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Boss's Day Printable Games Bundle preview

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Boss's Day Printable Games Bundle

Bring your coworkers together for a Boss's Day celebration with five printable office party games. Guess the boss's favorite things, try to match their thinking, solve office picture clues, act out familiar workplace moments and race through the alphabet.

  • PDF
  • US Letter
  • A4
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Shop rating: 5.0 from 50 reviews, as of 7 Nov 2026. This is the shop rating, not a rating for this product.

What's included

What You Receive

BEFORE THE PARTY

Ask the boss to fill in the two private answer pages before play; the quiz and word-matching game use those personal answers. Give each player one copy of each worksheet you choose to play. In the full-page editions, the player worksheets are original pages 4, 5, 6 and 10. In the two-per-page editions, these appear on print sheets 2, 3 and 5; print enough copies for your players and cut along the center guides. Each paired sheet contains two different original pages. Prepare one set of the charades cards from original pages 7–9. Keep the host guide and answer pages with the host. All page references in the guide refer to the original 14-page order after cutting. Have pens, scissors and a timer ready. The host guide explains timing, scoring and ties for all five games.

DOWNLOAD & PRINT

Download the files after purchase and open your chosen edition in a PDF reader. Use matching US Letter or A4 paper and print at 100% or Actual Size, with one PDF page per sheet of paper. Use portrait orientation for full-page editions and landscape orientation for two-per-page editions. The two-per-page layout is already built into the file; leave your printer's multiple-pages-per-sheet setting off. Cut each landscape sheet along the light dashed center line to separate its two pages. Ordinary white paper works for the worksheets; cardstock is useful for the charades cards. Cut the charades cards along their smaller dashed guides and shuffle. Color printing reproduces the look shown; colors may vary between screens and printers.

  • Boss_Day_5_Games_Letter_1up.pdf : US Letter, 8.5 × 11 inches; 14 full-size portrait pages.
  • Boss_Day_5_Games_Letter_2up.pdf : US Letter; seven landscape sheets containing all 14 pages, two per sheet.
  • Boss_Day_5_Games_A4_1up.pdf : A4, 210 × 297 mm; 14 full-size portrait pages.
  • Boss_Day_5_Games_A4_2up.pdf : A4; seven landscape sheets containing all 14 pages, two per sheet.
  • Each edition includes one cover, two host-guide pages, four player-worksheet pages, three charades-card pages, two boss answer pages, one emoji answer key and one A–Z answer-ideas page.
  • The two-per-page editions pair original pages 1 + 2, 3 + 4, 5 + 6, 7 + 8, 9 + 10, 11 + 12 and 13 + 14. This includes the cover, guides, games, charades and answers. Cut down the center, then arrange the smaller pages in their original order. Each of the three charades pages has eight cards, for 24 cards in total.
  • All four PDFs contain the same five games and the same set of 24 charades cards. They are alternative print formats of one game bundle.
  • Fixed, non-editable artwork and text. No editable template or personalization service is included.

What's Included

  • Five games supplied in four PDF formats: two 14-page full-page PDFs and two seven-sheet two-per-page PDFs.
  • US Letter and A4 options, each with the complete bundle in full-page and two-per-page layouts.
  • Four worksheet games; each two-per-page sheet holds two consecutive, different original pages.
  • 24 Office Charades cards across three cut-apart pages, included in both layouts.
  • Two-page host guide with preparation, rules, timing and scoring.
  • Two private boss answer sheets for the personal-answer games.
  • Office Emoji Challenge answer key with accepted alternatives.
  • Office A–Z Race answer ideas, with other valid answers allowed.
  • Cover and personal/workplace-use terms.

Files Included

All four editions contain the same five games and 24 charades cards. Full-page editions have 14 PDF pages. Two-per-page editions have seven PDF pages; cutting them down the center gives you the same complete content as 14 smaller pages, including the cover, host guide and answers. The paired pages follow the original reading order from 1 + 2 through 13 + 14.

  • Boss_Day_5_Games_Letter_1up.pdf : 14 portrait pages, US Letter (8.5 × 11 inches), one full-size page per sheet.
  • Boss_Day_5_Games_Letter_2up.pdf : Seven landscape sheets, US Letter, two consecutive original pages per sheet.
  • Boss_Day_5_Games_A4_1up.pdf : 14 portrait pages, A4 (210 × 297 mm), one full-size page per sheet.
  • Boss_Day_5_Games_A4_2up.pdf : Seven landscape sheets, A4, two consecutive original pages per sheet.

Who it's for and when to use it

Made For Your Gathering

Boss's Day parties, boss appreciation lunches, coworker get-togethers and office team celebrations. The quiz and phrase-matching game need the boss's answers in advance; the other three games use the included prompts and host information.

How it works

How To Play

  • Have the boss privately complete the two boss answer sheets before the event.
  • Give players copies of the worksheets for the games you choose.
  • Cut and shuffle the 24 charades cards for the team acting game.
  • Follow the host guide for each game's timing and scoring. Use the boss's completed sheets for the two personal-answer games and the included key for the emoji challenge.
  • Accept other valid office words for the A–Z game. Celebrate the winner of each game and share any ties.

