43 Would You Rather Posts That Work for Chess Communities

Running out of creative ways to spark chess conversations? Our Would You Rather templates make it easy to engage your community with fun, imaginative scenarios. Use these ready-to-post prompts to kickstart lively debates and get members thinking beyond the board.

Chess 43 Templates

Generate Unlimited Templates with AI

Get personalized templates for your community in seconds

Start Free Trial →

Why This Works

Would You Rather questions tap into curiosity and creativity, encouraging members to consider new perspectives and share their reasoning. By presenting two intriguing chess scenarios, these prompts make it easy for everyone to jump in, regardless of their skill level. The playful format lowers barriers, making discussions approachable and inclusive.

This content type also leverages the power of choice, which drives participation and engagement. When community members are asked not only to pick a side but also explain their thought process, it leads to richer conversations and helps members connect over shared preferences or surprising differences. Over time, these interactions strengthen bonds and make your chess space more vibrant.

43 Ready-to-Use Templates

1

Would you rather sacrifice your queen early for a tricky attack or keep her safe all game?

💡 Example: "Would you rather sacrifice your queen early for a tricky attack or keep her safe all game? Tell us why!"

🔴 High Engagement Barrier 👤 Average #strategy #sacrifice #risk
2

Would you rather always play as White or always play as Black for a year?

💡 Example: "Would you rather always play as White or always play as Black for a year? Explain your choice!"

🟡 Medium Engagement Barrier 👤 Irregular #color #preference #habit
3

Would you rather win by checkmate or win by resignation?

💡 Example: "Would you rather win by checkmate or win by resignation?"

🟢 Low Engagement Barrier 👤 Lurker #victory #style
4

Would you rather play a blitz game or a classical game right now?

💡 Example: "Would you rather play a blitz game or a classical game right now? Let us know!"

🟡 Medium Engagement Barrier 👤 Average #time control #game type
5

Would you rather face Magnus Carlsen or Hikaru Nakamura in a simul?

💡 Example: "Would you rather face Magnus Carlsen or Hikaru Nakamura in a simul? Who and why?"

🔴 High Engagement Barrier 👤 Top #famous players #challenge
6

Would you rather start every game with a pawn down or give your opponent an extra move?

💡 Example: "Would you rather start every game with a pawn down or give your opponent an extra move? What would you pick?"

🔴 High Engagement Barrier 👤 Frequent #handicap #challenge #strategy
7

Would you rather master openings or endgames?

💡 Example: "Would you rather master openings or endgames?"

🟡 Medium Engagement Barrier 👤 Average #skills #learning
8

Would you rather win with a brilliant tactic or a slow, strategic squeeze?

💡 Example: "Would you rather win with a brilliant tactic or a slow, strategic squeeze?"

🟡 Medium Engagement Barrier 👤 Average #tactics #strategy
9

Would you rather play against someone much stronger or much weaker than you?

💡 Example: "Would you rather play against someone much stronger or much weaker than you?"

🟢 Low Engagement Barrier 👤 Lurker #opponent #challenge
10

Would you rather draw a hard-fought game or lose after a daring sacrifice?

💡 Example: "Would you rather draw a hard-fought game or lose after a daring sacrifice? Why?"

🟡 Medium Engagement Barrier 👤 Irregular #draw #loss #risk
11

Would you rather play a chess variant like Chess960 or stick to standard chess?

💡 Example: "Would you rather play a chess variant like Chess960 or stick to standard chess?"

🟡 Medium Engagement Barrier 👤 Average #variant #preference
12

Would you rather teach chess to kids or organize a tournament for adults?

💡 Example: "Would you rather teach chess to kids or organize a tournament for adults? Share your thoughts!"

🟡 Medium Engagement Barrier 👤 Average #community #teaching
13

Would you rather play a flawless game but lose, or win with mistakes?

💡 Example: "Would you rather play a flawless game but lose, or win with mistakes? Why?"

🟡 Medium Engagement Barrier 👤 Frequent #perfection #winning
14

Would you rather get checkmated in three moves or lose on time with a winning position?

💡 Example: "Would you rather get checkmated in three moves or lose on time with a winning position?"

