How to Answer: Tell me about the most challenging aspect of your previous job. How did you overcome it?
19. Tell me about the most challenging aspect of your previous job. How did you overcome it?
How to Answer
Sometimes the most significant workplace challenge is a difficult task that puts you outside of your comfort zone. It could be something that requires skills you haven't mastered yet or qualities where you are not the strongest. Explain to the interviewer why it was difficult but be sure to spend more time highlighting the actions you took to overcome the challenge.
Answer Example
"The most challenging aspect of my last job was troubleshooting some of the older technology. We needed some serious upgrades, but they weren't in the budget. Learning how to work around this problem was quite a challenge, but I learned how by referring to old manuals and online forums. I ended up to become one of the stronger users of this program, in our entire office! I quickly became the go-to person when anyone had questions about the technology."
Admin
"In my current role, we have global offices that span four time zones. It is an incredible challenge to be continually calculating the difference in my mind when I call or email on updates for projects, for instance. I now have each locations time added to my desktop, my smartphone, and four individual clocks on my wall. These small and inexpensive changes made all the difference."
Manager
"The most challenging aspect of my previous job was the constant need to pivot when it came to trends in the industry. We would gain footing, and then the next greatest product would arrive. It made it difficult to feel loyalty to any of it. I started to express loyalty to the company's ability to discern great products instead of narrowing in on the products themselves. This shift in thought helped with mine and my teams' performance when it came to sales."
Marketing
"My previous role was with a small agency where budgets were always a concern by the clients. Although I liked the clients, they were usually independent businesses with less than ten employees. They had a hard time thinking big-picture. I overcame this by coming up with a questionnaire that would address their greatest pain points and needs for their business. I would then focus on their small goals versus what I felt their company could be. Some business owners are more comfortable being comfortable, versus ruling the world, and that's okay! I just needed to wrap my marketing brain around that."
Retail
"The most challenging part of my prior role was navigating the landscape as the newest manager on the team. I needed to work on gaining the trust and respect despite my being green. I worked hard to build individual relationships with each associate and forge a bond with them. I also shared information about myself, including my experience in the industry, and who I am as a person. I know that this made me more human, approachable, and also solidified my credentials, so I know how to get the team on my side."
Sales
"The most challenging part of my previous job was relying on another team to be efficient. I am all for teamwork, but for me to be paid, this team needed to deliver timely and quality work. Meanwhile, their goals and metrics remained disconnected to any sales outcomes. This situation made it tough to motivate them. In the short term, I sat down with them and explained why it was vital for myself them, and the company that we work together on the same timeline. I incentivized them with coffee or store gift cards. Bigger picture, I sat down with the management of both teams and shared the issues we were having, suggesting a solution that would tie their KPIs and financial incentives to our outcomes, to make them invested. In the end, the short- and long-term approaches proved useful."
Teacher
"I think the most challenging aspect of my current job is the fact that I share a classroom with another educator. Without having my space, other obstacles come up such as teachers trying to influence how I run my class, or them holding small conversations with their aides during my teaching time. I make sure to address this up front with the classroom teachers- that while it is also their room, please treat it as though it were mine during the 40 minutes that I am teaching. If there is ever an issue, I am sure to address it quickly and directly, so we can move past it."
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