Gatekeeper is hiring a Senior Implementation Consultant to deliver transformative customer implementations. In this strategic and hands-on role, you will act as a trusted advisor to enterprise customers and a mentor to other consultants, driving measurable success and AI-led optimization across our delivery practice.
What You'll Do
- Lead complex, enterprise-grade implementations end-to-end from discovery to configuration, rollout, and optimisation.
- Translate business processes into scalable, automated Gatekeeper workflows, embedding AI and analytics capabilities.
- Design measurable success criteria and report progress through data-led insights.
- Partner closely with Account Directors and Technical Account Managers to ensure seamless delivery.
- Facilitate solution design workshops and executive-level reviews.
- Create AI prompt frameworks and scalable automations to improve process efficiency.
- Analyse customer data, translating metrics into business value like ROI and savings.
- Support the evolution of Gatekeeper’s AI capabilities through product feedback and pilot projects.
- Identify opportunities for expansion by recognising patterns in usage and AI adoption.
- Collaborate with Product to share customer insights and shape platform evolution.
- Act as a bridge between customer needs and Gatekeeper’s technical roadmap.
- Regularly review and refine delivery methodologies to reduce implementation time and risk.
- Stay at the forefront of AI, SaaS delivery, and automation trends.
What We're Looking For
- 5+ years experience in software implementation or Professional Services roles within SaaS.
- Experience ideally in CLM, Procurement, or Risk Management technology.
- Demonstrable history of leading high-impact projects and delivering measurable value.
- Proven track record of mentoring or leading peers.
- Strong grounding in data analysis, workflow logic, and configuration management.
- Deep understanding of SaaS customer success models and ARR growth levers.
Nice to Have
- Exposure to AI-enabled workflows or automation platforms.
- Experience with Vendor Management or Contract Lifecycle Management platforms.
- Familiarity with BI tools or SQL for reporting and analytics.
- Exposure to change management within enterprise SaaS.
Team & Environment
You will be part of the global Professional Services function at Gatekeeper.
Benefits & Compensation
- 100% remote working: no offices and no commute.
- Generous paid vacation allowance.
- Comprehensive benefits package including Private Medical & Dental cover, GRSP Matching, and an Employee Assistance Program.
- Learning & Development opportunities for lifelong learners.
- Technology: we provide everything you need to do your best work.
- Gatekeeper for Good: Match funding to support non-profit organisations in your local community.
- Gatekeeper retreats.
Work Mode
This is a remote position for candidates based in Ontario.
Gatekeeper offers a diverse and multicultural working environment, currently spanning 18 countries. We respect each other’s differences and welcome candidates from all backgrounds.
