Senior Administrative Assistant Job at Lessen in Chicago

Job Summary

Lessen is a venture‑backed, tech‑enabled property service provider that transforms how commercial and residential real estate services are delivered at scale. The company leverages a network of over 30,000 vetted vendors to serve clients with more than 1 million properties and complete more than 3.5 million work orders annually.

Senior Administrative Assistant – Responsibilities

• Provide high‑level administrative support to the executive team.
• Maintain executive calendars, schedule meetings, arrange meeting rooms, and coordinate travel plans.
• Build relationships with key partners, both internally and externally.
• Participate in special projects and task forces as assigned.
• Prepare and submit expense reports on behalf of the executive.
• Foster a positive team environment and maintain confidentiality of internal and external data.
• Assist with employee engagement events and oversee office/kitchen supplies and vendors.
• Manage the office email box, review all requests, and coordinate maintenance requests with the Senior Workplace Manager.
• Act as main point of contact for office employees to ensure security is aware of all visitors and oversee the mailroom as directed by the Senior Workplace Manager.

Role Specific Skills Needed

• Excellent time management, organization, and prioritization skills.
• Demonstrate flexibility and resilience in dynamic situations.
• Attention to detail and accurate execution in a fast‑paced environment.
• Proficiency with Microsoft Word, Excel, PowerPoint, Outlook.
• Experience with RAMP Expense system a plus.
• Experience with Egencia Travel platform a plus.

Minimum Qualifications

• High School Diploma or GED.
• Minimum of 3 years of experience providing administrative support to a leader in a corporate environment.
• In‑office requirement: 4 days per week.

Compensation

$60,000 – $65,000 annually.

Why Lessen

• Competitive compensation.
• Health, Dental, Vision, Life, Disability options.
• 401K retirement savings plan.
• Paid vacation, federal and floating holidays.
• Maternity/Paternity Pay.
• Career advancement opportunities.
• All the tools you’ll need to be successful.

Equal Opportunity Employer

Lessen is intentional about attracting, developing, and retaining amazing talent from diverse backgrounds. We’re looking for teammates that are enthusiastic, empathetic, curious, motivated, reliable, and will help us amplify the positive & inclusive culture we’ve been building. Lessen is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.