Senior Implementation Manager

Benepass

4d•$110,000 - $130,000

About The Position

We are seeking a Senior Implementation Manager to lead the onboarding and implementation of our most strategic, high-value customers. This role is responsible for delivering a seamless, high-quality implementation experience for a focused book of 5–7 enterprise clients, ensuring strong foundations for long-term partnership and success. This individual is a highly skilled project manager, a clear and confident communicator, and thrives in fast-paced, high-stakes environments. They bring strong attention to detail, executive presence, and the ability to navigate complex stakeholder landscapes both internally and externally.

Requirements

6–8+ years of experience in implementation, onboarding, project management, or customer-facing delivery roles, preferably in SaaS or enterprise environments
Proven experience managing large, complex, and high-value implementations with multiple stakeholders
Exceptional project management skills, with the ability to manage competing priorities and tight timelines
Strong communication and stakeholder management skills, including experience working with executive audiences
Demonstrated ability to thrive in fast-paced, evolving environments
Highly detail-oriented and organized, with a strong sense of ownership and accountability
Experience collaborating cross-functionally and influencing without direct authority
Familiarity with project management tools and methodologies (e.g., Asana, Jira, Smartsheet, Agile/Waterfall hybrid approaches)

Nice To Haves

Experience working with enterprise clients or strategic accounts
Background in HR tech, fintech, or benefits platforms
Experience building or refining implementation processes at scale

Responsibilities

Own end-to-end implementations for a portfolio of 5–7 enterprise and strategic customers, from kickoff through go-live and handoff
Act as the primary point of contact for customer stakeholders, including senior and executive-level partners
Develop and manage detailed project plans, timelines, and deliverables across complex, multi-workstream implementations
Drive cross-functional alignment across internal teams (Product, Engineering, Customer Success, Operations, etc.) to ensure successful execution
Proactively identify and mitigate risks, managing escalations with urgency and clarity
Lead effective, structured communication with both internal and external stakeholders, including regular status updates and executive readouts
Ensure a high-quality customer experience, balancing speed with accuracy and attention to detail
Continuously improve implementation processes by identifying patterns, gaps, and opportunities for scalability
Serve as a trusted advisor to customers, guiding them through best practices and complex decision-making