20 Hagerty Interview Questions and Answers

Prepare for the types of questions you are likely to be asked when interviewing for a position at Hagerty.

Hagerty is the world’s largest provider of collector car insurance and provides a suite of services for people who love cars. From classic car values to tips on how to restore your dream car, Hagerty has everything you need to know about collector cars.

If you’re hoping to land a job at Hagerty, you’ll need to be prepared to answer some tough questions about your qualifications and experience. In this article, we’ve gathered a list of sample Hagerty interview questions and answers to help you prepare for your interview.

Hagerty Interview Process

The interview process at Hagerty can vary depending on the position you are applying for, but generally speaking, it is a fairly lengthy process that involves multiple interviews. For some positions, you may be interviewed by a panel of people, while for others, it may just be a one-on-one conversation. The difficulty of the questions asked also varies depending on the position, but they are typically designed to test your knowledge of the company and the industry. Overall, the experience is generally positive, although there have been some complaints about the length of the process and the lack of communication from the company.

1. What do you know about Hagerty?

This question is a great way for the interviewer to see how much you know about their company. It’s important that you do your research before going into the interview, and this is one of the best ways to show them that you’re serious about the position.

Example: “I’ve been following Hagerty since I was in high school. My dad had always talked about how good they were at what they did, so when I got my first car, it was an easy decision to go with them. They have excellent customer service, and I love the fact that they are family-owned. I also like that they offer discounts to veterans.”

2. How would you define customer service?

This question is a great way to see how you view customer service and what your priorities are. Your answer should show that you understand the importance of providing excellent customer service, but it can also be an opportunity to share some personal values with the interviewer.

Example: “Customer service is my top priority when working in any position. I believe that every interaction with a customer or client is an opportunity to make them feel valued and respected. It’s important to me that they leave our interactions feeling like we care about their needs and want to help them as much as possible. I think it’s also important to remember that everyone has different expectations for customer service, so I always try to go above and beyond what they expect.”

3. Do you have any experience working in the insurance industry?

Hagerty is a company that focuses on the insurance industry, so it’s important for them to know if you have any experience in this field. If you do, share your previous job duties and how they relate to what Hagerty does. If you don’t, explain why you’re interested in working at Hagerty despite not having experience in the insurance industry.

Example: “I’ve worked as an accountant for five years now, but I’m looking to make a career change into the insurance industry. My accounting skills are very strong, which makes me qualified to work in finance. However, my customer service skills are also quite good, which would help me excel in sales.”

4. Tell me about a time when you had to deal with an upset client. How did you handle it?

Interviewers may ask this question to see how you handle conflict. They want to know that you can remain calm and professional when a client is upset, so they’re looking for an answer that shows you have these skills. In your response, try to explain what steps you took to resolve the situation.

Example: “I once had a client who was unhappy with their purchase. I listened carefully to understand why they were upset and then offered them a refund or exchange. The client chose to receive a refund, which I processed immediately. This helped the client feel better about our company and resolved the issue.”

5. Describe a time where you went above and beyond for a customer.

This question is a great way to show your interviewer that you are willing to go the extra mile for customers. When answering this question, it can be helpful to describe a specific situation where you went above and beyond for a customer and how it helped them or made their experience more positive.

Example: “I once had a customer who was looking for a very rare car. I spent hours searching online and calling dealerships until I found one in another state. The dealership was hesitant to sell the car because of its rarity, but I convinced them to let me buy it so I could resell it to my customer at a higher price. My hard work paid off, and my customer was thrilled with his new purchase.”

6. Where do you see yourself in five years?

Employers ask this question to see if you have a long-term career plan. They want to know that you are committed to their company and will be there for the long term. When answering, think about what your goals are in life. Think about how working at Hagerty can help you achieve those goals.

Example: “I would like to continue my education and get my master’s degree in business administration. I am passionate about marketing and sales, so I would love to work here until I finish school. After I graduate, I hope to start my own marketing firm. Working at Hagerty has given me valuable experience in marketing and sales. This knowledge will help me succeed as an entrepreneur.”

