Let’s face it: interviews can be nerve-wracking, especially when the interviewer throws in those tough, unexpected questions designed to see how you think on your feet. But here’s the thing: most of these questions follow common themes, and with the right preparation, you can turn them into opportunities to stand out. This playbook is here to help you anticipate and craft thoughtful responses that highlight your strengths, keep your cool, and showcase the best version of yourself, even when the pressure’s on. Whether it’s addressing gaps in your experience or handling those “what’s your biggest weakness” moments, we’ve got strategies to help you stay ahead of the game.
We’re glad that you’re not only cold-applying to roles. Using a variety of application strategies, like getting referred by a former colleague or attending a job fair, can help you break through.
Cold-applying for roles is one of many ways that you can land your next gig, but it should never be your only strategy. You can also try:
Staying focused on the roles that are really aligned to your skills and ambitions is a great way to make sure that you’re not wasting your efforts on activities with little to no return. Stay focused here!
We get it: the job hunt can be exhausting and it can be tempting to start mass applying to roles. Unfortunately, doing so will likely only make your situation more frustrating: the more times you are declined for a role, it will inevitably make you feel even more burnt out and discouraged.
Instead, focus your energy on the roles that are truly interesting to you and make sure your application is as strong as it can be. Always consider tailoring your resume for the role and add a strong cover letter to help you stand out.
Whether you’re sending a thank you note or checking in after a few days of no response, it’s smart to be proactive and reach out to hiring managers and recruiters to keep your name in sight and in mind. Keep it up!
There are few things more impactful than a great thank you note after an interview. Be sure to always send one to folks you interview with, and be specific as to why you enjoyed the conversation. If they don’t get back to you with next steps by the expected date, reach out directly to check in.
We’re glad that you’re not reinventing the wheel when writing cover letters. While it’s always smart to repurpose some of your cover letter, remember to customize a few details to help align your letter to the role you’re applying for.
Great cover letters can be really impactful, but they can also take a lot of time. We recommend having a “default” cover letter that outlines who you are, what you’ve done, and where you want to go next. From there, you can make small tweaks to the cover letter based on what role you’re applying for.
Staying connected with your current network is a great way to learn about new opportunities that you may not have found on your own. As you’re connecting with folks, remember to be open about the fact that you’re looking for a new opportunity and you’d appreciate any connections or introduction they can offer.
Your network is probably one of your most underutilized resources. The more people you connect with, the more people can advocate for you and connect you to new opportunities.
Your friends and family can be some of your most trusted advocates. Keep sharing with them to help keep your job search on track and aligned to the things that make you, you.
Your friends and family are likely some of your biggest supporters. Even if you’ve never talked to them about your professional ambitions before, it’s never too late to share what you’re interested in and the types of roles you’re looking for. You’ll be surprised by how much insight, support, and ideas they’ll have to help.
Feeling confident reaching out to new folks is a great advantage on the quest of landing an interview. When you’re reaching out, be sure to include a specific reason why you’re interested in connecting.
We get it: reaching out to new connections on LinkedIn can be intimidating.
If you’re mostly afraid of rejection (aka: not hearing back from someone or being told no to a meeting), don’t let that deter you. Hearing “No” is part of the process of landing a job, but the key is to let others tell you no vs. telling yourself no before you even try.
If you’re unsure what to say: remember that specificity is key. Include details about why you’re reaching out to this individual in particular and avoid generic reasons for connecting.
Being nervous for an interview is practically universal, but having the right mindset can make all the difference. Use these affirmations to get your mind right pre-interview.
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Sample responses to tough questions…
Think of these examples as thought starters rather than scripts. They’re here to help you approach common tricky questions, but it’s important to make them your own. As you review, ask yourself how you can add your personality, insights, and unique experiences to craft a response that feels genuine and authentic.
"Well, professionally, I’ve been working in [industry X] for the past [Y years], starting my career as [initial role] where I learned a ton and developed skills in [key area]. Since then, I’ve moved into [current role] where I focus on [specific tasks or responsibilities that ideally tie into the role you’re interviewing for]. I’m now excited to bring my experience in [relevant skills] to a new challenge, which is why I’m interested in this role.
Personally, I love [mention a few personal interests]. For instance, I’m a big [gamer/foodie/pet lover], and in my free time, I [describe a specific hobby or passion].
Tip: Let the interviewer see a real glimpse of who YOU are. Are you a bookworm? AWESOME. Love home brewing? – great. Avid surfer? – far out. Letting them know what excites you outside of work can help build a connection and show that you’re a well-rounded and unique individual.
