# JD Capture - Solen Software Group - Vice President, AI & Technology

Generated: 2026-09-20 03:53 AM EDT

Original JD posting: https://solen-software-group.breezy.hr/p/c26447eec3b0-vice-president-ai-technology
Source provider: LinkedIn alert, canonical employer posting on Breezy HR
Provider job id: 4469227790

## Normalized Posting Metadata

- Company: Solen Software Group
- Title: Vice President, AI & Technology
- Work model/location: Remote, United States. Verified from the official Breezy page visible remote badge and JSON-LD `jobLocationType: TELECOMMUTE`; applicant location requirement is US.
- Employment type: Full-time
- Posting time: Breezy JSON-LD datePosted 2026-09-18; LinkedIn alert received Sep 20, 2026 3:18 AM EDT.
- Elapsed time since posting: about 2 days at generation.
- Applicants: Not disclosed on canonical posting.
- Compensation: Not disclosed.
- Travel: Not disclosed.

## Full Normalized JD

Job Title: Vice President, AI & Technology
Company: Solen Software Group
Location: US
Employment Type: Full-time
Work model: Remote, United States. The official Breezy page exposes a visible remote badge and schema.org JobPosting metadata with jobLocationType TELECOMMUTE and applicantLocationRequirements Country US.

About Solen Software Group
Solen Software Group is an evergreen holding company that acquires and operates proven software businesses that have significant growth potential in a variety of vertical markets, enabling them to be market leaders in their niche industry. Solen owns several software companies in Human Resource Technology, Fleet Telematics, Asset Management, E-Health, Document Management, and other software markets.

About the role
The Vice President of AI & Technology will serve as the technology leader across a growing portfolio of software businesses, partnering directly with the Portfolio Leader to drive AI transformation, engineering excellence, technology strategy, and innovation.

The role transforms portfolio companies into AI-native organizations by modernizing engineering teams, implementing AI-first development practices, identifying technology-enabled growth opportunities, incubating new AI-native businesses, supporting M&A diligence and integration, and establishing portfolio-wide standards for engineering, security, architecture, and technology operations.

Key responsibilities include defining and executing portfolio-wide AI strategy, leading AI-native team transformation, establishing an AI-first SDLC, evaluating and implementing AI tooling for engineering productivity, software quality, customer experience, and operational efficiency, driving AI adoption across engineering, product, customer support, sales, and operations, establishing standards for architecture, security, infrastructure, engineering quality, and technology governance, guiding technical roadmaps, recruiting and developing technical leaders, identifying AI-native product/company opportunities, leading technical execution from concept through launch, creating reusable AI capabilities, leading technical due diligence, assessing technical debt and AI readiness, and accelerating post-acquisition modernization.


## Fit Gate

Outcome: PASS
Score: 87%
Positioning track: Executive leader

Weighted evidence map:

| Requirement | Weight | Evidence | Score |
| --- | ---: | --- | ---: |
| Portfolio-wide AI strategy and transformation | 3 | Founded Intelligent DataWorks, led AI strategy, product vision, and 0-to-1 production AI platform; advised 200+ AWS customers on AI/ML adoption. | 3 |
| Transform engineering teams into AI-native organizations | 3 | Recruited and led 11 AI engineers, trained team on architecture, SDLC, AI-assisted development, agile delivery, and evals. | 3 |
| Establish AI-first SDLC and AI tooling | 3 | More than 50% of AssistX built with code-generation tools; implemented evals, prompt/version controls, synthetic data testing, CI/CD, AWS CDK, and production operations. | 3 |
| Architecture, security, infrastructure, engineering standards, governance | 3 | Led AWS architecture and governance at MassMutual, TriMark, AWS, NorthBay, and IDW; delivered privacy/governance and cloud standards. | 3 |
| Executive/product partnership and technology investment prioritization | 2 | Led product strategy, budget, roadmap, customer validation, and executive advisory across IDW, AWS, TriMark, and NorthBay. | 3 |
| Recruit, develop, coach, and retain technical leaders/talent | 2 | Hired/mentored 11 engineers at IDW, 10 engineers plus a manager at SuccessKPI, and trained 180+ AWS SAs. | 3 |
| AI venture creation and reusable AI capabilities | 2 | Built reusable AssistX platform for multiple enterprise workflows and launched an AI SaaS startup. | 3 |
| M&A technical diligence and post-acquisition integration | 2 | Adjacent evidence through acquisition discussions, acquired-business data consolidation at TriMark, and enterprise technical assessments; less direct formal M&A diligence ownership. | 1 |
| Modernization across multiple software businesses | 2 | TriMark, MassMutual, NorthBay, SuccessKPI, and AWS work show modernization across business units and customers. | 2 |

Hard/material gaps:

- Formal M&A technical due-diligence and post-acquisition integration ownership is less directly documented than the JD's portfolio/M&A mandate.
- Compensation is not disclosed.
- Travel is not disclosed; must confirm at 8% or less.

Direct-match strengths:

- Applied AI platform creation, AI-native team development, enterprise cloud/data modernization, engineering standards, AI governance, hands-on architecture, executive advisory, reusable platform patterns, and technical leader coaching.

## Artifact Metadata

- Resume: Keith_Steward_Vice_President_AI_Technology_4469227790_Resume.pdf; pages=2; extracted_word_count=963
- Cover letter: Keith_Steward_Vice_President_AI_Technology_4469227790_Cover_Letter.pdf; pages=1; extracted_word_count=202
- Keyword coverage: {"covered": 17, "total": 20, "percent": 85.0, "missing_keywords": ["scalability", "technical due diligence", "post-acquisition integration"]}