Download & Set Up

Download the files and choose the paper size and page layout you prefer. Print the selected sheets, cut two-per-page sheets along the center guide and arrange the pages in their original order. Prepare the boss's private answer pages and cut the charades cards, then gather pens and a timer. Read both host-guide pages before play.

Before you buy

This is a digital download. Printed pages, physical supplies and prizes are not shipped.

Printing Notes

Two-Per-Page Sheet Guide

Print sheet | Left page | Right page |

1 | Original page 1 : Cover | Original page 2 : Host guide |

2 | Original page 3 : Host guide | Original page 4 : Who Knows the Boss Best? |

3 | Original page 5 : Think Like the Boss | Original page 6 : Office Emoji Challenge |

4 | Original page 7 : Charades cards 1–8 | Original page 8 : Charades cards 9–16 |

5 | Original page 9 : Charades cards 17–24 | Original page 10 : Office A–Z Race |

6 | Original page 11 : Boss quiz answer page | Original page 12 : Boss phrase answer page |

7 | Original page 13 : Emoji answer key | Original page 14 : A–Z answer ideas |

  • Choose the PDF that matches your US Letter or A4 paper and preferred page layout.
  • Print at 100% or Actual Size, with one PDF page per sheet. Do not apply an additional two-pages-per-sheet printer setting.
  • Full-page editions are portrait. Every sheet in a two-per-page edition is landscape, with a light dashed center cutting line.
  • Print one copy of each chosen player worksheet per player. Original worksheet pages are 4, 5, 6 and 10; they appear on print sheets 2, 3 and 5 in a two-per-page PDF. The two pages on a paired sheet are different.
  • Original page numbers and host-guide references refer to the 14-page reading order after cutting, rather than the seven PDF sheet numbers.
  • Charades cards: original pages 7–9, on two-per-page print sheets 4–5. Prepare one complete set and cut along the card guides.
  • Keep original pages 2–3 and 11–14 with the host.
  • White paper is suitable for worksheets; cardstock can make the charades cards sturdier.
  • Screen, printer and paper settings can affect color.

Before You Buy

  • Four digital PDFs with the same game content; no physical items are shipped.
  • Non-editable design; personalization is not included.
  • Listing images show the full-page edition. Two-per-page editions provide the complete bundle as smaller pages to cut apart.
  • Boss preparation is required for Who Knows the Boss Best? and Think Like the Boss.

Terms Of Use

For your own personal or workplace events. Print copies for your players. Do not share, redistribute, upload or resell the digital files or individual artwork.

More details from the listing

Bring your coworkers together for a Boss's Day celebration with five printable office party games. Guess the boss's favorite things, try to match their thinking, solve office picture clues, act out familiar workplace moments and race through the alphabet. The cheerful teal, coral and gold design features playful office artwork, clear writing lines and large player text in the full-page edition, plus a compact two-per-page option.

Your purchase includes four ready-to-print PDFs: US Letter and A4, each with a full-page or two-per-page layout. Each full-page PDF has 14 pages. Each two-per-page PDF has seven landscape sheets, with two consecutive, different pages side by side and a light dashed center cutting line. Cut the seven sheets to get the complete set of 14 smaller pages. Every edition contains the same five games, 24 cut-apart charades cards, a two-page host guide and supporting answer pages. Choose the edition that matches your paper and preferred page size. Use the whole game set for a team celebration or choose a few activities for an office lunch or boss appreciation gathering.

1. WHO KNOWS THE BOSS BEST? : Ten friendly questions about the boss's favorites and everyday preferences. Players try to match the boss's answers.

2. THINK LIKE THE BOSS : Complete ten office-themed word starters with one word each. Matching the boss's word earns a point.

3. OFFICE EMOJI CHALLENGE : Solve ten illustrated picture pairs to find familiar office words and phrases. A matching answer key with accepted alternatives is included.

4. OFFICE CHARADES : Act out 24 workplace moments, from fixing a paper jam to joining a video call while muted. Three charades pages contain eight cut-apart cards each, with dashed cutting guides.

5. OFFICE A–Z RACE : Find an office-related word or phrase for every letter. A page of answer ideas helps the host; other valid answers can also count.

Design & Play Details

  • Playful office illustrations with a teal, coral and gold palette.
  • Large player text in the full-page edition, clear writing lines and simple score spaces.
  • Compact two-per-page layout for the entire bundle, with a light dashed center cutting line on every sheet.
  • A mix of personal guesses, picture puzzles, acting and quick wordplay.
  • Light dashed guides on all 24 charades cards.
  • Play individual games separately or enjoy the full set.

Questions about this download

What file formats and sizes are mentioned?

The listing names PDF, US Letter, A4. Check the file details above for which versions are supplied.

Can I edit the supplied design?

Non-editable design; personalization is not included.

Shop download questions

These shop-level answers accompany the exact product file details and compatibility notes above.

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What file format will I get?

Files are delivered as high-resolution PDFs, or JPEGs where the listing says so. Check each listing for the exact sizes provided, for example 5x7 inches, US Letter or A4.

How can I print my files?

Print at home on a standard printer; for best results use heavy cardstock (80lb-110lb, 200-300 gsm). Or save the files to a USB or email them to a local print shop such as Staples, Office Depot, Walgreens or FedEx, or upload them to an online printing service like VistaPrint or Shutterfly.

Can I get a refund?

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