A1 Level – Elementary
1. Do you have a job?
2. What is extra money?
3. Do you like working more?
4. What is a good way to save?
5. Do you drive a car for work?
6. What is a weekend job?
7. Do you want to start a business?
8. What is a high price?
9. Do you like talking to customers?
10. What is a good idea?
11. Do you have free time?
12. What is a personal skill?
13. Do you buy things online?
14. What are three side hustles you know?
15. Do you think a side hustle is hard work?
A2 Level – Pre-Intermediate
1. What is the difference between a side hustle and a main job?
2. Why do people need to earn extra money?
3. What are the good things and bad things about working late at night?
4. How can you find a good idea for a side hustle?
5. Should young people start a side hustle while they are in school?
6. Why is time management important for a side hustle?
7. Do you think a side hustle can become a full-time business?
8. What is the purpose of the “gig economy”?
9. How does technology (apps) make it easier to start a side hustle?
10. What is the difference between an employee and a freelancer?
11. Do you think side hustles cause people to feel more tired?
12. What are the problems when a side hustle takes all your free time?
13. When is the best time to start saving money from a side hustle?
14. What are two risks of starting a side hustle?
15. How does a side hustle affect your main job performance?
B1 Level – Intermediate
1. What are the rules for politely telling your employer about your side hustle?
2. How does the need for extra income affect your family time?
3. Should the government make it easier for people to start small businesses?
4. What is the difference between a side hustle and a passive income source?
5. Do you believe that side hustles show a failure of the main job market?
6. What are the challenges of managing taxes and legality for a small, side job?
7. How does the success of a side hustle affect a person’s self-confidence?
8. What is the idea of “monetizing a hobby”?
9. Is it fair or unfair when a rich person starts a side hustle that hurts a poor person’s small business?
10. How does a side hustle help a person gain new, useful skills?
11. What are the steps for properly calculating the time needed for a new side project?
12. What is the value of having multiple sources of income?
13. Should public libraries offer free training courses for starting a side hustle?
14. What are the reasons why some side hustles fail quickly?
15. How does the pressure to always be “hustling” affect mental health?
B2 Level – Upper-Intermediate
1. What are the social pressures to have a creative or interesting side hustle?
2. What are the moral problems when a company makes employees sign a contract banning side hustles?
3. How does the focus on quick extra cash change the quality of the service provided?
4. Should the government create special tax breaks for small-scale side hustles?
5. Analyze the psychological effect of constantly switching between your main professional identity and your side hustle identity.
6. Who is responsible for protecting consumers who are scammed by fake side hustle opportunities?
7. What is your view on the practice of using social media to constantly promote side businesses?
8. Evaluate the role of the internet in creating a global marketplace for side hustles.
9. How does the need for financial security affect the work-life balance of a side hustler?
10. Discuss the concept of “burnout” caused by overworking through a side hustle.
11. What are the problems with having very different labor laws for main jobs and side hustles?
12. What are the legal differences between being an independent contractor and a temporary employee?
13. Do you agree that the purpose of a side hustle is mainly to give people financial freedom, not just extra money?
14. What steps should be taken to ensure that side hustles do not break local zoning or business rules?
15. How does the growth of side hustles change the way people view traditional careers?
C1 Level – Advanced
1. Is it fair that the growth of side hustles often means fewer full-time jobs with benefits are available?
2. What is the right way to think about a government’s moral duty to ensure a main job pays enough to live on?
3. How do the platform’s algorithms influence the type of gig work that is easily available and promoted?
4. When should gig work platforms be legally required to provide health insurance and retirement savings?
5. What are the moral questions when we talk about using a side hustle to take advantage of people’s need for cheap services?
6. How does the focus on multiple jobs affect the quality of a person’s main professional output?
7. Discuss the impact of mass side hustling on the power of traditional labor unions.
8. How should leaders use the popularity of side hustles to promote entrepreneurship and innovation?
9. What is the idea of “precarity” (insecurity) in the context of relying on multiple small income sources?
10. What are the long-term effects on society when fewer people have a single, stable career path?
11. What are the difficulties when courts try to decide if a side hustle is stealing ideas from the main employer?
12. How does the search for financial security conflict with the need for personal time and rest?
13. Do you agree that the most important thing is the personal freedom a side hustle offers, not the money?
14. What are the simple moral rules a consumer should follow when hiring someone for a low-cost side hustle?
15. Should the government set a legal minimum for the price of common gig-economy services?
C2 Level – Proficiency
1. What is the real difference between a person’s chosen side hustle and the historical necessity of holding multiple jobs for survival?
2. Debate the idea: Should we completely eliminate the concept of the side hustle and ensure all work is protected full-time employment?
3. How does the concept of “labor” change when it is broken down into small, separate, temporary tasks?
4. What laws or rules are needed to control how technology platforms categorize their workers (as employees or independent contractors)?
5. How do historical views of independence and self-reliance affect modern social views on side hustles?
6. How can communities maintain social bonds when people’s free time is consumed by extra work?
7. Argue the point that humans should stop all attempts to romanticize side hustles and see them as a symptom of low wages.
8. What protection should laws give to workers who are fired from their main job due to their side hustle?
9. How can we stop the problem of using side hustles to avoid paying fair taxes or benefits?
10. What did old thinkers say about craft, commerce, and the value of specialized labor that is still important today?
11. What will happen to the need for human side hustles if AI can perfectly and cheaply perform all small, digital tasks?
12. How do people use the idea of “being your own boss” to avoid discussing the lack of benefits and security?
13. How does the experience of running a side hustle improve a person’s understanding of finance and business risk?
14. What is the power of a consumer movement to demand better labor practices from gig economy companies?
15. If scientists could perfectly measure the efficiency of all human time, how would that fundamentally change labor laws?


