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Notebook and Fountain Pen
Writer's pictureKevin Grinstead

The 10 Smartest Questions to Ask When Hiring a Virtual Assistant


Virtual assistants can be game-changers for entrepreneurs and small business owners. But first, you have to hire the right one.

Asking strategic questions during VA interviews separates the time-savers from the time-wasters. Use these 10 questions to cut through the fluff and pinpoint perfect-fit candidates.



What do you consider your superpowers?

Listen for specialties that fit the role. Take notes to compare skills side-by-side.


What's your timezone and availability?

Ensure sufficient work hours overlap for seamless collaboration.


If you're unsure how to complete a task, what's your process?

Seek creative problem-solvers who take initiative before asking for help.


How do you prefer to communicate day-to-day?

Align preferences to ensure smooth teamwork .


Share a time you adapted your communication style for teammates.

Listen for flexibility to meet diverse needs.


Inbox exploded with messages. How do you triage?

Time management skills are key. Listen for systems to tackle volumes efficiently.


Client is vague about their needs - what next?

Top VAs ask thoughtful follow-ups with care, tact and tenacity.


Deadline looming but your computer just crashed. Now what?

Seek solutions-focused backup plans for delivering work on time, no matter what.


How do you handle difficult personalities?

Maturity and discretion rule. Candidates should focus on solutions, not blame.


Sell me on how you wow clients.

The best take proactive initiative to anticipate needs.



Using strategic questions allows you to hire an exceptional VA tailored to your business.


Dig deep during the interview process to determine fit – Focus on competencies, working styles, and problem-solving abilities. Look for candidates who actively listen, communicate clearly, and demonstrate agility.


When evaluating answers, go beyond the surface – Ask thoughtful follow-ups to gain deeper insights. And don't forget soft skills - emotional intelligence is invaluable in a service role.


Once you've selected your VA, set them up for success during onboarding. Clearly outline your expectations, preferred methods of communication, and project management processes.


Asking the right questions now ensures you gain a true partner to accelerate your productivity and success.


So take a savvy approach to your VA interview and find the perfect match to help you soar.


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