Forward Deployed AI Lead shaping Anthropic AI strategies and operating models for Caylent cloud-services clients. Directing FDE implementation, executive workshops, adoption roadmaps, and account expansion.
Responsibilities
Own AI engagements end-to-end as the strategic lead, from discovery through executive handoff, partnered with an FDE who drives implementation
Run structured discovery across engineering, product, and business stakeholders
Design AI operating models defining how organizations adopt, govern, and scale AI across the business
Define AI outcome maps tying initiatives to measurable business results
Lead AI maturity assessments and architect adoption roadmaps aligned to Anthropic’s platform capabilities
Facilitate executive workshops and enablement sessions
Deliver executive presentations covering current-state findings, ROI projections, and strategic recommendations
Direct FDE work on Claude Code tooling, prompt architecture, and workflow automation
Identify expansion opportunities across lines of business
Shape follow-on scope throughout engagements
Build executive relationships positioning Caylent as a long-term AI strategy partner
Attend onsite for the final Catalyst block, including readout, workshop, and executive presentation
Contribute reusable strategy frameworks, delivery artifacts, and methodology improvements
Lead AI strategy engagements spanning multiple teams, platforms, and business functions
Collaborate with FDEs to refine the architect-engineer delivery model and handoff patterns
Requirements
8+ years of software development or technical architecture experience across varied stacks, including hyperscaler environments
3+ years in engineering leadership, technical consulting, solutions architecture, or a combination
Demonstrated ability to engage across lines of business
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
Certified Claude Architect
Experience running structured stakeholder interviews, discovery sessions, and facilitated workshops with technical and business audiences
Strong executive communication, including writing and presenting to CTOs, VPs of Engineering, and line-of-business leaders
Experience delivering professional services engagements, including scope management, deliverable ownership, and client advisory
Working knowledge of CI/CD pipelines, DevOps practices, and modern software development workflows
Current legal authorization to work in the country where the position is located; Caylent cannot sponsor visa or work permit applications
Preferred: Experience mapping AI initiatives to business outcomes with executive-level ROI framing
Preferred: Familiarity with PE portfolio company environments and board-level communication
Preferred: Background in solutions architecture, platform engineering, or enterprise technology strategy
Preferred: Experience with LLM prompt engineering, agentic AI workflow design, or AI product development
Preferred: Direct experience with Claude Code’s extensibility model
Preferred: Familiarity with SDLC maturity frameworks or workforce analytics (DORA, DevEx)
Preferred: Experience designing and facilitating workshops for mixed audiences
Benefits
100% remote work
Equitable Life - Hybrid Plan
100% Premium Coverage for the employee and dependents
Competitive phantom equity
Long-Term Disability
4% Pension match (employer contribution)
Unlimited Vacations
Sick Leave
Paid Holidays
Parental Leave
Paid for exams and certifications
Peer bonus awards
State of the art laptop and tools
Equipment & Office Stipend
Individual professional development plan
Annual stipend for Learning and Development
Work with an amazing worldwide team and in an incredible corporate culture
May require up to 50% travel, depending on business needs
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