Hire the Best Executive Assistants in Chicago
For Chicago's fast-moving leaders, juggling competing priorities can slow momentum. A virtual executive assistant facilitates critical tasks, from calendar management to special projects, freeing you to focus on the high-impact decisions that drive your company forward and keep you ahead.
Trained
Through a 4-week training program that covers everything from resume screening to calendar tetris
Confidential
All our Recruiting Coordinators follow strict confidentiality agreements and protocols
Experienced
Proven previous experience in the same or similar roles to minimize ramp time
SUPPORTING Executives at Fast-Growing Companies Get Things Done Faster
Why Chicago Executives Need Reliable EAs
Chicago's economy is a powerhouse, fueled by a diverse mix of industries and a booming tech scene. The city is a hotbed for innovation in fintech, life sciences, and logistics, creating a high-stakes environment where venture-backed startups and fast-growing companies compete to scale. This vibrant ecosystem is experiencing tremendous growth, putting immense pressure on its leaders to perform.
In this fast-paced climate, executives are often buried under operational and administrative tasks, pulling them away from the strategic work that drives growth. Juggling investor relations, stakeholder management, and daily operations leads to long hours and the risk of executive burnout, threatening momentum. Flexible, cost-efficient executive support is no longer a luxury but a strategic necessity, freeing up leaders to focus on high-impact priorities. Explore Viva’s EA solutions.
The Viva Advantage
Finding a top-tier EA traditionally takes months, but Viva accelerates the entire process. We do the heavy lifting—recruiting, vetting, and training the top 0.2% of talent—so you don’t have to. This allows you to meet your perfect EA in under 24 hours and start seeing results within a week, bypassing typical hiring delays.
Typical Tasks a Executive Assistant in Chicago Can Do
Market Intelligence and Competitive Analysis
Your EA transforms market intelligence and competitive analysis from a time-consuming task into a strategic advantage, delivering key insights that sharpen your focus and accelerate decisions.
Streamlining Due Diligence Processes
Your EA accelerates due diligence by meticulously organizing data rooms and managing communications, empowering you to concentrate on strategy and secure the best deal.
Optimizing Stakeholder Engagement Strategies
Your EA masterfully handles stakeholder communications, liberating your focus for deepening key relationships and accelerating your company’s most critical strategic moves.
Enhancing Operational Workflow Efficiencies
Your dedicated EA optimizes operational workflows, liberating your focus for high-impact decisions and reclaiming your time to drive growth and innovate.
Strengthening Brand Presence through Digital Channels
An EA amplifies your brand's digital voice and streamlines online engagement, liberating your time and energy for the strategic initiatives that truly drive growth.
Coordinating Strategic Partnership Initiatives
Let your EA orchestrate the complex logistics of strategic partnerships, reclaiming your time to focus on nurturing relationships and closing deals that matter most.
Why Use Viva's Remote Executive Assistant in Chicago?
Hiring a top-performing executive assistant in a competitive market like Chicago presents significant hurdles. You're not just navigating a limited talent pool and time-consuming sourcing process, but also grappling with the high cost-of-living that inflates salaries. Factoring in daily commutes and the resource investment for proper training adds further complexity, making it a challenging and expensive endeavor to secure the right support.
Viva eliminates these barriers. We rigorously vet for the top 0.2% of talent, focusing on essential skills like proactiveness, intuition, and adaptability. Our EAs are college-educated professionals with diverse, relevant experience who complete a four-week intensive training bootcamp. By managing all recruiting and training, we provide a cost-effective solution that bypasses local talent limitations and commute issues, matching you with a world-class, remote EA ready to make an immediate impact.
Benefits Of Hiring Executive Assistants in Chicago
Regain Your Strategic Edge
Imagine bouncing between a pitch deck review and a critical investor call while your calendar fills with operational noise. A Viva EA steps in to manage your schedule, handle email, and resolve conflicts before they reach you. This isn't just admin help; it's strategic leverage. By delegating these tasks, you reclaim the mental space needed to focus on high-impact decisions and drive your company’s vision forward, just as one CEO noted after gaining back time for critical items.
Receive Truly Personalized Support
Your workflow is unique, but generic assistance often creates more work. A Viva EA becomes a true partner, quickly learning your preferences and anticipating your needs. For instance, they might proactively adjust your schedule to create downtime before a major board meeting or take full ownership of a complex project. This tailored, intuitive support ensures your operations run smoothly, reflecting your specific style and priorities.
Hiring Top Executive Assistants for Chicago Made Simple
Frequently Asked Questions
Our process connects Chicago-based founders with world-class, remote executive assistants, bypassing the limits of a local talent search. We manage the entire hiring and training journey, matching you with a proactive, vetted EA so you can start delegating in less than a week.
The cost for an executive assistant in Chicago can fluctuate significantly depending on the local agency or freelancer you engage. Viva streamlines your investment, offering comprehensive full-time support starting at a clear, flat rate of $3,999 per month.
Effective delegation starts by using a simple framework to pinpoint repeatable, trainable, low-risk tasks and then empowering your EA with the desired outcome rather than micromanaging the steps. Viva guides you through this entire process, providing our proven framework and matching you with a high-caliber EA ready to execute, freeing you up to focus on high-impact work.
What our customers are saying
It has been so great having Maryfer’s [Viva Recruiting Coordinator] support with all recruitment & people ops stuff. It’s awesome that with all the automations she’s building, we now have a clear tracking system. It has been such a relief for me.
Having Silvi [Viva Recruiting Coordinator] has reduced my stress levels. Not only did she learn what I shared with her very quickly, but she is learning new things to share with me to make the process run so much smoother.
We lost candidates because communication was slow, and the scheduling process took too long. Since Kat [Viva Recruiting Coordinator] joined, we’ve had faster follow-ups have reduced candidate drop-off and improved their overall perception of the process.
May [Viva Recruiting Coordinator] created a custom ChatGPT model for recruitment coordination. I’ve been quite impressed. He’s clearly trying to master the role, understand it fully, and be autonomous.
Andrea [Viva Recruiting Coordinator] has been wonderful. She's sharp, responsive and has picked up my complex recruiting processes really fast. I literally don't know how I would have survived the last 3 weeks without her help.
Don’t wait until you miss a critical deadline to get the support you need
