Headway

QualityAssuranceLead

$95–140k United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid candidates.

The Brief

“Quality Assurance Lead at Headway. Skills: QA program ownership, AI-powered analytics, vendor and partner quality oversight, quality standards setting, AI-QA tooling configuration, data analysis for insights, dashboard design and maintenance, cross-functional collaboration. Own a defined area of the QA program end-to-end (calibration and rubric governance, AI-powered analytics, or partner quality) and drive it from signal to action. Set quality standards and rubric logic for CX”

Industry & Context.

Problems you'll solve

Analyze quality and conversation data to surface DSAT drivers, behavioral trends, escalation patterns, and workflow gaps by going beyond what happened to understand why; translate findings into clear operational recommendations; Produce structured insight reports (clear signal, root cause, recommended action)

What They're Looking For.

Must Have

4–7 years in CX operations, QA, or analytics, genuinely owned a program (not just contributed to one), specific, measurable outcomes to point to, Comfortable pulling and analyzing data without a dedicated analyst, worked with QA and conversation intelligence tools, know how to configure, calibrate, and get meaningful output from them, use AI as part of how you actually work with automations, workflow improvements, faster paths to insight, produced insight reports that moved real decisions, where training shifted, processes changed, policy updated, design the processes that prevent them from recurring, translate quality data for non-QA audiences, influence decisions without formal authority, comfortable in ambiguity and move fast without sacrificing rigor, fine building the playbook as you go, fluent in quality evaluation methodologies, calibration processes, and QA framework design, track record coordinating across operations, training, content, and technology teams to deliver shared goals, communicator, demonstrated with clear status reports, insight briefs, and stakeholder presentations, motivated by the mission: making mental healthcare affordable and accessible

Nice to Have

Looker, Metabase, Hex, or SQL is a plus

What You'll Do.

Own a defined area of the QA program end-to-end (calibration and rubric governance

or partner quality) and drive it from signal to action

Set quality standards and rubric logic for CX

ensure consistent application across channels and partners

recommend framework updates based on outcomes

Configure and continuously improve AI-QA tooling (ObserveAI or similar) with set scoring logic

and ensuring the platform delivers consistent

Build automation into QA workflows to reduce manual overhead and expand coverage

establish AI-assisted processes for status updates

and initiative recaps

Analyze quality and conversation data to surface DSAT drivers

and workflow gaps by going beyond what happened to understand why

Design and maintain dashboards that track key quality metrics

translate findings into clear operational recommendations for CX leadership

Produce structured insight reports (clear signal

ensure findings flow into training

and product decisions

Contribute QA input to WBR/MBR cycles and cross-functional meetings

give leadership consistent visibility into program health and customer experience impact

How You'll Work.

Team & Collaboration

Partner with BPO teams and CX stakeholders to align on standards, drive calibration, and keep expectations consistent across every channel and partner; Collaborate with Enablement, Knowledge, and Programs to ensure quality signals drive decisions across training, content, and coaching; deliver initiatives that measurably improve agent quality and customer satisfaction; coordinating across operations, training, content, and technology teams to deliver shared goals

Communication Scope

translate quality data for non-QA audiences; communicator, demonstrated with clear status reports, insight briefs, and stakeholder presentations

Process & Methodology

drive it from signal to action, build automation into QA workflows, establish AI-assisted processes, design and maintain dashboards, produce structured insight reports, ensure findings flow into decisions, Contribute QA input to WBR/MBR cycles and cross-functional meetings

Full Job Description

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that. But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens. We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better. About the Role Headway is looking for an experienced QA Lead to evolve how quality works across our CX organization as we move from manual evaluation to a system that generates insights continuously, surfaces behavioral trends at scale, and drives the decisions that make our agents better and our customers better served. You'll be joining the Agent Success team within Customer Experience, a function focused on making our CX agents more effective, more consistent, and better supported. QA is in active evolution here; we're moving from a manual, sampling-based model to a specialized, insight-driven system, and the people we hire will have a direct hand in building it. Your role will have real ownership over a defined area of the QA program — calibration and framework governance, AI-powered analytics and insights, or vendor and partner quality oversight, depending on ro

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