Remote Executive Assistant Services in Chicago, Illinois

Skilled Filipino Virtual Assistants Supporting Chicago Leaders

Running a business in Chicago comes with complex schedules, fast-moving projects, and high expectations. Our Filipino remote executive assistants provide professional support in managing communications, calendars, and project coordination—helping executives regain time and focus.

Supporting Business Leaders Across Chicago

Executives and entrepreneurs in Chicago face pressure from high-demand industries and competitive markets. From managing overflowing inboxes to coordinating multi-department projects, daily tasks can pile up quickly.

Virtual Business Staffing (VBS) connects Chicago business leaders with pre-vetted Filipino remote executive assistants who are highly skilled, reliable, and culturally aligned. We serve leaders throughout Chicago, Naperville, Oak Brook, Schaumburg, Evanston, and surrounding areas, offering flexible, cost-effective support.

What Is a Remote Executive Assistant?

A remote executive assistant (REA) provides executive-level support while working remotely. Unlike administrative assistants, REAs handle strategic responsibilities, anticipate executive needs, and ensure business operations run efficiently.

Our Filipino REAs in Chicago bring excellent English communication, a strong work ethic, and cultural compatibility—helping leaders scale operations without hiring in-office staff.

Administrative Assistant vs. Executive Assistant: What’s the Difference?

It’s easy to confuse administrative and executive assistants, but the two serve different purposes.

Feature	Remote Administrative Assistant	Remote Executive Assistant
Primary Focus	Routine administrative tasks (emails, data entry, scheduling)	Executive-level support and strategic coordination
Decision-Making	Task-driven and instruction-based	Proactive, anticipates needs before they arise
Complexity of Tasks	Standard, repetitive tasks	High-level tasks including project management, client coordination, and reporting
Scope	Supports team or department	Supports executives, founders, or business owners
Required Skills	Organizational skills, basic software proficiency	Advanced communication, problem-solving, and executive workflow management
Example Tasks	Scheduling, file management, research	Scheduling, file management, research

What Does a Remote Executive Assistant Do?

A Filipino remote executive assistant in Chicago can manage:

Calendar & Scheduling: Plan meetings, avoid conflicts, and manage reminders.
Email & Communication Oversight: Prioritize and draft professional responses.
Project Coordination: Track deadlines and team follow-ups.
Travel Planning: Arrange logistics for business trips.
Client & Board Support: Prepare agendas, presentations, and documentation.
Confidential Admin Support: Handle sensitive files securely.

By delegating these tasks, Chicago executives free up time for leadership and strategic decision-making.

Tools and Skills of a Remote Executive Assistant

Filipino REAs in Chicago leverage professional tools and bring the skills needed to ensure seamless support:

Tools: Google Workspace, Microsoft 365, Slack, Zoom, Asana, Trello, HubSpot, Salesforce
Skills: Communication, organization, problem-solving, discretion, adaptability
Soft Skills: Proactivity, cultural awareness, strong English fluency

Why Chicago Leaders Choose VBS

VBS connects executives with pre-vetted Filipino remote executive assistants who are professional, reliable, and ready to integrate into Chicago business operations.

Global Talent Access: Skilled Filipino assistants trained in confidentiality and efficiency.
The 4Cs Process: Consultation, Contract, Candidate Selection, Continuous Communication ensures the perfect match.
Cost-Effective: Premium executive support at a fraction of local hiring costs.

The VBS 4 Cs Process

Our 4Cs framework guarantees successful integration:

Consultation

Understand your needs, workflow, and priorities

Step 01

Contract

Set clear expectations and deliverables

Step 02

Candidate Selection

Match with the best pre-vetted assistant

Step 03

Continuous Communication

Maintain regular check-ins and feedback

Step 04

This process ensures you don’t just hire an assistant—you hire the right assistant for your business.

Cost Savings for Chicago Businesses

U.S. Employee	Filipino VA via VBS
$4,000/mo + benefits	$1,200/mo — fully pre-vetted

Note: These numbers are sample estimates. Actual savings depend on the role, hours, and skill set you need.Want a personalized breakdown? Use our ROI Calculator to see exactly how much your business could save.

Hiring a local executive assistant in Chicago can exceed $75,000/year when salary, benefits, and office space are included. A Filipino remote executive assistant offers executive-level support while cutting costs by up to 60%, letting you reinvest in growth initiatives.

What Our Clients Are Saying

Clients consistently report lower stress, improved productivity, and stronger focus on growth after hiring with VBS.

Rachel Vigil

Inteli-Care LLC

“I can attest that my portion of the management of payment after validated hours, is an easy process. I also am very pleased with the communication process. I feel that there is great follow up on all communications, and I greatly appreciate that, especially in these busy days! I feel there is a definite future within our collaboration, where we will need to add to our staff, and your services have been helpful in minding the gaps within our processes, as well as hopefully providing a job for someone who is grateful to be employed.”

Alessandra Ysco

Athena

“Working with Virtual Medical and Business Staffing has assisted in the growth of Athena. We have been provided with a multitude of resources to ensure we find the best fit for our company. The assistants that we currently have employed through VMBS have continued to guide and assist our providers in the field so they can make preparations and provide the best care to the patients. If any issues arise VMBS is quick to evaluate the matter in question and quickly get back to us with a resolution.”

Cyndee Gunnison

DKA

“Desert Kidney Associates starting using Virtual Medical Staffing in 2021 and we are very pleased with the work ethic, command of the English language and work performance of our VMA’s. In addition, the practice is saving tons of money on payroll and it is a big sigh of relief when our virtual staff actually shows up to work! I would highly recommend using Virtual Medical Staffing for your medical staffing needs.”

Candido Diaz

PRMG

“My VA has been nothing short of amazing. It’s only been a month and she is already an incredible asset to our team! Jeff Trice and his team get high ratings.”

Daryl Meddings

PRMG

“VMBS has been an absolute pleasure to work with. The entire team is very professional and responsive. Jeff worked hard to find the right Virtual Assistant for our particular needs, and he continuously checks in to see how things are progressing. If you are considering going the VA route, I would highly recommend Jeff and VMBS.”

Kris McCurry

PRMG

“I’ve been using VBS for a good 6 months or more, excellent services and communication. They got me paired with someone who fit my needs.”

Michael Dutra

PRMG

“I, personally, highly recommend Virtual Business Staffing!”

When to Hire a Remote Executive Assistant

Consider hiring if:

Daily emails and meetings consume your leadership time
Projects are delayed due to routine administrative tasks
You need reliable professional support without local overhead
You want executive-level support but don’t need in-office staff

Frequently Asked Questions (FAQs)

Are Filipino remote executive assistants reliable for Chicago businesses?

Yes. VBS pre-vets all assistants for skills, work ethic, and cultural alignment.

Can they manage different U.S. time zones?

Absolutely. They coordinate efficiently across national and global time zones.

Do they require a degree?

Not always. Experience, training, and professionalism ensure excellent performance.

Serving Chicago and Nationwide

While focused on Chicago, VBS provides remote executive assistant services across the U.S., including:

Los Angeles, CA
Houston, TX
Jacksonville, FL
New York City, NY
Philadelphia, PA
Phoenix Metro AZ

Wherever your office is based, our remote executive assistants are ready to support you.

Ready to Hire Your Houston Remote Executive Assistant?

Partner now with VBS and hire a pre-vetted Filipino remote executive assistant in Houston.

Looking for virtual staffing in the healthcare industry?

Visit our sister site, Virtual Medical Staffing — your reliable source for trained virtual assistants specializing in medical offices, clinics, and healthcare providers.