Forward Deployed Engineer

Role

You will be the strategic and architectural lead on AI engagements in Caylent’s Anthropic Business Unit. Paired with a Forward Deployed Engineer (FDE) who executes implementations, you own the engagement arc from discovery through executive handoff, shaping AI strategy, designing operating models, mapping outcomes to business value, and facilitating executive adoption.

Key Responsibilities

• 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 cross-functional adoption, governance, and scaling.
• Define AI outcome maps tying initiatives to measurable business results (efficiency, revenue, risk reduction, time-to-value).
• Lead AI maturity assessments and architect near-term and long-term adoption roadmaps aligned to Anthropic’s platform.
• Facilitate executive workshops and enablement sessions for audiences from engineering teams to C-suite leaders.
• Deliver executive presentations covering findings, ROI projections, and strategic recommendations.
• Direct FDE work on Claude Code tooling, prompt architecture, and workflow automation; set technical direction and execution priorities.
• Identify expansion opportunities and shape follow-on scopes throughout engagements.
• Contribute reusable strategy frameworks, delivery artifacts, and methodology improvements back into the practice.

Requirements

Required

• 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.
• Demonstrated ability to engage across lines of business and communicate with both technical and executive 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 the ability to direct an FDE’s work.
• Certified Claude Architect.
• Experience running structured stakeholder interviews, discovery sessions, and facilitated workshops.
• Strong executive communication, including writing and presenting to CTOs and VPs of Engineering.
• 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 private equity 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 (DORA, DevEx).
• Experience designing and facilitating workshops for mixed audiences.

Benefits

• 100% remote work
• Medical insurance for you and eligible dependents
• Generous holidays and flexible PTO
• Competitive phantom equity
• Paid 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
• Revenue upside for driving account expansion

Travel & Work Authorization

• This role may require up to 50% travel depending on business needs.
• This position requires current legal authorization to work in the country where the position is located; Caylent does not sponsor visas or work permits.