Head of Sales

Kestra Technologies•New York, NY

3h•Remote

About The Position

Kestra is the universal orchestration platform — open source, declarative, and designed to orchestrate data pipelines, IT automation, business workflows, and AI/agentic systems. Kestra is the fastest-growing open-source orchestration project in the world — close to 30,000 GitHub stars, hundreds of contributors, and a global community scaling rapidly across engineering, data, and IT teams. Following a $25M Series A, we're accelerating our US expansion while already operating at scale in Europe. Every organization runs on workflows — thousands of them, mission-critical, often invisible until they fail. Most of these workflows are trapped in legacy orchestration platforms built 15 or 20 years ago. These systems cost millions to maintain, take months to modify, create deep vendor lock-in, and were designed for a world that no longer exists. At the same time, the rise of cloud, microservices, AI agents, and multi-team architectures has created an explosion of operational complexity that these platforms were never built to handle. Kestra was created to solve this problem. Born from a real failure — a large-scale Airflow deployment that could not meet the requirements of a 30,000-employee enterprise — we built an open-source orchestration platform that any engineer can adopt in minutes, that replaces seven-figure legacy systems in days, and that provides full visibility and control over every workflow across the organization. We are trusted by Bloomberg, JPMorgan Chase, Deutsche Telekom, Toyota, BHP, Crédit Agricole, and FILA — all acquired without outbound sales in their respective markets. Our ambition is to become the orchestration standard for every enterprise. Not a point solution. Not a dev tool. The execution backbone — one engine, every use case, every team. We are not riding a hype cycle. We are solving a structural problem that grows with every layer of complexity the industry adds. Building Kestra requires persistence, adaptation, and rigorous execution over time. We are looking for people who think the same way.

Requirements

Proven track record building and scaling a B2B enterprise sales team in developer tools, infrastructure, data/AI tooling, or open-source software
Experience with OSS-led or PLG-to-enterprise GTM motions — you understand how to turn a technical community into a sales pipeline
Has operated in a Series A/B environment and knows what "builder" actually means in practice: no inherited playbook, no mature SDR team, no established brand in the market
Comfortable with complex enterprise sales: security reviews, procurement cycles, multi-stakeholder alignment, long deal cycles
Able to define a clear wedge for a general-purpose platform and build a playbook others can run and repeat
High standards, low ego — coaching-oriented, execution-focused, and honest about pipeline reality

Nice To Haves

Background in orchestration, infrastructure automation, or workflow management
Familiarity with technical buyers and developer communities
Experience selling into IT, platform engineering, or data engineering personas

Responsibilities

Own the global revenue number, build the team, and define the motion that makes growth repeatable.
Lead Kestra's commercial expansion globally — starting with the US market while working in close coordination with the European team.
Design the sales process, lead and grow an existing team of Sales Leads and Solution Engineers, and create the conditions for the team to perform consistently.
Be present on strategic deals as an executive sponsor — providing executive alignment, navigating procurement, and unlocking stalled cycles.
Architect of a scalable sales system.
Move from selling to organizing and optimizing a system that sells at scale — defining the strategy, building repeatable processes, and assembling the team.
Make revenue growth predictable and data-driven.
Own global ARR. That means owning the pipeline generation strategy, forecast accuracy, and the commercial outcomes of the team.
Lead an existing team of AEs, Sales Leads, and SEs, and grow it deliberately.
Set the bar for coaching culture, hiring standards, and execution discipline.
Design the playbooks, qualification framework, POC policy, and sales process that make results repeatable.
Turn what works into something others can run.
Work closely with Marketing on pipeline generation, positioning, and proof content.
Partner with Customer Operations on expansion and NRR.
Feed structured market signal back to Product without turning every deal into a roadmap request.