"Sure! I started my career at [company] as [role], where I [briefly describe responsibilities]. After [X] years, I transitioned to [next role] at [company], where I focused on [highlight a major responsibility or project]. And most recently, I’ve been in [position Z] at [current/most recent company], where I’ve managed [describe key tasks]. That about sums it up! I really think each role has helped me build skills in [specific skills], and I’m excited to leverage these experiences in a new role that allows me to [connect to the job you’re applying for]."
At my previous job, my manager and I had different approaches on how to prioritize a client project. I believed that focusing on the client’s immediate needs would yield better results, while my manager preferred sticking to our existing timeline. Instead of arguing, I presented my perspective using data and explained how adjusting the approach could enhance client satisfaction and long-term loyalty. Ultimately, we reached a compromise that incorporated elements of both strategies, and the client was very satisfied with the outcome.
Tip: Honesty, authenticity and tact are critical here. Avoid exaggerations, negative comments about your boss, or attempts to shift blame. Focus on your actions, your behavior, and how you constructively contributed to a resolution of that worked for everyone.
Ooh – tricky question. Let me think… Ok, so I think this depends on a lot of factors. What size bus are we talking about? Do the basketballs have to be inflated? Are their kids on the school bus? My ideal situation would be to magically shrink the basketballs down to the size of tennis balls…if we did this, we could probably fit a couple thousand on the bus, effectively turning it into a giant, bouncy ball pit – which sounds pretty awesome to me.
Tip: remember – the interview likely isn’t looking for one “right answer”. Rather, they’re trying to get a sense of how you think on your feet, your creativity, and how you react under pressure. So while you should definitely answer the questions, it’s ok to have a little fun with it and showcase your creativity.
For me, communication makes a big difference in stressful situations, if even over-communicating to ensure everyone is on the same page. For example, I was working on a project with another team and we found there was a lot of duplicate work being done which, as you can imagine, was pretty stressful and frustrating for everyone.
So I started a weekly standup and to help open up lines of communication with our teams and managers, we were able to push the project forward and ended up moving the needle on a company goal in a big way.
I also do my best to get ahead of stressful situations by planning ahead and staying organized. But when stressful situations do arise, I tend to notice I can produce some of my best work under a bit of healthy pressure.
One thing I’ve been told in the past is that I can sometimes get a little too caught up in the details, which can slow down my decision-making process. While I take pride in my attention to detail, I’m super aware that analysis paralysis is a real thing – and there are times when a quick decision is more valuable than a perfect one. So I’ve really taken this feedback to heart and have worked on it by time-boxing myself, especially when making lower-stakes decisions and reminding myself to trust my instincts. It’s been helping me find a better balance between thoroughness and efficiency.
"Oooh, that’s a good question! Let me take a moment to organize my thoughts."
(This shows enthusiasm and buys you a little time to think.)
"I appreciate you asking that. Just to make sure I’m understanding correctly, are you asking about [paraphrase the question]?"
(This lets you test your understanding and gives you a chance to process your response.)
"I love that question and have so many thoughts. Let me take a moment to think about the best way to answer it."
(This demonstrates thoughtfulness and creates a natural pause to give you time to organize your response.)
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"I actually haven’t had that experience myself, but from what I know, it often involves [insert general insight]. How has it played out for you?"
"I haven’t faced that particular situation before, but I’ve read/heard about [related example]. What’s your perspective on it?"
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Unfortunately, like many folks in [industry X] my last company went through a major reorg, and as a result, my position was eliminated. I won’t lie – it was a really hard experience, but it also gave me a chance to reflect on the skills I gained and strong relationships I built there. I’m now ready to apply those experiences in a new role where I can make a meaningful impact."
"My previous role and I weren’t the best fit in terms of values. Looking back, I’ve learned a lot from that experience and have taken time to grow professionally and focus on where I want to take my career. I’m excited to bring the lessons I’ve learned and my refreshed perspective to a new opportunity where I’m more aligned with the values and can thrive and contribute fully."
"I took some time off to focus on personal growth and think about what I really want in life and work. It was an important period for me, and I’m glad I had the opportunity to take this time as it prepared me to take on new challenges with renewed energy and focus. Now I’m excited to tackle this new role with my fresh perspective.
"I took time away from my last role to focus on taking care of my family, which was an important and fulfilling experience for me. During that time, I remained committed to my professional growth and always planned to return to the workforce when the time was right. I’m super grateful to have had that time, but now I’m ready to re-engage my skills and contribute to a new team."
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Important Reminder: These scripts are here to guide you, but the most important thing is to show up as your authentic self. Answer questions honestly and confidently—interviewers can tell when responses are too rehearsed or canned. And remember… no one is looking for perfection; they want to see the real you—your personality, your thought process, and what makes you tick. Use these scripts as a foundation, but let your own voice and experiences shine through.
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