Senior Associate, Project Management Office

Hightower Advisors • Chicago, IL

2d • Hybrid

About The Position

Hightower is a wealth management firm providing investment, financial and retirement planning services to individuals, foundations and family offices, as well as 401(k) consulting and cash management services to corporations. Based in Chicago, the firm works with independent-minded wealth advisors across the U.S. and operates as a registered investment advisor.

The Senior Associate, Project Management Office supports the planning, execution, and monitoring of assigned PMO projects. The role facilitates project meetings, analyzes issues, communicates project health and risks, prepares executive-level materials, and manages project documentation. It also collaborates with cross-functional teams, supports PMO practices and process improvements, and provides administrative support to the PMO.

The position is based in the Chicago office Monday through Thursday, with work from home on Fridays. Hightower offers medical, dental, and vision coverage beginning on the first day of employment, paid parental leave, a flexible PTO plan, an onsite gym, 401(k) matching, HSA employer contributions, student loan assistance, and pet insurance. The base salary is $80,000–$85,000, plus a discretionary bonus; the exact base salary depends on experience.

Requirements

• Bachelor’s degree.
• 3–5 years of experience in project management, PMO, consulting, business analysis, operations, or a similar cross-functional role.
• Curiosity, initiative, and willingness to learn, investigate problems, and proactively suggest solutions.
• Strong facilitation skills and confidence asking difficult questions, constructively challenging assumptions, and driving accountability.
• Ability to manage competing priorities with limited supervision.
• Strong PowerPoint, Excel, and project-management-system capabilities, including advanced proficiency in Asana.
• Knowledge of project management methodologies and best practices, including project delivery, governance, risk management, and project-scoping practices.
• Strong analytical and problem-solving skills.
• Excellent communication and interpersonal skills and an interest in building relationships.
• High attention to detail and accuracy under tight deadlines.
• Ability to work independently and as part of a team.
• Must be a U.S. citizen, U.S. permanent resident, or possess other unrestricted U.S. work authorization, and must not require sponsorship now or in the future.

Responsibilities

• Assist in planning, executing, and monitoring assigned PMO projects.
• Facilitate project meetings, challenge unclear assumptions, and drive owners toward timely decisions and commitments.
• Analyze project issues, develop potential solutions, and provide recommendations to PMO managers and business leaders.
• Prepare concise executive-level status updates, decision materials, presentations, and escalation summaries.
• Proactively monitor and communicate project health, risks, resource constraints, dependencies, and competing priorities before they affect timelines.
• Manage project documentation, including plans, schedules, status reports, and meeting minutes.
• Collaborate across functions and build relationships with teams to support project execution.
• Support PMO best practices and contribute to process improvements.
• Provide administrative support to the PMO, including scheduling meetings and maintaining records.

Benefits

• Medical insurance coverage beginning on the first day of employment
• Dental insurance coverage beginning on the first day of employment
• Vision insurance coverage beginning on the first day of employment
• Paid parental leave: 16 weeks for primary caregivers and 8 weeks for secondary caregivers
• Mother’s lounge onsite
• Flexible PTO plan
• Free gym at the Chicago office
• 401(k) matching plan
• HSA employer contributions
• Student loan assistance
• Pet insurance
• Discretionary bonus

What This Job Offers

• Job Type: Full-time
• Career Level: Senior