Senior Associate, Project Management Office

Hightower • Chicago, IL

4d • $80,000 - $85,000 • Hybrid

About The Position

Hightower is seeking a Senior Associate to support its Project Management Office (PMO). The role assists with planning, execution, and monitoring of assigned projects, facilitates project meetings, analyzes issues, and helps drive decisions and commitments. It prepares executive-level status updates and decision materials, monitors project health and risks, and maintains project documentation. The position also collaborates with teams across the business, supports PMO best practices and process improvements, and provides administrative support such as scheduling meetings and maintaining records.

The successful candidate is execution-focused, detail-oriented, adaptable, and able to identify potential issues early while supporting PMO colleagues and cross-functional partners. Hightower is based in Chicago and describes its schedule as in-office Monday through Thursday, with work from home on Fridays.

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, with a desire to connect and build relationships.
• High attention to detail and accuracy under tight deadlines.
• Ability to work independently and as part of a team.
• Unrestricted U.S. work authorization without a need for 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 executive-level status updates, decision materials, presentations, and escalation summaries.
• 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 cross-functionally and build relationships with teams across the business 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, dental, and vision insurance coverage beginning on the first day of employment.
• Paid parental leave: 16 weeks for the primary caregiver and 8 weeks for the secondary caregiver.
• Onsite mother’s lounge.
• Flexible PTO plan.
• In-office Monday through Thursday and work from home on Fridays.
• Free gym at the Chicago office.
• 401(k) matching plan.
• Employer HSA contributions.
• Student loan assistance.
• Pet insurance.
• Base salary of $80,000–$85,000 plus a discretionary bonus; exact base salary depends on experience.

What This Job Offers

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