Boldly Interview Questions
& Process

This interview process was definitely not like any I have ever gone through. I don't see how it reflected on my professional skills at all - in fact nothing about that was asked. You are made to do about 5 video responses to vague questions. Within less than 2 days of submitting my responses I received an automated email rejecting me. I had my suspicions this would happen if that was what they called an interview. This seems more like an "exclusive club" than it does a professional company. By their own words in their automated rejection email - "We receive a very large number of highly qualified applicants, and there is significant competition for our limited open positions."

This company's hiring process is really thorough and challenging because it's a very competitive place to work. Even if you're a super talented and experienced assistant, you might not get through their tough interview stages. You need at least 7 years of experience to even apply. If they like your application, they'll email you a series of questions. The first email thanks you for applying and stresses that it's a part-time role (up to 25 hours/week, with potential fluctuations based on client needs) and you must commit to at least 20 hours. They'll ask if you understand this and why you're moving from full-time to part-time, noting there's no guarantee of exceeding 25 hours. The fourth email explains that hours start slow (maybe 5-10/week) but ramp up quickly, asking if you're okay with that, while still requiring a 20-hour minimum commitment. The second email states the hourly pay rate, possibly like $22 ($22-$24). They want long-term employees, so read email questions carefully and respond precisely. Around the third email, they'll ask you to create or copy your resume into Google Sheets and format it to match your original resume within 24 hours. If you pass that, they'll ask if you want to proceed to an automated video interview (Kira Talent), which you have 3 days to respond to. Make sure you've watched all videos on their website (Careers, candidate requirements, Open Positions, About Boldly, FAQs, Inside View, Boldly Benefits) and truly understand their company model – you'll need to explain it like you're telling a friend. The automated video interview is about 30 minutes. You'll register, test your equipment, and take an assessment to get familiar with the format. Questions are presented verbally, you get about 30 seconds to think, then a short countdown before a 1-minute recording. You can take a brief break between questions. Dress professionally, ensure a clean background, and good lighting. A downside is you can't elaborate or change answers like in a live conversation; it's one and done, which felt impersonal. There are 6 questions in total. Knowing the company inside and out is crucial, especially their client-matching model for long-term relationships. If you pass the video interview, you'll have a Zoom call with the Recruitment Manager, Devin, followed by a video interview with the founder, Sandra Lewis. After all that, you must provide 3 supervisor references from the last 5 years, and background checks are done if an offer is extended. The whole process spans several weeks. This experience didn't result in an offer, but the goal is to inform others about the exact steps involved. If you're up for this extensive process, go for it; otherwise, there are other remote opportunities available.

The interview process took about a month and involved answering multiple emailed questions that were often repetitive. There was a strange Google Sheets exercise, followed by an automated video interview with six questions. After that, there was a video interview with HR, and then a final video interview with the founder, who was late. While the process seemed to go well and they were encouraging, they would ultimately decide you weren't a good fit. This is why they have a low score in this area: they ask a lot from applicants, especially concerning their time, for a remote, part-time, 1099 contractor role where the only real benefit offered is flexibility.

I did a video interview where I answered questions on camera for someone to watch later. It felt very impersonal. Before that, I had to confirm my availability for their needs and reformat my resume into a Google Sheet as a task before the video interview. They sent an email saying I was moving to the video part, but they also mentioned this doesn't guarantee moving forward and that competition is tough. That wasn't helpful and made me more nervous. Some questions in the interview didn't really show my EA skills. It was hard to figure out what they wanted because they say they want adaptable people who can do many things, which is me, but I was still rejected with no clear reason after the video interview. They seemed really interested when we communicated one-on-one, so it was surprising to get an informal questionnaire via video. I think asking for referrals to speak to former clients would be a better way to see what an assistant can do, rather than standard questions. I'm a bit worried I wasn't chosen because they didn't like my appearance or personality on camera, which are shallow reasons for remote work. I was told there were more tasks before an offer. This is becoming common for remote jobs and it's costly. People looking for jobs don't have hours to spend on tasks before an interview. If you're going to take up job seeker time, at least offer a small stipend or make it a paid work trial at the end so candidates don't feel like their effort was wasted. Interview first, then offer work trials to those you seriously want to hire.