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Forward Deployed AI Lead

2 months ago
United States
Full-time
Lead
AI (Artificial Intelligence)
Artificial Intelligence and Machine Learning
AWS CI/CD Generative AI LLM
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Caylent

Caylent

Caylent is a cloud native services company that simplifies AWS cloud adoption with a user-friendly DevOps platform for scalable cloud environments.

IT Services
251-1K
Founded 2015
$16M raised
View All Jobs 15

Description

  • Own AI engagements end-to-end as the strategic lead from discovery through executive handoff.
  • Run structured discovery with engineering, product, and business stakeholders to assess context, readiness, and goals.
  • Design AI operating models for adoption, governance, and scaling across the business.
  • Define AI outcome maps that connect initiatives to measurable business results.
  • Lead AI maturity assessments and build near-term and long-term adoption roadmaps.
  • Facilitate executive workshops, enablement sessions, and readouts for technical and business audiences.
  • 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 and shape follow-on scope across lines of business.
  • Contribute reusable strategy frameworks, delivery artifacts, and methodology improvements back into the practice.

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 with both technical and business stakeholders.
  • 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.
  • Strong executive communication skills, including writing and presenting to CTOs, VPs of Engineering, and line-of-business leaders.
  • Experience delivering professional services engagements with scope management, deliverable ownership, and client advisory.
  • Working knowledge of CI/CD pipelines, DevOps practices, and modern software development workflows.
  • 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 such as DORA or DevEx (preferred).

Benefits

  • Medical insurance for you and eligible dependents.
  • 401(k) plan with company match up to 4% and immediate vesting.
  • Competitive phantom equity.
  • Dental and vision insurance.
  • Term disability and life insurance.
  • Flexible Spending Account.
  • Equipment and office stipend.
  • Annual stipend for learning and development.
  • Unlimited paid time off.
  • 10 paid holidays.
  • Base salary range of $210,000 to $232,500 per year, commensurate with experience and qualifications.
  • Potential additional compensation including bonuses, commissions, equity, and other incentives.

Interested in this position?

Apply directly on the company website

Apply Now

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