Forward Deployed Ai Lead

Works directly with Anthropic Claude and Claude Code;
focuses on directing FDEs on prompt engineering and agentic AI workflows while leading AI strategy and rapid adoption.
About the RoleThe Forward Deployed AI Lead at Caylent is the strategic and architectural owner of AI engagements, partnering with Forward Deployed Engineers to shape AI strategy, operating models, and adoption roadmaps anchored to Anthropic’s Claude platform. The role is client-facing, responsible for executive communication, workshop facilitation, and driving account expansion from discovery through handoff.
Job DescriptionRoleThe Forward Deployed AI Lead is the strategic and architectural lead on AI engagements within Caylent’s Anthropic Business Unit. Paired with a Forward Deployed Engineer (FDE) who implements solutions, you own the engagement arc—from discovery, through executive enablement, to handoff—designing AI operating models and mapping initiatives to measurable business outcomes.
Key ResponsibilitiesStrategy & Architecture
Own AI engagements end-to-end as the strategic lead, partnered with an FDE who drives implementation
Run structured discovery across engineering, product, and business stakeholders to assess AI readiness and strategic goals
Design AI operating models for adoption, governance, and scaling across business functions
Define AI outcome maps tying initiatives to measurable results (efficiency, revenue, risk reduction, time-to-value)
Lead AI maturity assessments and architect adoption roadmaps aligned to Anthropic’s platform
Facilitate executive workshops and deliver presentations to CTOs, VPs of Engineering, and line-of-business leaders
Direct FDE work on Claude Code tooling, prompt architecture, and workflow automation
Client Relationship & Business Development
Identify expansion opportunities across lines of business and shape follow-on scope during engagements
Build executive relationships to position Caylent as a long-term AI strategy partner
Attend on-site for final Catalyst block: readout, workshop, and executive presentation
Internal Contribution
Contribute reusable strategy frameworks, delivery artifacts, and methodology improvements back into the practice
Lead cross-team AI strategy engagements and refine the architect-engineer delivery model and handoff patterns
RequirementsRequired
8+ years of software development or technical architecture experience across varied stacks, including hyperscaler environments
3+ years in engineering leadership, technical consulting, or solutions architecture
Ability to engage across lines of business and communicate with both technical and business audiences
Experience designing or advising on AI operating models, technology adoption strategies, or digital transformation programs
Hands-on familiarity with Claude Code or equivalent AI-assisted development tools and a Certified Claude Architect
Experience running structured stakeholder interviews, discovery sessions, and facilitated workshops
Strong executive communication skills (written and presentation)
Experience delivering professional services engagements including scope management and client advisory
Working knowledge of CI/CD pipelines, DevOps practices, and modern software development workflows
Preferred
Experience mapping AI initiatives to business outcomes with executive-level ROI framing
Familiarity with PE portfolio company environments and board-level communication
Background in solutions architecture, platform engineering, or enterprise technology strategy
Experience with LLM prompt engineering, agentic AI workflow design, or AI product development
Direct experience with Claude Code’s extensibility model
Familiarity with SDLC maturity frameworks or workforce analytics (e.G., DORA, DevEx)
Experience designing and facilitating workshops for mixed audiences
Who Thrives Here
Leaders with prior engineering team or technology strategy experience inside product companies
People who think across business functions and can converse with both COOs and engineers
Practitioners who balance risk awareness with momentum and who drive account expansion
Contributors who iterate on methodology and feed learnings back into the practice
Equitable Life - Hybrid Plan
100% premium coverage for employee and dependents
Long-term disability
Unlimited vacation, sick leave, paid holidays, and parental leave
Paid for exams and certifications
Peer bonus awards
State-of-the-art laptop and tools;
equipment & office stipend
Individual professional development plan and annual learning & development stipend
Work with a global team and inclusive culture
Compensation
Base salary range: CAD 228,000 - CAD 253,000 per year (commensurate with experience)
Additional compensation may include bonuses, commissions, equity, and other incentives
Travel & Work Authorization
Role may require up to 50% travel depending on business needs
Candidates must have current legal authorization to work in the country where the position is located;
Caylent is not able to sponsor visas or work permits
Anthropic Claude Claude Code AWS CI/CD DevOps LLM prompt engineering Agentic AI workflow design DORA DevEx
SkillsAI Strategy Technical Architecture Stakeholder Engagement Executive Communication Workshop Facilitation Client Relationship Management Business Development Discovery & Requirements Analysis Program/Project Management Consulting Scope Management Cross-functional Collaboration Governance & Adoption Planning Presentation Skills CI/CD & DevOps Familiarity
Experience LevelSenior
CAD 228,000 - 253,000/year
Employment Type{Full-Time}
100% remote work
100% premium coverage for employee and dependents
Sick leave
Parental leave
Paid for exams and certifications
Peer bonus awards
State of the art laptop and tools
Annual stipend for Learning and Development
Work with a global team and inclusive culture
#J-18808-Ljbffr