Project Manager - Saas Implementation

About Toolio At Toolio, we’re on a mission to help retailers navigate the complex, competitive, and ever-changing retail landscape so they can deliver what their customers want—when and where they want it. Merchandise planning is one of the most critical retail disciplines, yet it has long been dominated by manual, error-prone spreadsheets. As inventory risk continues to rise, accurate, agile planning has never been more important. Toolio’s cloud-based merchandise planning platform helps next-generation retailers automate critical workflows, gain real-time insights, and make faster, data-driven merchandising decisions. Toolio is trusted by 100+ leading brands and retailers including Rothy’s, Knix, Filson, Tommy John, Peloton and more. The Opportunity We are hiring a Project Manager to own the end-to-end onboarding experience for new Toolio customers—from contract signature through successful go-live. In this role, you are the single-threaded owner of implementation success. You will lead complex onboarding projects, align internal and customer stakeholders, manage scope and timelines, and ensure customers are fully configured, trained, and ready to operate independently on Toolio at go-live. This role is highly cross-functional and execution-focused. You will work closely with Sales, Implementation Specialists, Solution Consultants, Product, Engineering, Support, and Customer Success to deliver predictable, high-quality implementations. After go-live, you will hand off the customer to a Customer Success Manager who owns long-term adoption, value realization, and retention. This is a critical role in shaping Toolio’s customer experience, implementation rigor, and scalability as we grow. What You’ll Do Own Customer Implementations (Contract → Go-Live) Own the customer journey from contract signature through successful go-live. Serve as the primary point of accountability for implementation success, timelines, and readiness. Lead customer kickoffs, define implementation goals, success criteria, and launch plans. Project Management & Delivery Build and maintain detailed project plans, timelines, scopes, and milestones (typical implementations: 20–42 weeks depending on number of modules & project complexity). Coordinate internal teams and customer stakeholders to ensure alignment, accountability, and momentum. Track progress against milestones; proactively identify risks, dependencies, and blockers. Drive mitigation plans, track & maintain issue log & RAID logs, elevate issues as needed. Communicate status clearly via weekly internal & external updates, documented action items, and executive-ready summaries. Customer Enablement & Readiness Ensure customers are properly configured, trained, and operationally ready at go-live. Coordinate training sessions, onboarding workflows, and validation checkpoints. Partner with Implementation Specialists, Solution Consultants, Customer Success Managers, Product Managers, and Support Specialists to ensure data accuracy and functional readiness. Validate go-live criteria and formally transition customers into post–go-live Customer Success Manager ownership. Cross-Functional Collaboration Partner with Sales during handoff to ensure a smooth transition from deal close to implementation. Work closely with Solution Consultants and Implementation Specialists align implementation requirements and timelines. Partner with Senior Customer Success Managers to ensure a seamless post–go-live handoff. Process, Tooling & Continuous Improvement Contribute to the evolution of Toolio’s implementation methodology, templates, and best practices. Improve onboarding playbooks, project artifacts, and internal workflows to increase efficiency and consistency. Share feedback and learnings to improve product readiness, documentation, and customer experience. What We’re Looking For Experience & Background 4+ years of experience in project management, customer implementation, professional services, or customer success within a SaaS environment. Proven ownership of complex, cross-functional implementations from kickoff through go-live. Experience with data-heavy software implementations strongly preferred. Background in retail SaaS, planning systems, or merchandising-related workflows is a plus. Skills & Capabilities Strong project management fundamentals, including scoping, planning, risk mitigation, and dependency management. Highly organized and detail-oriented, with the ability to manage multiple implementations in parallel. Clear, confident communicator with comfort engaging both operators and executive stakeholders. Ownership-driven and proactive, with a solutions-oriented approach to problem solving. Comfortable operating in ambiguity and bringing structure to fast-moving environments. Calm under pressure, collaborative, and execution-focused. Experience with project management tools (e.g., Smartsheet), customer success platforms (e.g., Vitally), and/or CRM systems (e.g., Salesforce). Why This Role Matters This role is foundational to Toolio’s success. Great implementations create confident customers, strong adoption, and long-term partnerships. As the owner of onboarding execution, you will directly shape customer trust, product perception, and long-term outcomes. Come build the future of retail planning with us. Compensation & Benefits Competitive base salary with performance-based bonus. Meaningful early-stage equity. Medical, dental, and vision benefits. Work From Home stipend to support your remote setup and ongoing home office needs. Continuous Learning stipend to invest in professional development, training, courses, and conferences. About Toolio & Our Founders Toolio is a distributed team with headquarters in NYC and offices in Turkey backed by top VCs and apparel industry executives. Toolio was founded in 2019 by Eytan Daniyalzade and Berk Atikoglu, serial entrepreneurs who have worked together for more than 10 years. Their previous company, Stylr, was acquired by Walmart Labs in 2014. At Walmart, they lead teams that delivered various groundbreaking products like Sam’s Club Scan & Go and Walmart Pay which reach millions of users and process billions of dollars each year. While at Walmart they got to see that the tools used by planners and merchants were years behind the technology they had built for consumers. So they set out on a mission to change this by building a modern merchandising platform, Toolio. Toolio is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. Come build a great company with us! #J-18808-Ljbffr