• Virtual Assistants

30+ Questions To Ask a Virtual Assistant Before Hiring

Key Takeaways

Assessing the candidates face-to-face can give invaluable insight into their character and future performance.

Virtual assistants possessing a combination of soft and hard skills bring more to the table, making them more likely to succeed at your company.

As AI tools increasingly take over boring repetitive tasks, ask questions to gauge your VA’s comfort with automation and integrating AI into their workflows.

Businesses worldwide turn to virtual assistants (VA) to streamline their operations and boost revenue. Virtual assistants can take over all kinds of repetitive tasks, allowing you to focus on business growth.

Hiring a VA is an affordable way to get more from your day. While there are many game-changing benefits that come with virtual assistants, making the wrong choice while hiring can be seriously counterproductive.

So your interview process should be carefully designed to ensure you find the right person for the job.

With the questions in this article, you can assess and gain insight into the candidates’ strengths, weaknesses and experience. Use these to conduct an impactful interview and find your star performer!

Virtual Assistant Hiring Process

Wondering how to hire a good virtual assistant?

Depending on your needs, you can choose either a freelancer or a managed virtual assistant.

You can hire freelance VAs through platforms like Upwork and Freelancer. Because they’re independent contractors, it’ll be up to you to find the right VA and ensure work gets done on time. Their high rates and unreliable time commitments are why freelancers aren’t as popular in the virtual assistant market.

With a managed service, you won’t have to micromanage your virtual assistant. These client-first agencies take care of everything pre- and post-hiring. So you get to focus on work that matters.

Outsourcing agencies like Zenius have revolutionized VA recruitment. With our hassle-free process, you can sit back while we find the virtual assistant of your dreams!

During the discovery call, you’ll get to share the type of VA you’re looking for, your exact requirements and your business goals in detail.

We assess your needs and start actively searching for candidates using your job description. For pre-vetting these candidates, we administer a skills assessment.

If you want, you can interview the pre-vetted candidates yourself. While interviewing, ask concise questions that directly address your needs.

Pie chart: 61% of CFOs prefer 9-11 am for interviews

Once you are confident in the candidate’s suitability, you can proceed to review the agreement. It’s crucial to define your requirements at this stage to avoid discrepancies later on.

Check the terms, sign the contract and embark on your delegation journey!

Questions To Ask When Hiring a Virtual Assistant

When hiring for a virtual assistant role, you must look for adaptable individuals with excellent communication skills. The ideal candidate should align with your company’s values and culture.

To identify top talent, ask intentional questions. Dig deep and gain insights into the professional and personal character of the candidate.

Here are some skill-based questions to ask in your next virtual assistant interview.

Infographic: 7 qualities of a great virtual assistant. Includes adaptable mindset, problem-solving, time management, communication, interpersonal relationships, skill proficiency, and work experience.

Adaptability

A great virtual assistant will help you navigate uncertainties and capitalize on emerging opportunities. So the ideal candidate would be able to thrive in changing circumstances.

Here are some questions you can ask to assess a candidate’s open-mindedness and resilience:

  1. How do you rearrange your schedule if something unplanned occurs?
  2. Describe a situation where you had to quickly learn and adapt to new software or technology to perform your virtual assistant duties.
  3. Tell us about an emerging trend in your profession. What are you doing to meet it head-on?
  4. What is the most drastic change you’ve encountered in your career? How did you adjust?
  5. Can you talk about a time when you had to completely pivot or change directions in a project? How did you proceed?

Problem-Solving

Tired of fixing the smallest of bumps faced by your employees? You must break the pattern and hire resourceful workers.

A good virtual assistant can identify and solve problems independently. They’re also able to quickly overcome any knowledge or skill gaps for new projects.

With them, you can minimize interruptions and smoothen your business operations.

To find such an individual, ask these questions:

  1. Let’s say you’ve been assigned a task you’ve never done before. How do you proceed?
  2. Suppose you’ve been asked to research tools for a new project. How would you go about finding and shortlisting them?
  3. Imagine you’re working on a tight deadline, but your laptop crashes suddenly. What would you do in such a situation?
  4. Tell us about a time you anticipated a potential problem. How did you prevent it from escalating?

