Director of Measurement Strategy

Headlight is a growth marketing agency focused on scaling consumer products through industry-leading performance advertising, creative, and analytics services. We work with innovative start-ups to emerging global brands on an integrated partnership model built on world-class execution and deep strategic collaboration.

We are a fully remote company with teammates across the United States and Canada and pride ourselves on a low-ego, no-BS culture. We are looking for a driven, ambitious candidate who can help us execute on our mission to build a category-leading company that evolves the agency model and pushes the boundaries of digital advertising.

The Director of Measurement Strategy is a senior, client-facing role that sits at the intersection of Headlight’s Growth and Analytics functions. This is not a heads-down engineering position — it is a strategic and consultative role responsible for architecting how Headlight measures marketing performance for each client, project-managing the technical onboarding of new accounts, and shaping the analytics service offering itself as a product.

You will be the primary measurement and instrumentation expert in the room with clients: leading discovery and requirements-gathering sessions, auditing the client’s existing channel instrumentation and reporting stack, identifying gaps and opportunities, and producing a measurement plan that Headlight’s Growth Engineering team and Growth Pod execute against. You will own the integration of Headlight’s measurement and reporting infrastructure with each client’s data environment, and you will translate between the technical realities surfaced by our engineers and the strategic goals voiced by client stakeholders.

This role requires a marketing-native background: a deep, working understanding of how paid media is bought, instrumented, attributed, and reported on across paid social, search, and CTV — ideally earned in an agency, ad-tech, MMP, or in-house performance marketing setting. Strong technical fluency (SQL, basic Python, comfort reading code and event payloads, familiarity with attribution and tag-management technologies) is required so you can credibly lead engineering and measurement conversations. Day-to-day execution of pipelines and dashboards will be carried out by the Growth Engineering team you partner with.

We are a fully remote company spanning multiple time zones and countries, and rely on a culture of direct accountability and trust. You must be able to work semi-autonomously and deliver crystal-clear communication in both synchronous and asynchronous formats, with teammates and clients alike.

• Serve as the senior measurement and instrumentation strategist on assigned client accounts; leading consulting conversations on attribution methodology, channel event instrumentation (Meta’s Conversions API, Google Enhanced Conversions, MMPs such as AppsFlyer or Adjust), tag management, and analytics architecture.
• Audit each client’s existing measurement stack — channel pixels, server-side events, MMP setup, conversion APIs, web and app analytics, CRM and eCommerce integrations — and produce a written measurement assessment that identifies gaps, data quality issues, and growth opportunities.
• Translate audit findings into a prioritized measurement plan that defines success criteria and sequences deliverables for the Growth Engineering and Growth Pod teams to execute.
• Act as the in-room expert during client measurement reviews, QBRs, and escalations involving data discrepancies, attribution disputes, and reporting questions.

• Own end-to-end project management of analytics and measurement workstreams during new-client onboarding: scoping, timeline, stakeholder alignment, dependency tracking, risk surfacing, and status reporting.
• Run requirements-gathering sessions with client marketing, analytics, engineering, and data teams to capture data sources, business definitions, KPI hierarchies, and reporting expectations.
• Coordinate the integration of Headlight’s reporting and BI infrastructure (BigQuery, dbt, Looker) with each client’s data environment — channel APIs, CRM, Shopify, MMP, and warehouse exports.
• Drive cross-functional onboarding execution across Growth Engineering, Growth Pods, and Client Services to ensure new clients reach a steady-state reporting and measurement posture on time.

• Translate fluently between three audiences: the Analytics and Engineering team (technical implementation), the Growth team (campaign optimization), and the client (business outcomes and strategy).
• Brief Growth Engineers with clear, prioritized measurement plans that include scope, technical context, acceptance criteria, and the underlying business rationale.
• Equip Growth strategists and media buyers with the measurement context they need to defend channel decisions and explain performance to clients.
• Surface recurring client requests, instrumentation patterns, and methodology gaps back to Headlight’s analytics leadership to inform tooling, process, and offering investments.

• Help shape the analytics service offering itself: what is in scope, what is out of scope, how it is packaged, what the standard onboarding sequence looks like, and where we should invest to improve quality, speed, and margin.
• Document and continuously refine the playbooks, templates, and reference architectures used across client engagements.
• Partner with Headlight leadership to identify productized opportunities — repeatable measurement assessments, reference dashboards, instrumentation accelerators — and drive them from concept through rollout.
• Synthesize client feedback, lost-deal patterns, and competitive signals into a roadmap for the analytics offering.

• 5+ years in digital marketing, marketing analytics, marketing technology, or marketing measurement, with at least 2 of those years in a client-facing, consultative, or strategic capacity. Agency, ad-tech vendor, MMP, or in-house performance marketing experience is strongly preferred.
• Deep, hands-on familiarity with the marketing measurement stack: channel conversion APIs (Meta CAPI, Google Enhanced Conversions, TikTok Events API), MMPs (AppsFlyer, Adjust, Branch), tag managers (GTM), web and app analytics, MTA and incrementality concepts, and the typical pitfalls of each.
• Demonstrated experience leading measurement and analytics conversations directly with client stakeholders — including marketing leaders, in-house analytics teams, engineering counterparts, and executives — and a track record of moving those stakeholders to alignment.
• Demonstrated experience project-managing technical onboarding, integrations, and measurement implementations end-to-end across multiple stakeholders.
• Strong working knowledge of SQL — sufficient to read, critique, and sometimes write analytical queries against a warehouse — and enough Python literacy to read and reason about pipeline code, debug payloads, and have credible technical conversations with engineers. You will not be the primary author of pipelines; you will be the person ensuring the right pipelines get built.
• Working understanding of web technologies — HTTP, cookies, browser-to-server vs server-to-server event flows, REST APIs, and the basics of HTML/CSS/JS — sufficient to credibly diagnose instrumentation issues.
• Excellent written and verbal communication, with the ability to produce clear measurement plans, audit documents, status updates, and executive-level narratives.
• Demonstrated ability to operate semi-autonomously in a remote, fast-moving environment.

• Direct experience at a performance marketing agency, ad-tech vendor (Meta, Google, TikTok, or LinkedIn measurement teams), MMP, or in-house growth and measurement team at a consumer brand.
• Experience with dbt, BigQuery (or Snowflake / Databricks), and Looker (or similar BI tooling).
• Familiarity with GeoLift, MMM, incrementality testing, or other causal measurement methodologies.
• Experience contributing to the productization or packaging of an analytics service offering — pricing, scoping, playbooks, tiering, or roadmap.
• A career arc that combines marketing fluency with technical depth (for example, a marketer who moved into analytics engineering, or an analytics engineer who moved into a client-facing strategy role).