retirement
37 retirement trivia questions
Thirty years of desk snacks, catchphrases and outlasted bosses. Coworkers, family and old friends play on their phones; the reveal is the speech nobody had to write. Here's the whole list — free. The names fill themselves in when you make yours.
26 questions about the person you're celebrating + 11 superlatives the room votes on = 37. Add your own on top.
Guests play on their phones — no printing, no grading. Save this list to Pinterest
Questions about the retiree
- 1.How many years did the retiree work there?
- 2.What was the retiree's very first job?
- 3.What year did the retiree start at the company?
- 4.What was the retiree's first title there?
- 5.What's been on the retiree's desk the whole time?
- 6.What did the retiree eat for lunch most days?
- 7.How does the retiree take their coffee?
- 8.What's the retiree's catchphrase at work?
- 9.What time did the retiree get in every morning?
- 10.What's the retiree doing on the first Monday of retirement?
- 11.Where's the big retirement trip?
- 12.What hobby is the retiree finally going to have time for?
- 13.What will the retiree miss most?
- 14.What will the retiree miss least?
- 15.How many bosses did the retiree outlast?
- 16.What was the retiree famous for around the office?
- 17.How many grandkids does the retiree have?
- 18.How did the retiree get to work?
- 19.How did the retiree handle a stressful day?
- 20.What advice does the retiree give every new hire?
- 21.What time will the retiree get up now?
- 22.What's the retiree's retirement car?
- 23.What's the retiree's favorite movie?
- 24.What's on the retiree's playlist?
- 25.What's the retiree's perfect Saturday?
- 26.What did coworkers call the retiree?
Superlatives — the room votes
No right answer: everyone votes, the most-picked name wins, and matching the crowd scores.
- 27.Who's crying first today?
- 28.Who was almost late to this party?
- 29.Who's taking the most photos today?
- 30.Who's most likely to grab the mic for an unplanned speech?
- 31.Who's going back for seconds first?
- 32.Who'd get lost on the way to their own party?
- 33.Who keeps the group chat alive?
- 34.Whose gift is going to steal the show?
- 35.Who's going to miss them most at the office?
- 36.Who did everyone THINK would win this game?
- 37.Who actually organized all of this?
The list is the easy half.
Guessbook fills these with your person's real answers, adds photo rounds, scores every guess, and runs the reveal on every phone. Free to try with up to 4 players.