# USA Tech Recruit — Chief Technology Officer

- Generated: 2026-08-21 11:47:28 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4456751521/
- LinkedIn job ID: 4456751521
- Posted: approximately 2026-08-20 11:47 AM EDT (LinkedIn displayed '1 day ago'); exact timestamp unavailable
- Applicants: 58 applicants
- Work model/location: Boston, MA; exact remote/hybrid/on-site expectation not disclosed
- Compensation: Not disclosed
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: BORDERLINE — 79%

## Fit decision

BORDERLINE — generation explicitly authorized by Keith on 2026-08-21. Hands-on CTO/founder experience, 0-to-1 SaaS, cloud/data/AI architecture, engineering standards, hiring, and enterprise customer communication.

## Direct-match strengths

Hands-on CTO/founder experience, 0-to-1 SaaS, cloud/data/AI architecture, engineering standards, hiring, and enterprise customer communication

## Hard or material gaps

The underlying employer is unnamed, company size cannot be verified above Keith's 10-person minimum, and the Boston work model is not specified. Robotics/multimodal-data depth is adjacent rather than direct.

## Weighted evidence map

| Requirement | Weight | Evidence score | Evidence |
|---|---:|---:|---|
| Set technical strategy and architecture | 3 | 3 | Direct CTO/founder, product architecture, and repeated platform-leadership evidence. |
| Turn prototypes into production systems | 3 | 3 | AssistX shipped in eight months; multiple prior commercial products reached production. |
| Build and lead engineering | 3 | 3 | Recruited and led 11 IDW engineers plus teams of 7, 24, and 25. |
| Backend, cloud, data, and applied AI breadth | 3 | 3 | Direct Python, APIs, AWS, distributed platforms, data systems, ML, and GenAI. |
| Enterprise security and operational maturity | 2 | 3 | Direct MassMutual governance/security and multiple production cloud platforms. |
| Customers, partners, and investors | 2 | 2 | Strong customers/partners/executives evidence; investor-facing depth is less outcome-backed. |
| AI/robotics research integration and multimodal data | 2 | 1 | Connected-device and AI experience is adjacent; robotics research integration is not documented. |
| Employer size and work model | 3 | 0 | Underlying employer is confidential and the posting omits company size and precise workplace model. |

## Keyword diagnostic

Strong supported coverage for architecture, production systems, cloud, data, AI/ML, hiring, quality, security, and technical leadership. Robotics research integration and multimodal pipelines are not claimed.

## Full normalized job description

Chief Technology Officer (CTO) An early-stage software company building tools for technical teams working with AI and robotics systems, helping them manage complex data and workflows to build more reliable automated systems. Moving from early prototypes and customer proof points into a production-grade platform, they need a CTO to build the engineering organisation and product to get them there. About the Role A hands-on leadership role owning technical strategy, architecture, engineering execution, and hiring across product engineering, infrastructure, and applied AI. This is a builder's role first and a manager's role second. You'll set the technical direction, shape the architecture, grow the engineering team, and stay hands-on enough to catch problems before they become expensive. Expect to move between big-picture decisions and the occasional deep dive into the codebase, and to work closely with founders, customers, and the research side of the business. It's not a job for someone who wants to run engineering from a distance, you need to genuinely understand what's being built and why. Core Responsibilities Shape the platform's architecture and turn early-stage prototypes into dependable, production-ready systems Grow and lead the engineering function, covering everything from core infrastructure to applied research integration Set the standards the team works to — quality, testing, security, uptime Decide what to build versus what to buy, and turn customer and research input into a coherent roadmap Take ownership of data handling, security, and the operational maturity needed to serve larger customers Act as the technical face of the company for customers, partners, and investors What They Need A track record of building and scaling real-world software systems, not just prototypes Broad technical range — backend engineering, cloud infrastructure, data systems, and modern AI/ML Experience running engineering teams somewhere early-stage and fast-moving Sound judgement on tradeoffs — architecture, technical debt, hiring, sequencing The ability to bridge research thinking and production discipline without mixing the two up Someone with genuine ownership, minimal ego, and solid follow-through Bonus Points Exposure to intelligent systems, automation, or data-heavy technical products Experience serving enterprise or highly regulated customers Background untangling messy, large-scale, or multimodal data pipelines Having actually taken something from first customer to repeatable, scalable delivery If you are interested in this position, please send a CV to mn@eu-recruit.com By applying to this role you understand that we may collect your personal data and store and process it on our systems. For more information please see our Privacy Notice https://eu-recruit.com/wp-content/uploads/2024/07/European-Tech-Recruit-Privacy-Notice-2024.pdf

## Artifact metadata

- Resume: https://bit.ly/4gnwkZL
- Cover letter: https://bit.ly/4hIiWSx
- Validation: PASS — 2-page resume (952 words); 1-page cover letter (249 words); PDF geometry, bounds, text extraction, annotations, page balance, and public links verified.
- Archived JD capture: https://files.keithsteward.com/USA_Tech_Recruit/Keith_Steward_Chief_Technology_Officer_4456751521_JD_capture.md
- Google Drive used: No