Enterprise Implementation Manager

Pinpoint • Fort Washington, MD

1d • Remote

About The Position

Pinpoint is a high-growth, bootstrapped HR tech start-up building and selling software that helps in-house recruitment teams attract, hire, and onboard the right talent. As they continue to bring on more large, complex customers, they are looking for an Enterprise Implementation Manager to fully own a high volume of mid-market and enterprise implementations from end to end. This role will steer timelines, manage technical complexity, and lead customers confidently through a high-stakes rollout. This is a remote role based in the U.S. (EST or CST). At full ramp, the manager will handle 15–20 active implementations at once, with a mix of SMB rollouts, mid-market projects, and enterprise programs. The product is deep, flexible, and complex, requiring an understanding of various customer types, workflows, and implementation paths. Pinpoint operates in a fast-moving, lean, and sometimes ambiguous startup environment, requiring proactive, adaptable individuals comfortable building structure.

Requirements

• 3+ years leading large-scale B2B SaaS implementations (ideally across both enterprise and mid-market; HR/recruiting tech a huge plus)
• Proven experience managing 10+ concurrent implementations—balancing complexity, customer pressure, and internal coordination
• Technically self-sufficient—can read API docs, troubleshoot basic integration issues, and reduce engineering dependency
• Structured project owner—builds milestone-driven plans, defines customer responsibilities, and thinks 2–3 steps ahead to manage risk
• Experienced working with global customers and cross-functional teams (product, engineering, CS)
• Past examples of managing implementation risk—e.g., adjusting plans, unblocking tech issues, or driving change
• Brings operational rigor and accountability to each project—others trust you to own outcomes, not just tasks
• Comfortable working in ambiguous, startup-style environments with evolving processes
• Professional polish and presence—clear communicator who can command a (virtual) room
• AI-forward in how you actually work
• Based in the U.S. (EST or CST)

Responsibilities

• Maintain strong accountability across 15–20 concurrent implementations, ensuring deadlines are met and blockers are addressed with urgency
• Own the project management of implementation from kickoff through go-live, tracking milestones, managing risks, and keeping everyone aligned
• Lead internal and external discovery to understand customer needs and design tailored implementation plans
• Scope and shepherd HRIS integrations, including reading API docs, mapping data, and reducing engineering dependency
• Coordinate internal teams across integrations, product, and support to ensure timely delivery and clear communication
• Act as a trusted advisor to enterprise customers, offering strategic workflow guidance and product best practices
• Ensure a smooth handover to the Customer Success team post-implementation, while staying involved through early adoption to support long-term success
• Develop and deliver scalable customer training: live sessions, train-the-trainer programs, and asynchronous enablement materials

Benefits

• Medical, dental, and optical coverage
• Unlimited holidays
• Unlimited, immediate access to professional counseling through Spill
• Retirement matching
• Remote-first culture
• Meaningful equity
• Up to 16 weeks of fully paid parental leave
• Annual funds for courses, books, or anything else that fuels personal and professional growth
• MacBook Pro, 4K monitors, and all the right tools to do your best work

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed