Hiring a Virtual Assistant

Interviewing Virtual Assistants: Questions That Actually Predict Performance

Skip the generic 'tell me about yourself.' These 8 questions surface judgment, tool fluency, and ownership in 30 minutes.

5 min read Hiring a Virtual Assistant

Stop interviewing for vibes

A friendly conversation tells you almost nothing about how a VA will perform. The right questions force candidates to walk through real scenarios — and that's where ownership and judgment show up.

8 questions to ask every candidate

Use these in a 30-minute call. Take notes on specificity — strong candidates name tools, time-frames, and stakeholders. Weak candidates speak in generalities.

  • Walk me through how you'd triage 200 unread emails on day one.
  • Describe a recurring task you owned end-to-end — what changed under your ownership?
  • What does your weekly check-in cadence with a principal usually look like?
  • Which 3 tools are you fastest in, and how would you prove it?
  • Tell me about a time you caught a mistake your principal was about to make.
  • How do you decide when to escalate vs. just handle it?
  • What's your hard limit — what work do you not do, and why?
  • If we hired you, what would you want to know in your first 48 hours?

The trial week beats every interview

After the call, run a paid 1-week trial on real (non-sensitive) tasks. You'll learn more in those 5 days than in 5 interviews.

Ready to put this into practice?

Talk to us about staffing a VA matched to your industry, tools, and tone.

Explore related VA roles & industries

Put what you learned into practice — see the roles we staff and the industries we serve.