Time Management

Ideal virtual assistants excel at time management. By getting more work done faster, they can meet your goals and help you grow your business.

Detail-oriented VAs can also effectively organize and maintain schedules, to-do lists, etc. So how does the new candidate plan to maximize efficiency? What kind of prioritization model speaks to them?

Here are some questions for this:

  1. Are you a multitasker? Will you be able to juggle multiple assignments?
  2. Tell us about a time you produced quality work under a tight deadline.
  3. What does your priority list look like? Which kinds of tasks rank high and which rank low?
  4. How often do you prefer to share task progress updates?
  5. Can you share an instance when your time management skills benefited your team?

Communication Skills

The hallmark of a successful virtual assistant is their communication skills. Because they work remotely, conveying information effectively should be a priority for both of you.

Good communicators foster respectful and empathetic working relationships. They’re also open to feedback and see it as an opportunity to grow and learn.

Interview questions for assessing communication skills

Learn about the candidate’s communication style by asking questions like:

  1. Please tell me about a time when you had to communicate a complex concept to a non-technical audience.
  2. Do you prefer video calls, phone calls, emails or messages? Why?
  3. If your inbox is flooded with emails, which ones would you prioritize?
  4. How do you share your feedback with peers or managers?
  5. What are some common communication problems you’ve noticed in the workplace? How do you think they could be overcome?

Interpersonal Relationships

Before choosing a virtual assistant, learn about their cooperative and interpersonal skills. It’ll help you understand how they work in groups and deal with workplace conflict.

Here are some questions to ensure your organization welcomes a cheerful team player:

  1. Are you happier working in a team or by yourself?
  2. How do you break the ice with new colleagues?
  3. How have you resolved a disagreement with your colleagues or superiors in the past? Give an example.
  4. What are some group projects you’ve worked on? What did you learn from your teammates?
  5. Let’s say you’re asked to collaborate with a coworker who has a completely different work style. How would you navigate this situation and avoid conflict?

Technical Skills

The candidate’s proficiency in the relevant skills, tools and software required for the job is also important information to be aware of.

Here are some questions you can ask for this:

  1.  What new skills have you learned over the past year? What do you wish to learn next?
  2.  Have you ever automated or simplified a work process to improve efficiency?
  3.  What are some of the best software in the market for virtual assistants?
  4.  What are your favorite digital tools for everyday tasks?
  5.  You will be dealing with a lot of confidential information while working with us. What extra precautions do you take for data security?

Work Experience

An experienced virtual assistant brings more to the table, making them more likely to succeed at your company. Their work experience also shows they are enthusiastically committed to this line of work.

So to assess their strengths, weaknesses and potential for growth, ask questions related to virtual assistant tasks.

Here are some experience-related questions to consider:

  1. What is one project you’re extremely proud of?
  2. What do you enjoy the most about being a virtual assistant?
  3. Which industries have you worked in before? What were your responsibilities?
  4. Tell us about a time you made a mistake at work. What did you learn from the experience?
  5. What issues have you faced as a remote worker? How did you tackle them?
  6. Please share any criticism you received at your previous job. Did you think it was justified? If yes, how have you improved?

Tips To Prepare for the Interview

Interviews aren’t just about asking questions. The success of an interview depends on preparing in advance and maintaining a respectful and open environment so that the candidate can comfortably open up.

Let’s look at some tips.

Writing the Job Description

A job description must clearly explain the role, responsibilities, technical skills, soft skills, salary, working hours and preferred tools. A company summary is also generally included.

If you’re outsourcing through an agency, a comprehensive job description will help them shortlist suitable virtual assistants for you.

Infographic: Four essential elements for a virtual assistant job description: core tasks, key skills, working hours, preferred tools.

Follow these steps to write an effective job description:

  1. List the core responsibilities of the position. Include all relevant tasks like inbox management, data entry, content creation, social media posting, travel booking and document management. It’s best to go into as much detail as possible.
  2. Mention the technical skills required to perform the tasks efficiently. This section can talk about proficiency in tools for graphic design, calendar scheduling, CRMs or learning management systems.
  3. Specify the working hours for the position. Provide information about your timezone and about the timezone requirements of the role.

