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 to map organizational context, AI readiness, and strategic goals across lines of business
Design AI operating models that define how the organization adopts, governs, and scales AI. Not just within engineering, but across the business
Define AI outcome maps that tie initiatives to measurable business results: efficiency gains, revenue impact, risk reduction, and time-to-value
Lead AI maturity assessments and architect near-term and long-term adoption roadmaps aligned to Anthropic’s platform capabilities
Facilitate executive workshops and enablement sessions for audiences ranging from engineering teams to C-suite leaders
Deliver executive presentations to CTOs, VPs of Engineering, and line-of-business leaders covering current-state findings, ROI projections, and strategic recommendations
Identify expansion opportunities across lines of business. AI strategy work naturally surfaces adjacent needs in departments beyond the initial engagement
Shape follow-on scope throughout the engagement: by Week 1, you should have a working hypothesis for the next engagement; by the final on-site block, you present it
Build executive relationships that position Caylent as a long-term AI strategy partner, not a one-time vendor
Lead AI strategy engagements spanning multiple teams, platforms, and business functions
Collaborate with FDEs to refine the architect-engineer delivery model and improve handoff patterns What We’re Looking For Required
Own the methodology: you are shaping how AI-DLC enablement gets delivered. Every engagement you run improves the one after it
Requirements
Caylent is a cloud native services company that helps organizations bring the best out of their people and technology using Amazon Web Services (AWS).
We provide a full-range of AWS services including workload migrations and modernization, cloud native application development, DevOps, data engineering, security and compliance, and everything in between.
Caylent’s Anthropic Business Unit is a dedicated AI services practice built in partnership with Anthropic.
The Agentic Architect is the strategic and architectural lead on AI engagements.
Paired with a Forward Deployed Engineer (FDE) who handles hands-on implementation, you own the engagement arc: shaping AI strategy, designing operating models, mapping AI outcomes to business value, and guiding executive stakeholders through adoption.
You engage across lines of business, not just engineering, connecting AI initiatives to the outcomes that matter to each part of the organization.
Every engagement is anchored to Anthropic’s platform and focused on real AI adoption outcomes.
experience across varied stacks, including hyperscaler environments
Demonstrated ability to engage across lines of business. You can talk to a VP of Engineering about CI/CD and a COO about operational efficiency in the same week •
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 — you don’t need to configure them daily, but you need to speak the language credibly and direct an FDE’s work
Experience running structured stakeholder interviews, discovery sessions, and facilitated workshops with both technical and business audiences
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 Preferred •
Experience mapping AI initiatives to business outcomes (revenue, efficiency, risk, time-to-value) 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 (DORA, DevEx) •
Sat in the seat. You’ve led engineering teams or technology strategy inside a product company and understand the pressures executives navigate when adopting AI. Clients can tell.
Thinks across the business. You don’t stop at engineering. You see how AI impacts operations, product, and go-to-market — and you can have those conversations with the people who own them.
Earns trust at the executive level. You’re as comfortable presenting an AI operating model to a COO in the morning as reviewing prompt architecture with your FDE that afternoon.
Proximity to the market: your clients are PE portcos, enterprise engineering orgs, and Anthropic-referred customers at the frontier of AI adoption
AI-native by default: this team uses AI in how it works. Specification-First Engineering is how we move from prototype to production fast
As part of our recruitment process, we may use artificial intelligence (AI) tools or automated systems to assist with the screening and evaluation of applications to help match candidate
If an AI or automated tool is used during your application process, it will only be in accordance with applicable laws and regulations, and your information will be handled in a secure and confidential manner.
Experience
8+ years of software development or technical architecture
3+ years in engineering leadership, technical consulting, solutions architecture, or a combination
Benefits
Medical insurance for you and eligible dependents
401k plan with company match up to 4% and immediate vesting
Competitive phantom equity
Dental and vision insurance
Term disability and life insurance
Equipment and office stipend
Annual stipend for learning and development
Unlimited paid time off 10 paid holidays
NOTE: We’re unable to provide visa sponsorship now or at any time in the future.
Base Salary Range: The expected base salary range for this position is $185,000 - $210 ,000 per year, commensurate with experience and qualifications.
Additional Compensation Components: In addition to the base salary, the compensation package may include bonuses, commissions, equity, and other incentives.
Contact
If you have any questions, please contact talent@caylent.com
If you would like to request an accommodation due to a disability, please contact us at hr@caylent.com.
Additional details
At Caylent, our people always come first. We are a global company and operate fully remote with employees in Canada, the United States, and Latin America.
We celebrate the culture of each of our team members and foster a community of technological curiosity.
Come talk to us to learn more about what it means to be a Caylien! About This Role
You lead the room — the FDE builds what you architect.
Your clients span PE portfolio companies, growth-stage software businesses, and enterprise organizations. You are the strategic face of Caylent from kickoff through handoff. What You’ll Do
Direct FDE work on Claude Code tooling, prompt architecture, and workflow automation. You set the technical direction, the FDE executes
Attend on-site for the final Catalyst block: readout, workshop, and executive presentation
Contribute reusable strategy frameworks, delivery artifacts, and methodology improvements back into the practice at engagement close
The Agentic Architects who do well here are a specific profile:
Knows when to slow down. You surface risks before committing to an approach. When the client’s definition of the work is wrong, you say so.