EnrollHere

SaaS

HeadofEngineering

$225–325k ~AI est. Raleigh, North Carolina, United States FULL TIME
The Brief

“Head of Engineering at EnrollHere. Skills: Engineering leadership, SaaS architecture, AI integration. Own engineering organization. Lead by example”

What You'll Achieve.

Increase velocity; Increase quality; Increase security; Reduce incidents; Eliminate repeat failures

Industry & Context.

SaaS
Problems you'll solve

Solve complex issues; Pragmatic judgement; Manage technical debt; Root cause analysis

What They're Looking For.

Must Have

8-10 years progressive engineering experience, 3-5 years senior engineering leadership, Hands-on engineering capability, Experience leading engineering in SaaS, Proven track record improving velocity, quality, security, Experience with cloud-native platforms, Experience with containerized workloads, Experience with modern backend architectures

Nice to Have

GCP preferred, GKE/Kubernetes preferred, Healthtech experience preferred, Insurtech experience preferred, Medicare distribution experience preferred

What You'll Do.

Own engineering organization

Establish scalable processes

Make architectural decisions

Delegate responsibilities

Provide constructive challenges

Build team and culture

Own end-to-end engineering delivery

Drive sprint execution

Drive release cadence

Drive delivery predictability

Establish engineering processes

Transform Product Development Lifecycle

Build culture of ownership

Set collaboration expectations

Create unified delivery unit

Anchor decisions in customer impact

Model direct communication

Model rolling up sleeves

Own technical direction

Own architectural strategy

Make pragmatic architectural decisions

Manage technical debt actively

Identify AI automation capabilities

Implement AI automation capabilities

Evaluate technology partnerships

Build team using AI tooling

Own organization's security posture

Embed automated code analysis

Embed threat detection

Embed policy enforcement

Establish quality culture

Use intelligent test generation

Use continuous regression detection

Use clear quality gates

Improve platform resilience

Use AI-driven observability

Use disciplined releases

Use anomaly detection

Use automated root-cause analysis

Ensure regulatory compliance

Engineer compliance into platform

Use automated controls

Use continuous validation

Use auditable enforcement

Translate compliance requirements

Ensure consistency and repeatability

Champion data-driven feedback loop

Enable earlier defect detection

Enable automatic regression prevention

Enable continuous system-level learning

How You'll Work.

Team & Collaboration

Senior engineers; Engineering, QA, product; Cross-functional teams; Compliance and operations

Communication Scope

Direct communication

Process & Methodology

Sprint execution, Release cadence, Delivery predictability, Product Development Lifecycle

Free ATS check

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