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Common Job Interview Mistakes: Former Khosla Ventures Chief of Staff ...
I was chief of staff at Khosla Ventures. Here's the most common mistake people made in job interviews. As told to Charissa Cheong You're currently following this author! Want to unfollow? Unsubscribe via the link in your email. Simmons (left) said she's looking for candidates who follow up right after the interview. Courtesy of Kristina Simmons; Willie B. Thomas/Getty Images 2026-04-29T10:59:58.537Z Kristina Simmons is a former chief of staff at Khosla Ventures. Today, she runs her own VC firm. She said the biggest mistake candidates make in job interviews is being inauthentic. A candidate not asking questions during a job interview is also a red flag, she said. This as-told-to essay is based on a conversation with 38-year-old Kristina Simmons, founder and managing partner at Overwater Ventures. The following has been edited for length and clarity. The interview stage of the hiring process is really important for understanding a person's underlying motivations — what makes their brain work and their heart tick.Throughout my career, I've conducted job interviews with prospective candidates across a wide range of roles. From 2008 to 2012, I worked in e-commerce and digital teams at Lululemon. Then I spent roughly two years as a partner at Andreessen Horowitz. From 2017 to 2021, I worked at Khosla Ventures as an investor and chief of staff. I now run my own venture capital firm, Overwater Ventures, where I interview CTOs, CMOs, AI engineers, and more for the companies we fund.These are the mistakes I see people make in job interviews, and what candidates can do to stand out from others.1. Being dishonestHands down, the most common mistake people make in interviews is not being authentic. It's very clear when people say what they think the interviewer wants to hear versus what they authentically believe. Once, during an interview, I asked the candidate, "Are there any skeletons in your closet?" because a good interviewer will find out the person's strengths and weaknesses. The person said no, but then I did find skeletons in their closet. I called them and asked if they could explain what I found, but they weren't honest up front, which felt like a dealbreaker.2. Not explaining the 'why' behind their career movesPeople can also make the mistake of walking their interviewer through their career journey, and saying, "Hey, I worked here, and then I went here," without explaining why they made those choices. The intentionality around the why really makes...
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