Principal Systems Engineer - Internal GTM Tools

Jobtailor

Austin (TX)

On-site

USD 210,000 - 280,000

Full time

14 days+

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Job summary

Jobtailor in Austin, TX seeks a senior technologist to own GTM-facing software and data products, from foundation to signals triggering sales actions. You will steer cross-functional initiatives across multiple teams, delivering scalable distributed systems and data infrastructure to optimize the sales motion.

You’ll work with Go and TypeScript to create pipelines, analytics, and tools that streamline the developer buying journey on Cloudflare’s platform, in a fast-paced, ambiguous environment

Qualifications

10+ years of software engineering experience with a history of leading complex, organization-wide data initiatives.
Deep expertise in building distributed systems and production infrastructure at scale, with Go and TypeScript proficiency.
Strong ability to navigate ambiguous problem spaces, identify high-impact technical work, and drive projects autonomously from conception through adoption.
Deep SQL and data modeling experience; able to manage complexity with thousands of tables.
Experience with Salesforce data models and CRM/API integrations.
Previous leadership as a Principal/Staff+ engineer on platform/infrastructure teams.

Responsibilities

Own GTM-facing software and data products end-to-end.
Lead cross-functional projects spanning multiple teams and systems.
Drive delivery, keep partner teams aligned, and maintain autonomy.
Improve pipeline visualization and build sales tools to trigger timely customer outreach.
Develop on Cloudflare’s developer platform; work in a fast-paced, ambiguous environment.

Skills

Distributed Systems

TypeScript

SQL/Data Modeling

Leadership

GTM/PLG Knowledge

Analytics Engineering

Tools

ClickHouse

DuckDB

BigQuery

Snowflake

Iceberg

Starrocks

Salesforce

Dbt

Kubernetes

Job description

You'll own the GTM-facing software and data products our sales motion runs on, end to end.
That includes the data foundation underneath it and the signals that flag which accounts a rep should act on and when.
You'll also lead our hardest cross-functional projects, the ones that span many teams and systems.
You'll drive them to delivery, keep partner teams on track, and do it with a lot of autonomy.
Day to day you'll improve how we visualize pipeline, build sales tools that flag the right moment to reach out to a customer, and make the developer buying journey smoother.
The work is a mix of data engineering, full-stack product, and applied AI, and you'll build it on Cloudflare's own developer platform.
This role fits someone who works well in a fast-paced, ambiguous environment, likes turning messy business problems into working software, and can juggle several priorities at once.

Requirements

10+ years of software engineering experience with a demonstrated history of leading complex, organization-wide data initiatives.
Deep expertise in building distributed systems and production infrastructure at scale, with proficiency in Go and strong working knowledge of TypeScript.
Exceptional ability to navigate ambiguous problem spaces, identify the highest-impact technical work, and drive projects autonomously from conception through adoption—balancing pragmatic execution with long-term technical excellence.
Deep analytical SQL and data modeling experience. Proven ability to manage complexity even at thousands of tables.
Able to debug database and query performance issues using profiling tools and source code where applicable.
Please be prepared to discuss specific examples of organization-wide technical initiatives you've led, particularly distributed systems or data infrastructure and their measurable business impact.
Previous experience as a Principal Engineer, Staff+ engineer, or technical leader on platform, infrastructure, or task force teams that operate outside traditional product roadmaps with a focus on enabling GTM organizations.
Columnar/OLAP or lakehouse experience (ClickHouse, DuckDB, BigQuery, Snowflake, Iceberg, Starrocks).
Familiarity with the Salesforce data model and CRM/API integrations.
Familiarity with deploying to bare metal and Kubernetes.
Experience on Cloudflare Workers / edge platforms and analytics-engineering (dbt) workflows.
Background in SaaS or product-led growth (PLG) GTM motions.

Core Competencies

Demonstrates extensive experience in leading complex data initiatives and building distributed systems at scale, with a strong focus on data engineering and full-stack product development. Proficient in navigating ambiguous problem spaces and driving projects autonomously while balancing execution and technical excellence.

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