🔴 High Engagement Barrier 👤 Frequent #time #loss #checkmate
15

Would you rather study famous games or play your own matches?

💡 Example: "Would you rather study famous games or play your own matches?"

🟢 Low Engagement Barrier 👤 Lurker #study #preference
16

Would you rather always play online or always play in person for a year?

💡 Example: "Would you rather always play online or always play in person for a year? Which and why?"

🟡 Medium Engagement Barrier 👤 Average #online #offline #preference
17

Would you rather have a chess coach or a chess engine as your only helper?

💡 Example: "Would you rather have a chess coach or a chess engine as your only helper? Tell us!"

🟡 Medium Engagement Barrier 👤 Average #coach #engine #help
18

Would you rather only play rapid games or only play bullet games?

💡 Example: "Would you rather only play rapid games or only play bullet games?"

🟡 Medium Engagement Barrier 👤 Average #time control #speed
19

Would you rather play against a friend or a stranger in a tournament final?

💡 Example: "Would you rather play against a friend or a stranger in a tournament final? Why?"

🟡 Medium Engagement Barrier 👤 Average #opponent #tournament
20

Would you rather have a perfect memory for openings or endgames?

💡 Example: "Would you rather have a perfect memory for openings or endgames?"

🟡 Medium Engagement Barrier 👤 Frequent #memory #skills
21

Would you rather play in a noisy room or a freezing cold room?

💡 Example: "Would you rather play in a noisy room or a freezing cold room? Pick one!"

🟡 Medium Engagement Barrier 👤 Irregular #environment #challenge
22

Would you rather play with a glass chess set or a giant outdoor board?

💡 Example: "Would you rather play with a glass chess set or a giant outdoor board?"

🟢 Low Engagement Barrier 👤 Lurker #fun #equipment
23

Would you rather play a grandmaster blindfolded or play 10 games at once?

💡 Example: "Would you rather play a grandmaster blindfolded or play 10 games at once? Which challenge?"

🔴 High Engagement Barrier 👤 Top #challenge #skills
24

Would you rather have your games streamed live or analyzed privately?

💡 Example: "Would you rather have your games streamed live or analyzed privately?"

🟡 Medium Engagement Barrier 👤 Average #privacy #public
25

Would you rather play an opening you dislike or try a brand new one every game?

💡 Example: "Would you rather play an opening you dislike or try a brand new one every game? Why?"

🟡 Medium Engagement Barrier 👤 Irregular #openings #learning
26

Would you rather play a themed tournament or a regular open?

💡 Example: "Would you rather play a themed tournament or a regular open?"

🟢 Low Engagement Barrier 👤 Lurker #tournament #theme
27

Would you rather analyze a loss or celebrate a win?

💡 Example: "Would you rather analyze a loss or celebrate a win?"

🟢 Low Engagement Barrier 👤 Lurker #analysis #emotion
28

Would you rather have unlimited chess books or unlimited online lessons?

💡 Example: "Would you rather have unlimited chess books or unlimited online lessons? Share your pick!"

🟡 Medium Engagement Barrier 👤 Average #resources #learning
29

Would you rather always play against the Sicilian or the French Defense?

💡 Example: "Would you rather always play against the Sicilian or the French Defense?"

🟡 Medium Engagement Barrier 👤 Average #openings #preference
30

Would you rather win a tournament trophy or a cash prize?

💡 Example: "Would you rather win a tournament trophy or a cash prize?"

🟢 Low Engagement Barrier 👤 Lurker #prizes #motivation
31

Would you rather play chess for fun or only play competitively?

💡 Example: "Would you rather play chess for fun or only play competitively? Tell us why!"

🟡 Medium Engagement Barrier 👤 Average #motivation #style
32

Would you rather have a chessboard themed cake or chess piece cookies?

💡 Example: "Would you rather have a chessboard themed cake or chess piece cookies?"

🟢 Low Engagement Barrier 👤 Lurker #fun #food
33

Would you rather play against a computer or a human if both were rated equally?

💡 Example: "Would you rather play against a computer or a human if both were rated equally? Why?"

🟡 Medium Engagement Barrier 👤 Average #opponent #AI
34

Would you rather watch a famous championship match or play a casual game?

