# Jobgether — VP of Engineering

- Generated: 2026-09-24 02:14:43 PM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4469386725/
- Provider: LinkedIn
- Posting time: 11 hours ago
- Applicants: 44 applicants
- Work model/location: Remote-first — United States
- Compensation: Not disclosed; VP title qualifies under the missing-compensation exception
- Travel: Company-wide offsites 2-3 times per year; percentage not disclosed
- Positioning track: Executive leader
- Fit outcome: PASS — 95%

## Evidence map and direct-match strengths

- Technical strategy and roadmap — 3/3: Repeated strategy, roadmap, architecture, budget, staffing, and build-versus-buy ownership across founder, Director, and VP roles.
- Hands-on architecture and implementation — 3/3: Personally built the AssistX core and first 80% of its initial application, then remained hands-on through production operations.
- Healthcare technology and HIPAA — 3/3: Led HIPAA-regulated and FDA-cleared healthcare product/platform engineering with cloud, APIs, security, privacy, and operational accountability.
- AI operational leverage — 3/3: Delivered 70+ production automations across more than 20 workflows with up to 50x acceleration and 99.9% availability.
- Organization building — 3/3: Recruited and led 11 engineers; built organizations as large as 25 and developed managers and senior technical leaders.
- Cloud and data systems — 3/3: Direct AWS, distributed systems, databases, data pipelines, APIs, observability, security, and reliability evidence.
- Healthcare operations specialties — 1/3: Medical claims and prior authorization are preferred; Keith's direct healthcare evidence is regulated product/platform engineering rather than claims operations.

## Hard or material gaps

The end employer is undisclosed. Direct medical-claims and prior-authorization experience is preferred rather than required; Keith's healthcare evidence is HIPAA-regulated and FDA-cleared product/platform engineering rather than claims operations.

## Full normalized job description

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a VP of Engineering based in United States.
This is a high-impact engineering leadership opportunity at a healthcare startup focused on improving support for patients and their families.
As VP of Engineering, you will define the technical strategy and roadmap while initially remaining deeply involved in architecture and hands-on development.
You will work directly with the CEO and cross-functional leaders to identify where technology and AI can create meaningful operational leverage.
The role spans foundational systems, patient navigation tools, communications, research, and healthcare data processing.
As the organization grows, you will build and lead the engineering function, establishing the infrastructure, team, and practices needed to scale.
This is an entrepreneurial environment offering significant autonomy, technical ownership, and the opportunity to build an engineering organization from an early stage.
Accountabilities
Partner with the CEO and functional leaders to define the technical strategy, priorities, and engineering roadmap.
Identify high-impact opportunities to apply technology and AI to improve operational efficiency and support more patients at scale.
Design and build foundational technology systems, particularly during the early stages of the role.
Lead the development of tools supporting patient navigation, communications, research, and healthcare data processing.
Translate complex business and operational challenges into scalable technical solutions.
Establish engineering infrastructure, development practices, and technical processes that support future growth.
Lead and develop the engineering function, including growing the team and establishing an effective organizational structure.
Balance strategic leadership with hands-on technical execution, architecture, and problem-solving.
Evaluate opportunities to build, buy, automate, or redesign technology based on business needs and impact.
Requirements
Proven engineering leadership experience, ideally as a VP of Engineering, Head of Engineering, or similar leader within a health technology environment.
Strong experience building and scaling healthcare technology, with a deep understanding of HIPAA, security, privacy, and sensitive health data requirements.
Demonstrated ability to take complex technical challenges from strategy and architecture through hands-on implementation.
Experience building technology for tech-enabled services or operationally complex businesses.
Strong knowledge of modern data infrastructure and cloud-based systems.
Familiarity with Python and SQL.
Practical experience applying AI to automate backend workflows, augment human operations, and develop real-world products.
Entrepreneurial mindset with the ability to operate independently, navigate ambiguity, and move between strategic planning and hands-on development.
Strong communication and collaboration skills, with the ability to work effectively across technical and business functions.
Experience with medical claims, prior authorization, or other complex healthcare data is strongly preferred.
Benefits
Competitive salary and stock option package.
Performance-based incentive compensation.
Remote-first work with the flexibility to live anywhere within the U.S.
Company-wide offsites held 2–3 times per year.
Medical and dental insurance with 80% employer-paid coverage.
Vision insurance with 100% employer-paid coverage.
Healthcare and dependent care FSAs.
Group life and AD&D insurance, with optional additional coverage.
Unlimited paid time off.
How Jobgether Works
We use an
AI-powered matching process
to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.
We appreciate your interest and wish you the best!
Why Apply Through Jobgether?
Data Privacy Notice:
By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.


## Artifact metadata

- Resume: https://bit.ly/4ydREsz
- Cover letter: https://bit.ly/4xJs51y
- Validation: PASS — 2-page resume (1036 words), 1-page cover letter (214 words)
- JD/resume keyword overlap: 15/15 significant JD keywords (100.0%)
- Missing significant JD keywords: none
- Google Drive used: No