Transparent job descriptions save time, prevent future confusion and can be used to track performance.

Interviewing

A good interview strategy makes all the difference.

45% of candidates ghosted employers due to poor interview experiences; 50% say schedule changes cause major frustration.

Assessing the candidates face-to-face can give invaluable insight into their character and future performance. So prepare properly to get the most out of your time with the candidate.

Studies have shown that 93% of candidates experience interview anxiety. Stressed individuals generally tend to underperform in interviews. So try to destress your candidate by giving a short brief of the interview process beforehand. Prepare warm-up and cool-down questions to ease them in and out of the interview.

Ask intentional questions to learn about the candidate’s skills and personality. The questions you ask should be based on the job description. You can even keep referring to it to see if you’ve covered everything.

Spend your time mindfully and try not to go over the clock. Virtual interview calls typically last 15 to 60 minutes.

Don’t leave it all to memory. Write down your feedback and other notes. These will come in handy when comparing two good candidates.

If there are multiple interviewers, you can have a quick debrief between sessions to ensure everyone’s on the same page.

The interview is the most important step in your VA hiring process. So make sure you utilize it fully to hire a virtual assistant with top qualities!

Infographic: Tips for interviewing virtual assistants. Key points include creating a stress-free environment, asking intentional questions, referring to the job description, and writing down feedback.

How Are Employer Expectations Changing in 2025?

Check AI Fluency

In a latest McKinsey Global Survey, 78 percent of respondents said their organizations use AI in at least one business function, up from 72 percent in early 2024 and 55 percent in 2023.

As AI tools are increasingly taking over boring repetitive tasks, modern VAs are expected to know more than just basics of AI tools. They must know how to optimize AI tools.

Make sure you ask questions to gauge your virtual assistant’s comfort with automation and integrating AI with workflows.

Prioritize Outcome Driven Productivity

2025 is the year of impact-driven productivity. Organizations and entrepreneurs are less bothered about how many hours their VAs clocked in. They are more interested in what moved the needle.

When you hire a VA in 2025, make sure to ask how they optimize their time and focus on delivering measurable results.

Not just that, you can make some positive changes in the functioning of your organization as well. Employ virtual team building strategies, adopt a leadership style that speaks to you and shower your employees with regular appreciation.

Only a cohesive team can drive productivity in today’s competitive era!

Evaluate Remote Operation Skills

The future of work is remote. In 2025, over 32.6 million Americans work remotely, representing 22% of the workforce.

And in this remote-first world, collaboration is more than just effective use of technology. It’s about building trust, promoting collaboration and resolving misunderstandings without sharing an office space!

Evaluate whether you’re hiring a VA who can contribute to a healthy digital workspace and make virtual collaboration seamless.

Assess Resilience

Hustle-culture is here to stay. In the modern business landscape, everything moves fast.

Working amid such high-volume deliverables everyday demands high organizational skills and emotional regulation. The key is to find a VA who is resilient.

Ask questions about their experience of handling high-pressure situations. Find out how they’ve performed optimally under tight deadlines.

They goal is to understand whether the candidate knows when to push and when to pause.

Ensure DEI Awareness

Cultural sensitivity is not just a buzzword. Unilever credited its DEI hiring strategy for accelerating their global market penetration by 10%.

In an equitable world of 2025, organizations are expected to actively support inclusive work environments. When you hire VAs for your business, ask questions that can reflect their emotional intelligence and self awareness of biases.

The right VA will not only contribute to efficiency but also respect the sanctity of a rich diverse workspace so that everyone can thrive!

Final Thoughts

Zenius virtual assistants are recruited through a rigorous screening and assessment process. With our pre-vetted candidates, smooth interviews are guaranteed.

We find and connect you with the professionals who will take your business forward. When you find the right virtual assistant, it’s a match made in heaven!

Hire smart virtual assistants from Zenius today!

Share this post

Table of Contents

Get access to
top 1% talents.

Get access to top % talents.

"*" indicates required fields

Built for businesses of every size.

Onboard high-caliber, dedicated, full-time team members on a flexible monthly plan.

Get access to
top 1% talents.

Get access to top % talents.

"*" indicates required fields

Built for businesses of every size.

Related posts