Forward Deployed AI Lead

🔥 17 minutes ago

🇨🇦 Canada – Remote

💵 $228k - $253k / year

⏰ Full Time

🟠 Senior

🤖 AI Engineer

👻 Ghost score 0%

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Caylent

WebsiteLinkedInAll Job Openings

201 - 500 employees

💼 Consulting

📦 Logistics

📣 Marketing

💰 Private Equity Round on 2022-11

Consulting • Logistics • Marketing

Caylent is a cloud native services company that helps organizations bring the best out of their people and technology using AWS. As a premier AWS consulting partner, Caylent specializes in DevOps-as-a-Service, IaaS, DevOps, SaaS, and various cloud technologies including Amazon Web Services and Google Cloud Platform. The company focuses on empowering organizations through technology to thrive in a software-defined world and drive innovation.

📋 Description

• 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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