Principal Software Development Engineer – Developer Productivity, Insights

Expedia Group

Principal Software Development Engineer focusing on Developer Productivity & Insights at Expedia Group. Driving changes through influence and shaping metrics strategy for engineering leadership.

Posted 4/25/2026full-timeChicago • California, Illinois, Washington • 🇺🇸 United StatesLead💰 $214,500 - $300,000 per yearWebsite

Tech Stack

Tools & technologies

Distributed SystemsSDLC

About the role

Key responsibilities & impact

Define and evolve the end-to-end strategy, metrics framework, and data model for Developer Productivity & Insights, ensuring it aligns with industry best practices
Design and maintain robust data pipelines, schemas, and dashboards that integrate SDLC signals (Git, CI/CD, Jira, incident/change data, AI tooling) into a coherent, trusted view of engineering effectiveness
Lead deep analytical investigations into developer productivity, flow, and quality, turning noisy telemetry into clear narratives, causal hypotheses, and concrete recommendations for senior engineering leadership
Partner with DevEx, Platform, and product teams to experiment with changes to tools, workflows, and guardrails, measuring impact (before/after) and operationalizing practices that demonstrably improve outcomes
Define, validate, and iterate productivity “north star” and leading indicators (e.g., repo readiness, power-user profiles, AI usage depth) and prune or simplify metrics that don’t drive decisions
Act as the technical owner for engineering-wide insights tooling (e.g., LinearB/SEI platforms, internal analytics services), setting standards for data quality, instrumentation, and observability
Collaborate closely with the CTO office and senior engineering leaders to shape AI-era productivity strategy, including how AI-assistive and agentic workflows are measured, governed, and reported
Mentor engineers and technical leaders on using data to run better teams —from instrumenting services and repos to interpreting metrics, designing experiments, and avoiding misuse of vanity metrics

Requirements

What you’ll need

Bachelor’s degree in Computer Science, Engineering, or a related technical field, or equivalent practical experience
10+ years of software development experience delivering and operating large-scale, distributed systems or platforms
Experience leading developer relations or technical evangelism efforts at scale in enterprise or platform environments
Proven expertise in designing and implementing service architectures, including system design (LLD), API design, and data modeling, with strong proficiency in at least one modern programming language and associated ecosystems
Demonstrated experience driving engineering best practices (testing, observability, performance, reliability, security) and leading complex initiatives from design through production operation
Familiarity with AI-driven systems, tools, or workflows and applying AI/ML concepts to real world products

Benefits

Comp & perks

full benefits package
exciting travel perks
generous time-off
parental leave
flexible work model
career development resources

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

data modelingAPI designservice architecturesoftware developmentdistributed systemsdata pipelinesobservabilityAI/ML conceptsmetrics frameworkSDLC

Soft Skills

leadershipmentoringcollaborationanalytical thinkingcommunicationstrategic thinkingproblem-solvingdecision-makingexperimentationtechnical evangelism

Certifications

Bachelor’s degree in Computer ScienceBachelor’s degree in Engineeringrelated technical field degree