Executive Virtual Assistant in Chicago — Dedicated, Vetted & Starting at $700/mo
Running a business in Chicago means your calendar is full, your inbox is overflowing, and the admin tasks that should take minutes are eating hours you don't have. Chicago's Loop and Fulton Market districts house major law firms, financial services companies, and healthcare networks that need consistent, professional administrative support. A dedicated executive virtual assistant from The Human Capital takes over your inbox, calendar, scheduling, travel, and stakeholder communications so you can focus on the work that actually moves the needle.
What Your VA Handles
Your Executive Virtual Assistant in Chicago: Full Scope
Your executive virtual assistant in Chicago is responsible for the day-to-day execution that keeps your business running. At The Human Capital, we match you with a single dedicated VA—not a rotating team, not a shared resource—who learns your business, your systems, and your preferences deeply. They become a true extension of your team.
Here is what your executive virtual assistant handles on a typical week: Inbox management and email triage, Calendar management and scheduling, Travel booking and itinerary management, Meeting preparation and follow-up notes, and more. They are trained in the tools your business uses and aligned to your time zone, so real-time collaboration is always possible. Every task is tracked in Asana, with weekly progress reports so you have complete visibility.
Your executive VA acts as the operational nerve center of your business. They manage your inbox so you only see what requires your attention, coordinate your calendar across time zones, book complex travel, prepare briefing documents before important meetings, and keep your stakeholder communications running smoothly. This matters in Chicago because With local executive assistant salaries averaging $58,000, THC's dedicated VA model saves Chicago businesses $40,000+ annually without sacrificing quality.
The Human Capital Standard is what separates us from a freelancer platform or a generic VA agency. We put every candidate through a 5-step vetting process that accepts only the top 3% of applicants. Background verification is conducted through Checkr. NDA agreements are signed before your first call. And every Full-Time engagement includes a dedicated Human Success Manager who monitors your VA's performance through KPI reviews and regular QA checks.
The Chicago market for executive virtual assistant talent is competitive. Chicago's Loop and Fulton Market districts house major law firms, financial services companies, and healthcare networks that need consistent, professional administrative support. Local candidates cost an average of $58,000 per year before benefits and overhead. The Human Capital matches Chicago businesses with a dedicated, vetted executive virtual assistant within 48 hours — at a fraction of the local hiring cost.
Core responsibilities include:
- Inbox management and email triage
- Calendar management and scheduling
- Travel booking and itinerary management
- Meeting preparation and follow-up notes
- Vendor and stakeholder communication
- Document organization and filing systems
- Expense reporting and reimbursement tracking
- Research, briefings, and report preparation
Every VA also uses Asana for task tracking and reporting, Slack or email for communication, and Google Workspace for document collaboration. We work inside your existing tools — not the other way around.
Get Your Chicago Executive Virtual Assistant
Matched within 48 hours. Month-to-month. Starting at $700/mo.
Contact & Service Area
- Phone: (813) 761-8268
- Email: info@thehuman.capital
- Response: Within 24 hours
- Service area: Chicago and surrounding area
Cost Comparison
Executive Virtual Assistant in Chicago: What It Really Costs
| Option | Monthly Cost | What You Get |
|---|---|---|
| Local full-time hire in Chicago | $4,833+ | Salary + benefits + office space + equipment + management overhead + HR risk |
| Freelancer (Upwork/Fiverr) | $1,000–$2,500 | No vetting, no backup, no management support, high turnover risk |
| The Human Capital | $700–$1,300 | Dedicated VA + Client Manager + 5-step vetting + background check + backup coverage + Asana tracking + month-to-month |
* Local salary data based on industry averages for Chicago, Illinois.
The Human Capital Standard
Why Our Vetting Process Matters
We accept only the top 3% of VA applicants. Every candidate goes through a 5-step process before they ever meet a client: application review, skills assessment, video interview, background verification through Checkr, and a paid trial project. Only after passing all five stages is a VA placed with a client.
Every engagement starts with a signed NDA. Communication is encrypted via Continia. Data handling follows GDPR and HIPAA protocols. Your Full-Time plan includes a dedicated Human Success Manager who conducts monthly KPI reviews and QA checks on your VA's work.
Read about our full vetting process →01
Application Review
Skills, experience, communication quality
02
Skills Assessment
Tool proficiency and task-specific testing
03
Video Interview
Personality, communication, culture fit
04
Background Check
Checkr verification, employment history
05
Paid Trial
Real-world project before client placement
3%
Acceptance Rate
Of all applicants make it through
Client Story
Two years running ops and client management for a solo attorney
A solo attorney was drowning in scheduling, document prep, and case management. We matched them with a dedicated legal VA who took over operations and client communications entirely. Two years later, same VA, same relationship. The practice runs like a firm three times its size.
Read all case studies →97%
Client retention rate
48hr
Average match time
$700
Starting per month — no lock-in
Common Questions
Executive Virtual Assistant in Chicago — FAQs
How quickly can I get a executive virtual assistant in Chicago?
Most Chicago clients are matched with a dedicated VA within 48 hours of their strategy call. Onboarding begins in week one and your VA is fully operational by week two.
Is my executive virtual assistant in Chicago a dedicated resource?
Yes. One dedicated VA, assigned exclusively to your account. They are not shared with other clients and they learn your business, tools, and preferences over time.
What tools does my Chicago executive virtual assistant use?
Your VA is trained in google workspace, asana, slack plus any tools specific to your business. All task management is tracked in Asana with weekly progress reports.
What happens if my VA is sick or takes leave?
A backup VA is always briefed on your account. If your primary VA is unavailable, your backup steps in seamlessly so your operations never pause.
Also Available In
Other Services in Chicago
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