IT Project Manager, ROLLER

• If you’ve got 6–7 years of experience leading complex, cross-functional projects — and a knack for bringing order to chaos — this could be the perfect next step
• The right candidate is detail-obsessed, systems-minded, and thrives at the intersection of business and technology — aligning stakeholders, clearing roadblocks, and keeping momentum high
• You’re a highly organized, tech-savvy problem solver with a track record of delivering complex IT projects that make a real impact.
• You thrive in fast-moving environments and are just as comfortable rolling up your sleeves as you are aligning cross-functional teams. You bring structure, clarity, and energy to everything you do — whether you’re leading a system implementation, managing vendor relationships, or streamlining tool usage across the company
• You love connecting the dots between business needs and technical solutions, and you’re not afraid to ask the hard questions to keep projects on track. You understand the importance of change management and user adoption, and you know how to bring people along the journey
• Above all, you’re excited to help build and scale the systems that will power ROLLER’s next phase of growth — and you’re ready to make your mark
• 6–7 years of hands-on IT project management experience, ideally within SaaS or tech-driven environments
• A strong track record of delivering diverse IT projects — from system rollouts and integrations to full-scale tech stack migrations
• Solid understanding of technology rationalization, including system audits, vendor evaluations, licensing reviews, and decommissioning planning
• Fluent in project management tools like JIRA, Confluence, Asana, Trello, or Smartsheet — and confident using them to keep teams aligned and projects moving
• Strong stakeholder management skills with the ability to partner effectively across IT, Security, Engineering, Finance, RevOps, and People & Culture
• A natural communicator and problem-solver — able to simplify the complex, cut through the noise, and drive clear outcomes
• Comfortable juggling multiple priorities and adapting quickly as business needs evolve

Desirable

• We’re looking for a sharp, structured IT Project Manager to join our Business Technology (IT) team and help drive the successful delivery of high-impact technology initiatives across the business
• From rolling out new tools and integrations to streamlining infrastructure and enabling automation, you’ll play a key role in ensuring our systems evolve in lockstep with our growth. You’ll also help shape our broader IT strategy by contributing to ongoing tech stack rationalization
• Own end-to-end project delivery for key IT initiatives — from system implementations and enhancements to integrations across multiple teams
• Collaborate closely with stakeholders to define project scope, success metrics, and delivery milestones for technology efforts that move the business forward
• Lead technology rationalization efforts by assessing current systems, identifying overlaps, supporting decommissioning plans, and managing vendor transitions
• Champion tech stack optimization through regular reviews of tool adoption, licensing, and ROI
• Create and manage project plans with clarity and confidence — keeping timelines, dependencies, and documentation on track using tools like JIRA, Confluence, Asana, or Smartsheet
• Coordinate internal and external teams, including vendors, implementation partners, and system integrators, to keep projects running smoothly
• Support effective change management by enabling teams through training, documentation, and clear communication during system rollouts or process changes
• Stay ahead of risks and roadblocks by identifying issues early and putting proactive mitigation strategies in place
• Ensure every project aligns with ROLLER’s standards for security, compliance, data governance, and architectural best practices
• Help scale the PMO function, contributing to tools, playbooks, and practices that support repeatable, high-quality delivery across the IT org

• Initial Call – Talent Acquisition: A brief conversation to discuss your experience and salary expectations
• Hiring Manager Interview: Dive deeper into your background and learn more about the role and ROLLER
• Loop Interviews: You’ll meet other ROLLER team members to ensure mutual alignment and culture fit
• Offer: If everything aligns, we’ll conduct reference checks and extend an offer to join ROLLER!