Executive Assistant
11 hours ago
Location:
Chicago, IL
Schedule:
Hybrid (1–2 days remote per week)
Compensation:
$60,000–$80,000 annually - open to higher compensation based on experience
Hours:
Flexible; availability required between 8:00 am – 5:00 pm
About the Company
Our client is a nationally recognized professional services firm specializing in financial advisory, restructuring, and turnaround management. Their team partners with businesses to solve complex financial and operational challenges through integrity, collaboration, and action-oriented results. The culture is laid back, genuine, and highly collaborative—rooted in a "no politics, no egos" mindset. Leadership is approachable and manages with trust, not micromanagement.
About the Role
The Executive Assistant will provide high-level administrative and organizational support to senior leaders, including C-suite and managing directors. This position requires exceptional attention to detail, strong communication skills, and the ability to proactively manage competing priorities in a dynamic environment. The ideal candidate is tech-savvy, organized, and eager to roll up their sleeves to help the team succeed.
Key Responsibilities
- Manage complex calendars and coordinate meetings across multiple time zones
- Arrange travel, including flights, hotels, and car rentals
- Assist in organizing company events and the annual leadership retreat
- Support marketing initiatives by following up with internal and external stakeholders
- Track client invoicing and collections to ensure timely follow-up
- Prepare and proofread correspondence, reports, and presentations
- Handle confidential information with discretion
- Serve as a go-to resource for executives and staff to streamline daily operations
- Anticipate leadership needs and proactively provide solutions
Qualifications
- 3+ years of administrative experience supporting senior-level executives
- Proven ability to manage multiple tasks and priorities efficiently
- Strong organizational and time management skills
- Advanced proficiency in Microsoft Office and general tech tools (Teams, Outlook,
Excel
) - High degree of professionalism, discretion, and interpersonal savvy
- Energetic, proactive, and adaptable personality that thrives in a team environment
Work Environment & Culture
This is a flexible, team-oriented environment that values initiative and balance. The leadership team fosters autonomy and accountability, while encouraging collaboration and humor. You'll be part of a group that enjoys working hard but doesn't take themselves too seriously—where "no politics" isn't just a tagline, it's how they operate daily.
Compensation & Benefits
- Comprehensive medical, dental, and vision insurance
- 401(k) with company match
- Paid time off and holidays
- Additional perks such as flexible scheduling and wellness benefits
About Lakeside HR Group:
At Lakeside HR Group, we understand that finding the right job is essential for your career success. We are a boutique-style human resources consulting and recruiting firm dedicated to providing personalized, tailored solutions. When you partner with us, you are not just getting a recruiter; you are getting the entire Lakeside team working together to support your career goals.
Partner with us at Lakeside HR Group, where we are more than just a recruiting firm; we are your partners in achieving your career aspirations.
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