Hiring Guide

How to Hire a Virtual Assistant: A Founder's Checklist

How to Hire a Virtual Assistant: A Founder's Checklist illustration

Hiring a virtual assistant is one of the highest-leverage decisions a founder makes — and one of the easiest to get wrong. Most failed VA hires trace back to one thing: the role was never actually scoped before someone started billing hours.

The 5-step hiring path
1. Scope the roleDay 1
2. Choose generalist or specialistDay 1
3. Vet for communicationDay 1-2
4. Set hours & expectationsDay 2
5. Onboard with a checklistDay 2-3

Most founders go from scoping call to a working VA within 2-3 days on a Forever Free or Starter plan.

1. Scope the role before you post it

List every recurring task eating your week for two weeks straight. Sort by frequency and by whether it truly requires your judgment. Anything repeatable — inbox triage, scheduling, data entry, basic customer replies — is VA-ready from day one.

2. Decide: generalist or specialist?

Early-stage founders often start with a generalist executive assistant covering admin broadly. As specific workloads grow — content, books, support tickets — it's usually more effective to bring in a specialist for that lane, such as a social media VA or a bookkeeping VA.

3. Vet for communication, not just skills

Skills can be trained faster than communication habits. In a scoping call, look for someone who asks clarifying questions, flags risk proactively, and writes clearly — async communication quality predicts long-term fit better than a resume.

4. Set hours, not vague expectations

Hourly engagements work best with a weekly hour budget and a short async check-in cadence. Track hours transparently from week one so there's never ambiguity about what's been delivered. See our current hourly rates for a starting benchmark.

5. Onboard with a real checklist

Give your VA a structured first-week checklist: tool access, style guides, a shadowing period on real tasks, and a defined point of escalation. The founders who see the fastest ROI treat onboarding as seriously as they would a full-time hire.

Want the shortcut? Book a free scoping call and we'll map your workload to the right role before you spend a single hour.

Related service

Executive & Administrative Support

Inbox triage, calendar management, travel booking and the recurring admin that keeps founders and execs focused on decisions only they can make.

Explore this service
Ready to delegate?

Start with a vetted VA today — no waiting.

Book your free match call