# RoShay Services — AI Engineer - Director

- Generated: 2026-09-20 08:47:04 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4469555935/
- Provider: LinkedIn
- Posted: approximately 2026-09-19 06:47 PM EDT (from '14 hours ago')
- Elapsed since posting: represented by the provider's relative posting label and approximate Eastern timestamp when available
- Applicants: Be among the first 25 applicants
- Work model/location: Boston, Massachusetts; Massachusetts work location is eligible
- Compensation: Not disclosed; Director title qualifies for missing-compensation review
- Travel: Not disclosed
- Positioning track: Technical manager
- Fit outcome: FAIL — 69%

## Direct-match strengths

AI/ML leadership, multi-agent conversational systems, cloud technology, AI workflows, enterprise integration, ethical AI, MLOps, orchestration, client advisory, and team mentoring.

## Hard or material gaps

Hard function conflict: the role explicitly owns business development, market-opportunity identification, proposals, and strategic alliances, while Keith's target excludes GTM. Required deep conversational-AI breadth across Microsoft, AWS, and Google ecosystems is also only partially supported.

## Evidence map

1. AI/ML and cloud leadership (weight 3, evidence 3/3) — Direct AI, ML, cloud, and leadership evidence.
2. Multi-agent conversational AI and workflow integration (weight 3, evidence 2/3) — Agentic workflows are direct; conversational specialization is narrower.
3. Microsoft, AWS, and Google AI ecosystems (weight 3, evidence 1/3) — AWS is deep and GCP is documented; Microsoft depth is unsupported.
4. Ethical AI, MLOps, security, and orchestration (weight 2, evidence 3/3) — Direct governance, operations, evaluation, and security evidence.
5. Consulting and team leadership (weight 2, evidence 3/3) — Direct advisory and team leadership.
6. Business development, proposals, and alliances (weight 3, evidence 0/3) — Central GTM mandate conflicts with Keith's target.

## Keyword diagnostic

AI strategy and multi-agent automation overlap is outweighed by required business-development/GTM ownership and multi-cloud conversational-AI depth.

## Full normalized job description

The role involves leading AI solution development and transformation programs across industries, enhancing customer experience, operational efficiency, and decision-making.
Acting as a trusted advisor, the candidate will shape AI strategies and roadmaps, oversee the design and delivery of multi-agent conversational AI systems, and ensure seamless integration, quality, and security within enterprise workflows.
Responsibilities include driving business development, identifying market opportunities, developing proposals, and fostering strategic alliances.
The role requires managing and mentoring cross-functional teams to promote technical excellence and stay current with AI advancements, while collaborating with platform teams to enhance AI capabilities.
The ideal candidate will set strategic visions aligned with digital initiatives, maintain ethical AI practices, and foster innovation within the organization.
Qualifications: Minimum of eight years in AI/ML, data analytics, and cloud technology, with leadership experience in consulting or tech organizations. Advanced degree in relevant fields preferred; certifications such as AI Architect or ML Engineer are a plus. Deep expertise in cloud AI ecosystems (Microsoft, AWS, Google), designing intelligent multi-agent systems, chatbots, and virtual assistants. Skilled in architecting AI-powered workflows, integrating conversational AI with enterprise applications, and implementing scalable, automated solutions. Strong understanding of ethical AI, MLOps, and AI orchestration, with a balance of technical and business acumen. Ability to lead teams, develop proposals, and foster strategic partnerships. Must be authorized to work without sponsorship.

## Artifact metadata

- Resume: Not generated because the fit gate returned FAIL.
- Cover letter: Not generated because the fit gate returned FAIL.
- LinkedIn note: Not generated for a FAIL role.
- Google Drive used: No