Canada onlyAs the most trusted global leader in data-first contract lifecycle management (CLM) software, Agiloft helps organizations manage the end-to-end process of proposing, negotiating, signing, and leveraging contracts using our flexible Data-first Agreement Platform (DAP). With contract data as the foundation, customers quickly and collaboratively reach agreement and leverage contract visibility to thrive with competitive advantage. Employing powerful, pragmatic artificial intelligence as a legal force multiplier, and robust integration capabilities as a data liberator, organizations around the world trust Agiloft’s certified implementers to deliver connected, intelligent, and autonomous solutions across the entire contract lifecycle.
Top analysts like Gartner, Forrester, and IDC agree, all showing Agiloft as a leader in the CLM space. Our no code platform is easily managed and administered by business users, which is why Agiloft is the contract you keep: nearly a full 100% of new customers are satisfied with their initial implementations, and some 97% of customers renew every year. Ours is a growing, vibrant, successful company that is at the forefront of a market that is becoming a must-have for all organizations.
We believe that the way to build the strongest, most vibrant place to work is to bring in individuals from all walks of life, and to support them in bringing their authentic selves to their day, every day. Our working philosophy is that “EX = CX”: when employee experience is excellent, so is customer experience. We support multiple Employee Resource Groups (ERGs), and offer a working environment that supports healthy work/life balance, including floating holidays and a quarterly, no-questions-asked wellness day.
Position Overview
The GPT & AI Systems Lead is a key individual contributor role working cross-functionally to advance Agiloft’s enterprise AI operations. The right candidate for this role will have deep technical expertise in administering enterprise-level GPT instances, creating and maintaining custom GPTs, and designing valuable integrations that align with organizational needs. This role will also drive strategic initiatives around AI agent creation and workflow optimization—identifying where agents can augment or replace manual processes. The ideal candidate is hands-on, deeply experienced, and strategic, with the ability to envision the bigger picture of AI’s role in transforming the workplace before implementing tactical solutions. This role reports to the VP of AI Operations.
Job Responsibilities
- GPT Administration & Custom Development
- Administer the organization’s Enterprise GPT instance, ensuring stability, governance, compliance, and security of usage.
- Design, develop, and maintain custom GPTs tailored to departmental or company-wide use cases.
- Partner with business units to translate needs into GPT-powered solutions, balancing flexibility with enterprise controls.
- Ensure documentation, monitoring, and lifecycle management for GPT-related deployments.
- AI Integrations & Workflow Optimization
- Evaluate and implement integrations between GPT systems and enterprise platforms (CRM, ERP, HRIS, and knowledge bases).
- Assist in mapping workflows across the business to identify opportunities where GPT agents or automation can increase efficiency, reduce silos, enhance compliance, or elevate Customer experience.
- Prototype and deploy AI agents that align with organizational goals and ethical standards.
- Maintain a roadmap of potential GPT and agent-enabled enhancements for leadership review and prioritization.
- Strategy & Vision
- Provide input on the evolving landscape of enterprise AI and emerging GPT capabilities.
- Balance rapid experimentation with governance and strategic alignment, ensuring responsible and value-driven AI adoption.
- Evangelize the role of AI in redefining the workplace by fostering a culture of innovation, collaboration, and continuous improvement.
- Collaboration & Enablement
- Partner with cross-functional teams to design GPT-enabled tools that meet business and regulatory requirements.
- Assist in the development of training materials, guidelines, and best practices for employees engaging with GPT systems.
- Serve as advisor and AI subject-matter expert to AI Operations team.
- Other duties as assigned.
Required Qualfications
- 6+ years of experience in technical roles involving AI/ML, automation, or enterprise systems integration.
- 3+ years hands-on experience administering or building with GPT, LLMs, or conversational AI platforms.
- Proven track record of designing and delivering technical solutions that align with strategic business objectives.
- Demonstrated ability to identify opportunities for automation and AI augmentation in complex workflows.
- Strong understanding of security, compliance, and governance considerations for enterprise AI.
- Proficiency in Python, APIs, and enterprise integration methods.
- Excellent written and verbal communication skills, with the ability to translate complex technical concepts for non-technical stakeholders.
- Ability to think strategically while executing tactically, balancing vision with hands-on delivery.
Preferred Qualifications
- Experience creating and managing AI agents in enterprise environments.
- Familiarity with SOC2, ISO27001, GDPR, and other compliance frameworks related to AI/data.
- Experience working in SaaS or enterprise software environments.
- Knowledge of prompt engineering, fine-tuning, and agent orchestration tools.
- Bachelor’s or Master’s degree in Computer Science, Data Science, or related technical field.
- Passion for shaping the future of work through AI and driving organizational transformation.
Ensuring a diverse and inclusive workplace is our priority. We are committed to an environment of acceptance where you are free to bring your full self to work. All employment decisions at Agiloft are based on business needs, job requirements, and individual qualifications without regard to race, color, religion or belief, national or social ethnic origin, sex, age, sexual orientation, gender identity and/or expression, parental status, marital status, Veteran status, or any other status protected by the laws or regulations in the locations where we operate. If you have a need that requires accommodation during the recruiting process, please let us know by contacting Director, Talent Acquisition, Brad Toothman at brad.toothman@agiloft.com.
Applicants from underrepresented groups such as minorities, veterans, or individuals with disabilities encouraged to apply.
Applications will be reviewed as submitted. There will be no application deadline for this opportunity.
United States
