Senior Implementation Manager

At Benepass we're making benefits easy. We believe people are the most important asset to any company. Traditional one-size-fits-all benefits packages no longer cut it in today's hybrid and remote-first environment. With Benepass, companies can tailor their benefits to the unique needs of their workforce.

Through our easy-to-use and highly customizable fintech platform, People teams can implement, administer, and track the benefits that meet employees where they are. Employers design their benefits and perks plan by setting a contribution amount and eligible spend categories. Every employee has their own individual definition of wellness and needs different things to help them be their most productive, fulfilled self.

Helping companies reimagine how companies take care of their people.

We are backed by leading investors, including Centana Growth Partners, Portage Ventures, Threshold Ventures, Gradient Ventures, Workday Ventures, and Clocktower Technology Ventures. To date, the company has raised approximately $75 million in equity capital.

• Founder Story - Jaclyn Chen

• Benepass Raises $40M Series B

• Benepass | Candidate Resource Page

• Benepass Listed on Inc. Magazine's Best Workplaces of 2023

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.

• 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

• 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)

• Experience working with enterprise clients or strategic accounts

• Background in HR tech, fintech, or benefits platforms

• Experience building or refining implementation processes at scale

• Ownership of a small, high-impact book of business

• Exposure to complex, strategic implementations with significant visibility

• Opportunity to shape and influence implementation best practices for enterprise customers

• High level of autonomy, trust, and cross-functional influence

Base salary of $110,000 to $130,000 + equity.

• 95% coverage of medical, dental, and vision

• Fantastic benefits (of course 😃), including:

  • $250 WFH setup (one time)

  • $500/year Learning & Development Benefit

  • $150/month cell phone + internet

  • $100/month Wellness

  • $100/month Co-working and Commuter Benefit

• We offer several team onsites a year

• Flexible PTO

At Benepass, we are working towards reimagining how companies take care of their people. We are committed to creating an inclusive environment for all our employees and are seeking to build a team that reflects the diversity of the people we hope to serve with our revolutionary products. Benepass is proud to be an equal-opportunity employer.