7. Why are you interested in this position at Hagerty?

Employers ask this question to learn more about your intentions for applying. They want to know that you are genuinely interested in the position and not just looking for a job. When preparing your answer, make sure to highlight what attracted you to Hagerty. Consider mentioning specific aspects of the company or its products.

Example: “I am very passionate about cars and I love working with people. After researching Hagerty, I learned that it is one of the most reputable companies in the industry. I would be honored to work here because I think my skills and personality fit well with the culture. I also really like how much emphasis you place on customer service. I believe that every customer deserves excellent care.”

8. Tell us about a time when you were faced with a difficult situation, how did you handle it?

This question is a great way to learn more about how you handle challenges. It can also help employers see if you have the skills and abilities they’re looking for in an employee. When answering this question, it’s important to be honest and specific.

Example: “When I was working as a sales associate at a department store, we were having a hard time meeting our quotas. The company had recently changed their commission structure, which made it difficult for us to meet our goals. I approached my manager with some ideas on how to improve our performance. We decided to hold weekly meetings where we discussed ways to increase sales. This helped us get back on track and eventually exceed our quota.”

9. Are you comfortable working in a fast-paced environment?

Hagerty is a company that works in a fast-paced environment. The interviewer may ask this question to see if you are comfortable working in an environment where there is a lot of pressure and deadlines. Use your answer to show the interviewer that you can handle a high-pressure job.

Example: “I am very comfortable working in a fast-paced environment. In my last role, I was responsible for managing multiple clients at once. This required me to work quickly while still providing quality customer service. I enjoy having a lot on my plate because it motivates me to get things done as quickly as possible.”

10. Would you consider yourself a team player or more of an individual contributor?

Teamwork is an important skill for any employee to have. Employers ask this question to see if you are a team player and how much experience you have working with others. In your answer, share what makes you a good teammate and the skills you use when collaborating with others.

Example: “I am definitely more of a team player than an individual contributor. I find that my best work comes from collaboration. When working on projects, I always make sure to include everyone’s ideas. This helps me get different perspectives and ensures we all feel like our opinions matter. I also think it’s important to be able to take constructive criticism well. I try to listen carefully to other people’s feedback so I can learn from their advice.”

11. Have you ever worked on a project that didn’t go well? What was your role in it?

This question is a great way to see how you respond to failure. It’s important for employers to know that you can take responsibility and learn from your mistakes. In your answer, try to explain what went wrong and what you learned from the experience.

Example: “I once worked on a project where we were supposed to create an ad campaign for a new product. I was so excited about the opportunity and wanted to impress my boss, so I created a really elaborate campaign without getting approval first. When my boss saw it, she told me that it wasn’t in line with the company’s budget. She asked me to create something more cost-effective. I learned that it’s always important to get approval before starting a project.”

12. Can you tell me about a time when you had to work with someone who wasn’t pulling their weight? How did you handle it?

This question can help the interviewer understand how you handle conflict and whether or not you’re able to work with others. Your answer should show that you are willing to speak up when necessary, but also that you’re a team player who is willing to compromise.

Example: “I once worked with someone who was constantly late for meetings and deadlines. I tried my best to be understanding at first, however after several weeks of this behavior, I had to have a conversation with them about their lateness. They apologized and promised to do better, however they continued to be late on multiple occasions. After another week of this, I decided it would be best if we parted ways.”

13. What is one thing you think we could improve upon as a company?

This question is a great way to show your willingness to provide constructive feedback. It also shows that you are willing to be honest with your opinions and ideas, which can help the interviewer get to know you better. When answering this question, it’s important to remember that you’re speaking about the company as a whole, not just one individual or department.

Example: “I think there could be more transparency between departments. I’ve noticed that some employees don’t always know what other teams are working on, which makes it difficult for them to collaborate effectively. If everyone knew what was going on in every department, they would have an easier time contributing their own ideas.”

14. What do you think our core values are?

Hagerty Insurance has five core values that they expect all employees to uphold. These include integrity, teamwork, respect, innovation and customer service. When an interviewer asks this question, it’s because they want to see if you understand the company’s values and how they can help you succeed in your role. In your answer, try to explain what each value means to you and how you plan on upholding them as a team member.

