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Lesson Plan: Regrets at Work

Published on October 4, 2024 | Updated on September 22, 2025

In this lesson, you will practice expressing your regrets

We are going to focus on three structures:

#1I should haveI shouldn’t have
#2I regret I regret not
#3I wish I had I wish hadn’t

Pre-Task #1: Types of Regrets (30 Mins)

Task 1A

Let’s classify the regrets

These are our categories

AEducational
BCareer
CHealth
DFinancial

1. I shouldn’t have skipped so many classes.

2. I shouldn’t have stayed in a job I hated.

3. I wish I had quit smoking earlier.

4. I wish I had networked more.

5. I regret choosing a major I didn’t love.

6. I wish I had learned about budgeting.

7. I should have exercised regularly.

8. I regret ignoring my mental health.

9. I wish I had learned English in school.

10. I should have saved more money.

11. I regret not starting my own business.

12. I regret taking out such a large loan.


Pre-Task #2: Idioms and Other Expressions (30 Mins)

Task 2A

Let’s learn some idioms to express regrets in English

Instructions

#1Miss the boat
#2Burn Bridges
#3Miss the mark
#4Drop the ball
  1. Miss the boat means missing an opportunity.
  2. Burn Bridges means doing something that makes it impossible to go back to a previous situation.
  3. Miss the mark means not succeeding in what you were trying to do.
  4. Drop the ball means failing to do something you were responsible for.

Task 2B

Let’s learn some idioms to express regrets in English

Now let’s cover some expressions that we can use to talk about regrets.

#1I messed up
#2I screwed up
#3I made a big mistake
#4My bad
#5It was my fault
#6I blew it

Task 2C

Let’s test your listening skills

Instructions

  1. Listen to the recording
  2. Click on the exercise button below the video to complete the exercise


Break (30 Mins)

Task3A

Take some time off and be back on time

I need a break

Main -Task: Regrets and Consequences (60 Mins)

Task4A

Take some time off and be back on time

Instructions

  1. Choose two categories (health, education, career and financial)
  2. Write a regret for those two categories.
  3. Indicate also the consequences of such action.
  4. You can use the word “so” to introduce the action
  5. Create a cartoon image to illustrate it
  6. Make sure the sentence is correct

For instance


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Manuel Campos

Manuel Campos

I am Jose Manuel, English professor and creator of EnglishPost.org, a blog whose mission is to share lessons for those who want to learn and improve their English