Modals of Regret Jeopardy!

School Fails (Should/Shouldn't Have)

100

I didn’t study, and I failed the quiz.

I should have studied.

200

I stayed up until 3 a.m. before my morning class.

I shouldn’t have stayed up so late.; I should have gone to bed earlier. 

300

My computer crashed, and I lost my entire essay.

I should have saved my work.

400

I misunderstood the assignment but didn’t ask any questions.

I should have asked for clarification.

500

I used AI to write my essay.

I should have written it myself.

Shopping Regrets (I wish I would/wouldn't have...)

100

These shoes are too small. I didn’t try them on.

I wish I would have tried them on.

200

I spent all my money on a jacket I never wear.

I wish I wouldn’t have bought that jacket.

300

I threw away the receipt. Now I can’t return my broken headphones.

I wish I wouldn’t have thrown away the receipt.

400

I bought the first laptop I saw. Another store had it for much less.

I wish I would have compared prices.

500

I signed up for a free trial, forgot to cancel, and was charged $100.

I wish I would have set a reminder to cancel.

Vacation No-Go (Should/Shouldn't Have + Reduced Speech)

100

I packed five sweaters for a tropical vacation and no shorts. Use reduced speech for your answer.

I should have packed shorts. / I shouldn’t have packed so many sweaters.

200

We left late for the airport and missed our flight. Use reduced speech for your answer.

We should have left earlier. / We shouldn’t have waited so long to leave.

300

I ate a huge meal immediately before riding a roller coaster. Use reduced speech for your answer.

I should have eaten afterward. / I shouldn’t have eaten so much before the ride.

400

We followed an old map instead of checking current directions and got lost. Use reduced speech for your answer.

We should have checked current directions. / We shouldn’t have relied on the old map.

500

I posted my vacation dates publicly, and strangers knew my house was empty. Use reduced speech for your answer.

I should have waited until I returned to post. / I shouldn’t have shared my travel dates publicly.

Grammar Repair

100

I should have study more.

I should have studied more.

200

I shouldn’t have ate all the cookies.

I shouldn’t have eaten all the cookies.

300

I wish I would have bring my umbrella.

I wish I would have brought my umbrella.

400

I should had told her the truth.

I should have told her the truth.

500

I wish I would have took an earlier train.

I wish I would have taken an earlier train.

What's the Regret?

100

I didn’t bring my lunch. (should have)

I should have brought my lunch.

200

I told everyone my friend’s secret. (shouldn’t have)

I shouldn’t have told everyone my friend’s secret.

300

I didn’t apply for the job, and now the position is filled. (wish)

I wish I would have applied for the job.

400

I ignored my alarm and missed an important meeting. (wish + wouldn’t have)

I wish I wouldn’t have ignored my alarm.

500

I didn’t read the instructions before assembling my bookshelf. It collapsed. (should have AND wish)

I should have read the instructions. / I wish I would have read the instructions.