Head of Product and Quality Assurance

About the Role

EnrollHere is seeking a highly driven Head of Product & Quality to lead product execution, customer engagement, quality assurance, and delivery across our platform. This is a hands-on leadership role responsible for ensuring we build the right products, deliver them quickly, and maintain the highest standards of quality and customer satisfaction.

This individual will serve as the bridge between customers, product, engineering, data, compliance, and executive leadership. They must be equally comfortable meeting with customers, writing requirements, testing features, prioritizing roadmaps, and holding teams accountable for execution.

Why this Role Matters

At EnrollHere, product quality and customer experience are competitive advantages. We are building technology that powers critical business operations for our customers. The right person in this role will directly influence product innovation, customer satisfaction, platform adoption, and company growth while helping ensure we continue to deliver at a pace that sets us apart from the market.

About the Culture

EnrollHere is not a slow-moving corporate environment.

We move fast. We make decisions. We execute. We are obsessed with delivering value to our customers and continuously improving our platform. We believe speed matters, accountability matters, customer engagement matters, and results matter.

The ideal candidate thrives in an entrepreneurial environment where priorities evolve, customer feedback drives innovation, and every team member is expected to take ownership.

This role is for someone who enjoys being in the trenches, solving problems, engaging with customers, and helping teams deliver exceptional outcomes.

Core Values:

• Customer First
• Ownership Mentality
• High Accountability
• Bias for Action
• Continuous Improvement
• Team Before Self
• Relentless Execution
• Attention to Detail
• Strong Communication
• Positive Energy and Engagement

Requirements

Qualifications

• 7+ years of Product Management experience in a SaaS environment.
• Strong understanding of software development and QA processes.
• Highly organized and execution-oriented.
• Exceptional communication and customer engagement skills.
• Comfortable operating in a fast-paced, high-growth environment.
• Willing to be hands-on and deeply involved in day-to-day execution.
• Demonstrated track record of shipping products and delivering results.

Responsibilities

Product Leadership

• Meet regularly with customers to understand needs, challenges, and opportunities.
• Translate customer feedback into clear product requirements and priorities.
• Own product backlog management and roadmap execution.
• Write detailed user stories, acceptance criteria, and functional requirements.
• Partner closely with Engineering, Data, AI, Compliance, and Operations teams.
• Drive feature adoption and customer utilization.

Quality Leadership

• Build and lead EnrollHere’s quality assurance processes.
• Establish release readiness and testing standards.
• Perform hands-on validation of critical workflows and features.
• Lead user acceptance testing and regression testing initiatives.
• Track defects, prioritize fixes, and improve release quality.
• Create quality metrics and accountability frameworks.

Delivery & Execution

• Ensure projects are delivered on time and meet customer expectations.
• Coordinate cross-functional teams and remove obstacles.
• Hold stakeholders accountable for commitments and deadlines.
• Monitor progress and proactively identify risks.
• Drive a culture of ownership, urgency, and continuous improvement.

Benefits

We believe in taking care of our team, which is why we offer a comprehensive benefits package that supports your health, wellness, and future:

• Medical: 4 United Healthcare medical plans (including an HSA option)
• Dental: 3 dental plans (Aetna and MetLife)
• Vision: 2 Aetna vision plans
• Wellness & Mental Health: 5 additional Medical Plus benefits, including telehealth support and an annual Talkspace subscription
• Ancillary Coverage: 4 ancillary plans and supplemental life insurance
• Retirement: 401(k) with a 4% match (after 90-day exclusionary period)