Questions to ask before hiring a Virtual Assistant

Hiring a Virtual Assistant (VA) is a big step. It’s not just about finding someone to handle your admin tasks; it’s about bringing the right person into your world. Someone who gets your values, fits into your culture, and can grow with your practice. At Virtual Rockstar, we’ve helped hundreds of private clinics find amazing team members, and it all starts with asking the right questions.

Here’s how to make sure you find someone who’s not just capable but also a great fit.

Start With the Basics: Domain Questions

The first part of your interview should be about connection. These aren’t trick questions. They’re conversation starters that help you get to know the person behind the resume.

Ask things like:

  • What interested you about the job?

  • Tell me a little more about yourself.

  • Where are you from originally?

  • What’s the last book you read?

  • How did you first hear about us?

These open-ended questions help people relax. You’ll learn how they communicate and what makes them tick. It’s not about grilling someone, it’s about building trust right from the start.

Dig Deeper: Mindset Questions

Next, shift the conversation to mindset. This is where you figure out if their values align with yours. At Virtual Rockstar, we believe in courage, empathy, and doing hard things together. You want someone who not only shares your purpose but is in it for the long haul.

Try asking:

  • Who is one of your heroes, and why?

  • Why did you want to become a Virtual Assistant?

  • What’s a job you loved—and what made it special?

  • Tell me about a tough decision you had to make. What did you do?

  • What values did your family teach you growing up?

  • Where do you see yourself in 5 years?

  • What does a successful leader look like to you?

These questions open the door to honest conversations. You’ll find out if they care about growth, how they handle change, and if they’re thinking long-term. These aren’t just "get to know you" questions; they’re about discovering alignment.

Test Their Readiness: Skillset Questions

Now it’s time to talk about skills. This part helps you understand what they bring to the table—and how they’ll handle the day-to-day responsibilities.

Ask questions like:

  • What are your areas of specialization?

  • What would your first 90 days in this role look like?

  • Tell me about a time you solved a problem for a patient or client.

  • How do you manage multiple deadlines?

  • What does teamwork look like in a virtual setting?

  • How do you handle feedback?

You want someone who knows their stuff but also someone who’s open to learning, who can juggle multiple priorities, and who understands that growth comes from feedback and accountability.

Make Sure It Works Logistically

Even the best fit won’t work if your expectations don’t match up. This part is about being practical and transparent.

Questions to ask:

  • What benefits are you looking for?

  • What kind of pay are you expecting?

  • Are you looking for full-time work?

  • When could you start?

These aren’t awkward questions, they’re necessary. Being clear here saves you both from surprises later.

It’s Not Just an Interview—It’s a Partnership

At the end of the day, hiring a VA isn’t just filling a spot. It’s adding someone to your team who will help carry the mission forward. At Virtual Rockstar, we believe strong teams build strong families and every hire should reflect that.

The interview isn’t about being perfect. It’s about being real, asking the right questions, and creating space for honest answers. When you do that, you don’t just fill a role; you start a new chapter for your practice.

Need help finding that right person?

Book a discovery call today with Virtual Rockstar, and let’s talk about building your dream team together.

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