Senior Project Manager - Strategy & Transformation

Benchmark Senior Living; Waltham (MA); On-site; USD 120,000 - 160,000; Full time

Benefits offered by this job

Paid holidays

Floating holiday

Vacation and PTO

Tuition reimbursement

Wellness programs

Medical, Vision & Dental benefits

401K with company match

Long-term care insurance

Life insurance & disability

Job summary

Benchmark Senior Living, based in Waltham, MA, seeks a Senior Project Manager to independently own and drive large, cross-functional initiatives from planning through implementation. You will partner with executive sponsors and report to the Senior Director, PMO, contributing to strategic alignment and governance.

The role demands strong communication, strategic thinking, and hands-on execution across IT, operations, and business teams, with mentorship to junior PMO staff and ongoing development

Qualifications

• Bachelor’s degree required.
• PMP Certification required.
• 10–15 years of progressive project management experience preferred.
• Senior living industry experience preferred.
• Experience leading transformation, operational, and systems initiatives preferred.
• Experience managing vendor-supported implementations preferred.

Responsibilities

• Independently plan, lead, and drive complex, enterprise-wide initiatives from strategy through full implementation, with operational and executive visibility.
• Partner directly with executive sponsors to define scope, objectives, success measures, and governance approach.
• Manage the full project lifecycle including planning, execution, change management, and stabilization.
• Navigate cross-functional priorities and drive alignment across multidisciplinary teams, from senior leaders to frontline associates.
• Meet stakeholders where they are, asking the right questions to help them shape, refine, and articulate their ideas into actionable plans.
• Anticipate risks, organizational impact, and interdependencies; proactively develop mitigation strategies.
• Prepare and deliver polished, executive-ready presentations and written communications that distill complex initiatives into clear, actionable narratives.
• Facilitate executive-level meetings and provide concise, executive-ready reporting.
• Keep the Senior Director appropriately informed on project developments, risks, stakeholder dynamics, and key decisions, ensuring strong alignment.
• Escalate strategic risks and sensitive stakeholder issues to the Senior Director as appropriate.
• Oversee multiple high-impact, large-scale initiatives concurrently while maintaining delivery discipline.
• Quickly learn new business areas, operating models, and technologies well enough to apply that knowledge and partner effectively with technical and business teams.
• Serve as a mentor to junior members of the PMO, supporting skill development and execution consistency.
• Contribute to strengthening project management standards and best practices within the PMO.
• Support foundational coordination, documentation, and project management activities as needed within a lean team environment.

Education

Bachelor’s degree

PMP Certification

10–15 years of PM experience

Senior living industry experience

Transformation, operational and systems initiatives

Vendor-supported implementations

Job description

Benchmark Senior Living, based in Waltham, MA, seeks a Senior Project Manager to independently own and drive large, cross-functional initiatives from planning through implementation. You will partner with executive sponsors and report to the Senior Director, PMO, contributing to strategic alignment and governance.

The role demands strong communication, strategic thinking, and hands-on execution across IT, operations, and business teams, with mentorship to junior PMO staff and ongoing development