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Famous Business Leader Jack-o-Lanterns to Inspire Your Office This Halloween

Posted October 26, 2018 By Andrew Littlefield

It’s that age-old management conundrum that consultants and Harvard Business School professors have wrestled with for centuries: You want your office to be festive for Halloween, but you want the decorations to inspire greatness in your employees.

Triangle eyes and a fanged smile simply won’t do.

Managers of the world, your troubles are over. We’ve got some jack-o-lantern stencils for you that will both look great AND fill your team with esprit de corps.

Here’s how it works:

  • Right click the stencil you want and select “Save Image As…”
  • Print the stencil (almost a full page)
  • Cut out around the head, leaving some white border
  • Using masking tape, tape down the stencil to your pumpkin
  • Using a pushpin, mark all the lines in the stencil. The closer you make the holes, the easier it will be to see when it’s time to cut.

Remove your stencil and start cutting! White sections get cut all the way through. Grey sections are shaved down through the pumpkin skin, but not fully through the pumpkin. Black areas are left alone.


Indra Nooyi

What employee won’t be excited for work on Halloween with the venerated former chief of PepsiCo staring at them in an orange glow? Nooyi more than tripled the annual profits of Pepsi and ushered it into the health-conscious era. The perfect role model for any team.


Jack Welch-o-Lantern

Perfect for those gourds that are too big to fail, the Jack Welch-o-Lantern glows bright with Welch’s infectious smile. Fortune magazine named him “Manager of the Century” in 1999, but this century’s title can be yours if you play your cards right.


Gary Vaynerchuk

The king of hustle himself, Gary Vee! If your team needs a motivation boast, there’s no better face that Vayerchuk, who’s viral videos clog your LinkedIn feed on the daily. And for good reason! Who can’t feel fired up after Gary tells you to conquer your fears and seize the day?


Ryan Simonetti

Here’s a familiar face—our own Ryan Simonetti! Ryan’s got that relaxed, caring leadership style that makes every employee feel at home. He notices the little things and always lets you know when you’ve impressed him. He may not be a household name yet, but give it some time.


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