Example: “I think Hagerty Insurance’s core values are integrity, teamwork, respect, innovation and customer service. I believe these values are important for any business to have, but especially one like Hagerty where we work with customers every day. Integrity is so important when working with clients, as it shows them that we’re honest about our services and will do everything we can to meet their needs. Teamwork is also essential, as it allows us to collaborate and support one another while completing projects.

Respect is something I feel is lacking in many workplaces, but I know it’s important to treat others with kindness and consideration. As someone who strives to be respectful of everyone around me, I would hope to encourage my coworkers to do the same. Innovation is also vital, as it helps us stay ahead of the competition and find new ways to improve our processes. Finally, customer service is crucial, as it ensures we’re always providing excellent care to those who need it.”

15. If hired, what do you think you can bring to the table here at Hagerty?

This question is a great way for employers to learn more about your personality and how you view yourself. When answering this question, it can be helpful to highlight some of your skills or past experiences that relate to the job description.

Example: “I think I can bring my strong customer service skills to Hagerty Insurance. In my previous role as an insurance agent, I was able to help customers find affordable coverage options while also providing them with excellent customer service. This helped me build lasting relationships with many of my clients, which led to repeat business.”

16. Do you have any experience managing people?

Hagerty is a large company that employs thousands of people. The interviewer wants to know if you have any experience managing others and how well you can do it. If you don’t have management experience, talk about your leadership skills and how they apply to the job.

Example: “I’ve never been in charge of a team before, but I am very good at delegating tasks and motivating my coworkers. In my last position, I had two employees who were struggling with their work. I talked to them both individually and found out what was going on. Then, I created a plan for each employee so we could get back on track. Both employees appreciated the extra attention and got back to work.”

17. Provide an example of a time when you had to make a decision without consulting your direct manager.

This question can help the interviewer understand how you make decisions and whether or not you have experience making important choices on your own. Use examples from previous jobs to show that you are capable of independent thought and action.

Example: “In my last position, I was working with a team of three other people when our manager went out of town for two weeks. One day, one of my coworkers asked me if we could take an extended lunch break because she had some errands to run. I knew that taking an extended lunch would cut into our work time later in the afternoon, so I told her no. She seemed disappointed but understood. Later that week, our manager returned and praised us all for getting through his absence without any issues.”

18. How would you describe your leadership style?

Hagerty is a leadership position, so employers ask this question to see if you have the skills and experience to lead others. When answering this question, think about what kind of leader you are. Try to describe your style in one or two sentences.

Example: “I am an empathetic leader who values teamwork. I believe that everyone has something to contribute, and I try to make sure my team members feel valued and appreciated. I also like to delegate tasks based on each person’s strengths. For example, when I was working at my previous job, I noticed that one employee had excellent communication skills. So, I asked her to be our company’s spokesperson. She really enjoyed it, and we got more media coverage as a result.”

19. What kind of car do you drive?

This question is a way for employers to learn more about your personality. They want to know if you are the type of person who cares about their appearance and how they present themselves to others. When answering this question, it can be helpful to mention something specific about your car that shows you care about its condition or appearance.

Example: “I drive a black Ford Mustang GT. I love sports cars because they’re fun to drive and look great. My favorite part about my car is the sound system. It’s top-of-the-line and has amazing bass. I also like that it gets good gas mileage so I don’t have to fill up as often.”

20. Tell me about a time when you disagreed with your manager, how did you handle it?

This question can help the interviewer determine how you handle conflict and whether or not you’re able to respectfully disagree with your manager. When answering, it can be helpful to mention a time when you disagreed with your manager but still completed your work well and received positive feedback from them.

Example: “When I first started working at my previous job, I disagreed with my manager about which social media platforms we should use for our company’s marketing campaign. I felt strongly that we should focus on Instagram while my manager thought Facebook would be better. After discussing our opinions, we decided to try both social media platforms and see what worked best. In the end, Instagram was more successful than Facebook, so we focused on that platform.”


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