Executive Assistant

Trustpoint.One; Chicago (IL); On-site; USD 90,000 - 120,000; Full time

Benefits offered by this job

Retirement Plan

Flexible PTO

Employer-Paid Disability Coverage

Professional Growth Opportunities

Job summary

Trustpoint.One is seeking an experienced Executive Assistant in Chicago to support a senior law firm executive. You will manage calendars, prepare high-level documents, and coordinate travel and events, acting as a strategic partner across legal leadership and government affairs.

The role demands discretion, superb communication, and an ability to handle confidential information while collaborating with attorneys and external stakeholders.

Qualifications

• Experience supporting senior executives, C-suite leaders, managing partners, or other high-level professionals.
• Exceptional organizational skills with the ability to manage competing priorities in a fast-moving environment.
• Proactive mindset with the ability to work independently and take ownership of responsibilities.
• Strong attention to detail and excellent follow-through.

Responsibilities

• Manage a dynamic and highly active executive calendar with complex scheduling.
• Anticipate scheduling conflicts and resolve them proactively.
• Prepare executive-level presentations, reports, and correspondence.
• Coordinate travel, expense reports, events, and business development activities.
• Track multiple projects and ensure timely follow-up on actions.

Skills

Executive support

Calendar management

Travel coordination

Presentation prep

Confidential information handling

Microsoft Office

Communication skills

Tools

Outlook

PowerPoint

Excel

Word

Job description

Be the Trusted Right Hand to a Senior Law Firm Executive

Are you the type of person who thrives in a fast-paced environment, anticipates needs before they're voiced, and keeps complex schedules and projects running seamlessly?

A highly respected Chicago law firm is seeking an experienced Executive Assistant to support a senior executive whose work spans legal leadership, business development, and government affairs. This is a high-visibility role with meaningful responsibility, offering the opportunity to partner directly with an accomplished leader and contribute to the firm's ongoing success.

This is far more than a traditional administrative position. You'll be a strategic partner, problem solver, and organizational powerhouse who helps keep priorities moving and critical initiatives on track.

What You’ll Do

• Manage a dynamic and highly active executive calendar, coordinating meetings with attorneys, clients, business leaders, and government officials
• Anticipate scheduling challenges and proactively resolve conflicts before they arise
• Prepare executive-level presentations, reports, correspondence, and other polished business documents
• Coordinate travel arrangements, expense reports, client events, and business development activities
• Track multiple projects and ensure timely follow-up on key action items
• Handle highly confidential information with professionalism, discretion, and sound judgment
• Support both professional and occasional personal matters for the executive
• Collaborate closely with attorneys, senior leadership, and external stakeholders across a variety of initiatives

What We’re Looking For

• Experience supporting senior executives, C-suite leaders, managing partners, or other high-level professionals
• Exceptional organizational skills and the ability to manage competing priorities in a fast-moving environment
• A proactive mindset with the ability to work independently and take ownership of responsibilities
• Strong attention to detail and excellent follow-through
• Outstanding written and verbal communication skills
• Executive presence, professionalism, and sound judgment
• Advanced proficiency with Microsoft Office Suite, including Outlook, Word, Excel, and PowerPoint

Bonus Points For:

• Experience in a law firm, professional services environment, government affairs, lobbying, or public policy setting
• Exposure to business development or executive-level client-facing activities

Why Join This Firm?

• Work directly with an influential senior executive and leadership team
• Gain exposure to legal, business, and government affairs initiatives
• Enjoy a highly visible role where your contributions make a real impact
• Join a collaborative and entrepreneurial law firm culture
• Competitive compensation and comprehensive benefits package

Benefits Include

• Retirement Plan
• Flexible PTO
• Employer-Paid Disability Coverage
• Professional Growth Opportunities

If you're an experienced Executive Assistant who enjoys being at the center of important initiatives and supporting high-level leadership, we'd love to connect with you.

Physical Requirements

• Must be able to perform essential duties satisfactorily with reasonable accommodations
• Work is generally performed sitting, talking, hearing, and typing
• This is a high-volume screen-based role, requiring constant, prolonged computer usage, including but not limited to: reviewing documents, managing visual content, and attending virtual meetings
• Visual acuity required for computer use, data analysis, and extended reading
• Prolonged periods of sitting at a desk and working on a computer
• Frequent use of hands and fingers for typing and document handling
• Occasional standing, walking, bending, and reaching
• Ability to lift and carry items weighting up to 15 pounds

Remote Work & Information Security Requirements

Employees in this role are expected to maintain a work environment that supports the protection of confidential, proprietary, and client-sensitive information, consistent with Company policies and applicable legal and regulatory requirements. To support these obligations, individuals in this role should be able to:

• Maintain a secure and reliable internet connection capable of supporting required systems and applications
• Utilize company-issued or approved technology, including compliance with required security tools (e.g., VPN, multi-factor authentication, endpoint protection)
• Conduct work in a manner that protects the confidentiality of information, including taking reasonable steps to prevent unauthorized access, viewing, or disclosure of sensitive materials
• Follow all applicable information security, data privacy, and acceptable use policies as communicated by the Company
• Promptly report any suspected security incidents, breaches, or system vulnerabilities in accordance with Company protocols

Workplace Monitoring & Data Use Notice

To protect client and Company systems, data, and confidential information, Trustpoint This memorandum is intended for internal use only and may contain confidential or privileged information. Distribution should be limited to authorized personnel. may implement reasonable administrative, technical, and physical safeguards, which may include monitoring of Company-provided systems, devices, and networks, consistent with applicable law. In certain roles, individuals may perform work within client-controlled environments, including client systems, platforms, or physical worksites. In such cases, work activities may also be subject to the client’s applicable policies, procedures, and monitoring practices. Trustpoint does not control client monitoring practices but expects that any such practices will be conducted in accordance with applicable laws and contractual obligations. Additional information regarding applicable policies will be provided during the onboarding process or prior to assignment, as appropriate.

Client Specific Requirements Notice

Certain roles may be subject to additional client-specific screening, compliance, or credentialing requirements. Any such requirements will be communicated at the appropriate stage of the hiring process and will be administered in accordance with applicable federal, state, and local laws.

Pay Transparency Notice

Pursuant to applicable law, this position includes a good-faith salary or hourly range at the time of posting. The final compensation offered will be determined based on factors including, but not limited to, relevant experience, skills, education, geographic location, and business needs.

Equal Employment Opportunity Statement

Trustpoint provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment of any type. Employment decisions are made without regard to any protected characteristic under applicable federal, state, or local law

Trustpoint may utilize technology tools, including applicant tracking systems and automated screening tools, to support the recruitment process. Such tools are used in a manner consistent with applicable laws and are not the sole determinant of hiring decisions