💡 Example: "Would you rather watch a famous championship match or play a casual game?"

🟢 Low Engagement Barrier 👤 Lurker #spectating #playing
35

Would you rather get to ask your favorite grandmaster one question or play one blitz game with them?

💡 Example: "Would you rather get to ask your favorite grandmaster one question or play one blitz game with them? Which would you choose?"

🔴 High Engagement Barrier 👤 Top #grandmaster #experience
36

Would you rather always have to play the King's Gambit or the Caro-Kann Defense?

💡 Example: "Would you rather always have to play the King's Gambit or the Caro-Kann Defense?"

🟡 Medium Engagement Barrier 👤 Average #openings #forced choice
37

Would you rather never blunder again or always spot your opponent's threats?

💡 Example: "Would you rather never blunder again or always spot your opponent's threats? Why?"

🔴 High Engagement Barrier 👤 Frequent #mistakes #awareness
38

Would you rather compete in a team event or an individual event?

💡 Example: "Would you rather compete in a team event or an individual event?"

🟢 Low Engagement Barrier 👤 Lurker #team #individual
39

Would you rather play with a digital clock or a classic analog one?

💡 Example: "Would you rather play with a digital clock or a classic analog one?"

🟢 Low Engagement Barrier 👤 Lurker #equipment #preference
40

Would you rather find a checkmate in two or win a queen for free?

💡 Example: "Would you rather find a checkmate in two or win a queen for free? Which excites you more?"

🟡 Medium Engagement Barrier 👤 Average #tactics #rewards
41

Would you rather play chess every day for a month or take a complete break?

💡 Example: "Would you rather play chess every day for a month or take a complete break? Share your answer!"

🟡 Medium Engagement Barrier 👤 Average #habit #rest
42

Would you rather be known for creative sacrifices or solid defense?

💡 Example: "Would you rather be known for creative sacrifices or solid defense?"

🟡 Medium Engagement Barrier 👤 Average #reputation #style
43

Would you rather organize a chess meetup or join a chess club?

💡 Example: "Would you rather organize a chess meetup or join a chess club? Which would you pick?"

🟡 Medium Engagement Barrier 👤 Irregular #community #event

How to Use These Templates

To use these templates, simply copy and paste a prompt into your community platform of choice. Encourage members to explain their reasoning and reply to others' answers. For extra engagement, consider posting them on a regular schedule, such as 'Would You Rather Wednesdays.' Mix up the difficulty and topic focus to appeal to all levels. You can also highlight particularly fun discussions or even use poll features if your platform allows.

Best Practices

  • Keep scenarios accessible for all skill levels
  • Rotate topics between tactics, openings, and chess culture
  • Encourage members to share their reasoning
  • Respond to answers to keep the conversation going
  • Avoid controversial or overly complex situations

All Platforms Tips

For all platforms, use clear and concise language to maximize understanding. Add a simple call to action, like 'Why?' or 'Share your answer below,' to prompt replies. Use platform features such as polls, reactions, or threads to boost participation. Visuals are optional but can enhance engagement on image-friendly platforms.

Frequently Asked Questions

What is a Would You Rather chess post?

It is a fun prompt that asks members to choose between two chess-related scenarios and explain their choice.

How often should I post Would You Rather questions?

Once or twice a week is ideal to keep engagement high without overwhelming the community.

Can I use these templates on any platform?

Yes, these templates are designed for all platforms, including forums, social media, and chat groups.

How do I encourage more responses?

Add a simple call to action, ask members to explain their reasoning, and reply to answers to keep the discussion lively.

Are these questions suitable for all chess skill levels?

Absolutely. The templates include a mix of simple and thought-provoking scenarios for everyone.

Can I modify these templates to fit my community's style?

Yes, feel free to tweak the wording or tailor the scenarios to better match your community's culture.

What should I avoid when posting Would You Rather questions?

Avoid controversial, overly complex, or divisive scenarios to keep discussions friendly and inclusive.

Want these customized for your Chess community?
Generate unlimited templates with AI - tailored to your brand voice
Try Free →
✓ Copied to clipboard!