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Head of Sales Remote

Remote / Online - Candidates ideally in
Syracuse, Onondaga County, New York, 13201, USA
Listing for: Kestra
Full Time, Remote/Work from Home position
Listed on 2026-06-12
Job specializations:
  • IT/Tech
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below
Position: Head of Sales Remote (United States)

Location: US (New York or East Coast) - Remote

Type: Full-time

About Kestra

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 Git Hub 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.

Why Kestra

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.

The Role

We're looking for a Head of Sales to own the global revenue number, build the team, and define the motion that makes growth repeatable. Based in the US, you will lead Kestra's commercial expansion globally — starting with the US market while working in close coordination with the European team.

This is a builder-manager role. You will 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. You will be present on strategic deals as an executive sponsor — providing executive alignment, navigating procurement, and unlocking stalled cycles — but you are not the primary closer.

Your job is to build a machine that scales, not to be the machine yourself.

You report directly to the CEO and work closely with Customer Operations, Product, and Marketing/PMM.

The GTM Context

Kestra starts where engineers live — open source, self-hosted, community-adopted. Thousands of organizations are already running Kestra in production before they ever talk to sales. The Head of Sales needs to understand how to build an enterprise motion on top of that reality: converting community signal into pipeline, working with technical champions, and building a compelling enterprise narrative without alienating the developer base.

This is the core challenge of the role, and the thing that makes it different from a standard enterprise SaaS sales leadership position. Experience with OSS-led or PLG-to-enterprise motions — at companies like Confluent, Hashi Corp, Grafana, dbt Labs, or equivalent — is a strong differentiator.

What You'll Do

The Head of Sales is the architect of a scalable sales system. You move from selling to organizing and optimizing a system that sells at scale — defining the strategy, building repeatable processes, and assembling the team. Your primary objective is to make revenue growth predictable and data-driven.

Own the number — You own global ARR. That means owning the pipeline generation strategy, forecast…

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