Boss and Boss's Day Gifts - A Custom Caricature

Unique and Personalized Artwork Makes the Best of All Boss's Day Gifts

Celebrate a great boss or mentor with a gift that is sure to be the hit of the office! It's fast and easy to commission our talented artists to hand draw a fully custom Boss's Day or Boss caricature based on your photos and ideas. Some opt for a caricature that captures the whole team including the boss, taking the enjoyment and laughter to a whole new level.

framed boss's day caricature


Caricatures Make the Best Boss Gifts:
A caricature is one of the very few gifts that can capture your boss's personality:

  • Likeness
  • Occupation
  • Interests
  • Even quirky habits

Don't forget our optional custom framing including engraved plaques and signable mats to add to the personalized appeal of this unique gift for your boss.


From $104


Caricature Features

  • Hand drawn from scratch!
  • Fully custom - fast & easy!
  • Proof to review & approve!
  • Satisfaction guaranteed!
  • Optional framing, engraved plaques, sign-able mats!

Boss Caricature Examples

Below you will see boss caricature examples that we've done for others. It's a great way to get ideas, see our quality, and get a good laugh! Remember, your Boss's Day caricature is 100% custom but if you happen to want one like one of our examples, right click, save it, and upload it with your photos.

  • The most popular request for boss caricatures

    Popular Boss Gift
  • Boss in his/her office surrounded by a couple of their
    favorite items, striking a boss-like pose

    Caricature Boss Gift
  • Boss caricatured with his dogs

    Dog Lover Boss Gift
  • Send us a picture of their actual office and our
    artist can create a caricatured version for their artwork

  • A fun way to incorporate golf into the boss' gift

  • Group gift for the boss

  • Has your boss always wanted to play for their favorite
    sports team? Our artist can make it happen!

  • Our favorite gifts for the boss are ones that shows
    the boss's personality and adds a twist of humor.
    Truly a gift they'll be talking about for years!

  • Great gift for a boss who travels a lot

    Travel Boss Gift
  • Personalize your gift to the recipient

    Personalized Boss Day Gift
  • Bosses often wear many hats

  • Doctor Boss Gift
  • Give us a picture of their pet and our artist can
    include the pet as a 2nd subject

  • unique boss gift 8003
  • boss caricature 7931
  • The whole team wanted to be incorporated into the artwork!
    Pick a theme and our artist can create an unforgettable caricature gift for your group.

    Team Boss Gift
  • boss caricature 7709
  • oss cartoon 7629
  • Hilarious and Clever Boss Gift Idea for Veterinarian or Doctor

  • group boss gifts 7521
  • Fun Boss Day Gift
  • gift for woman boss 7303

Other Unique Boss Gift Ideas

True ownership of one share of real stock.
From $50 at
Commissioned artwork from your photo.
From $70 at
Social media avatars for web and email use.
From $49 at