeveless Polo in Sky Blue, Secret Santa gift under $30 | PILLAR
Velm Sleeveless Polo Sky Blue

The lowest price pick, and a full size run.

$29

Chloe Polo in Sky Blue, Secret Santa gift for her | PILLAR
Chloe Polo Sky Blue

A fitted polo in a color that photographs well.

$30

Ellie Skirt in White, Secret Santa gift for pickleball | PILLAR
Ellie Skirt White

A skort for the coworker on the pickleball court.

$35

Want more picks for her? Try stocking stuffers for women who golf and play pickleball or gifts for women who work out.

Size guide When you guess

What you know Buy Why
Nothing at all Ryder or Brooks hat One size, no guessing
They wear a medium Tom Polo or Velm Polo Medium is stocked in both
They are between sizes Go up one size in a polo A little loose beats too tight
She plays pickleball Ellie Skirt Built for the court

Two gifts, one click Pairs

Drew two names, or buying for a couple in the office? These pairs add up fast. Both use a medium, so change the size in the bag.

His and hers pair

Tom Polo in grey plus Chloe Polo in sky blue. Two gifts, two exchanges.

Buy this outfit, $70 total

The hat trick

Two black hats for two draws. Size never matters.

Buy this outfit, $78 total

Keep reading More

Frequently Asked Questions

What is a good Secret Santa gift under $40?

A one size hat is the safest pick. If you know the size, a polo at $29 to $40 is a gift they will wear all week.

What do you buy a coworker you do not know?

Buy a hat in black. There is no size to miss, no color to argue with, and it fits every wardrobe.

How do I choose a size for a Secret Santa gift?

If you do not know, buy a hat. If you must buy clothing, ask a mutual friend or pick a stretch polo and go up one size.

Is a polo a good gift for a coworker?

Yes. A polo works for the office, a client lunch and a weekend round of golf. Choose a neutral color like grey or sky blue.

Can I buy two Secret Santa gifts in one order?

Yes. Add both to your bag, or use the pair buttons above. Orders over $75 ship free.

Ready to gear up?

Premium tailored apparel designed in Scottsdale. Free shipping over $75.

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