Regional Director at Astronomer

Chicago, Illinois, United States

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Data Orchestration, Analytics, AIIndustries

Requirements

2+ years leading first-line Enterprise AE teams with consistent quota attainment
Mastery of enterprise methodologies such as MEDDIC, Command of the Message, or similar
Builder mindset, with experience thriving in high-growth and smaller company settings (not only large incumbents)
Strength in executive storytelling, platform selling, and orchestrating technical + business stakeholders
Coaching-first leadership style, with a track record of helping sellers grow through feedback, mentorship, and clear standards
Data-driven approach to pipeline management and forecasting, with rigor around hygiene, coverage, and stage progression
Strong judgment on talent and culture fit, consistently raising the bar while supporting team stability
Excellent cross-functional collaboration skills and communication across customers, peers, and executives
Bonus points if you have:
Experience selling complex platforms in data, DevOps, infra, or adjacent enterprise SaaS categories
A mix of startup or scaleup and larger-company experience, with small-org exposure in the last two roles
Experience building regional playbooks, including territory design and ABM co-motion with Marketing
A track record of hiring and onboarding diverse enterprise sellers, fostering inclusion, and building a performance-driven, supportive culture

Responsibilities

Lead, coach, and develop a high-performing team of Enterprise AEs in the Midwest
Shape go-to-market strategy: territory planning, outbound and ABM campaigns, multi-threaded exec alignment, value articulation, and close plans
Run a disciplined operating rhythm: 1:1s, pipeline reviews, forecast calls, quarterly business reviews, and consistent coaching moments
Design and execute winning strategies for complex platform sales, aligning SE, Product, and Partnerships to accelerate deals
Hire top talent, keep a strong bench in play, and partner with Recruiting to build a diverse, inclusive, and high-performing team
Drive pipeline standards and forecast accuracy, ensuring coverage, velocity, and reliable outcomes
Collaborate with Marketing on targeted programs and with CS on expansion strategies to grow NRR and land-and-expand impact
Represent the Midwest business to executive leadership with data-backed insights, risks, and recommendations

Skills

Key technologies and capabilities for this role

Sales LeadershipTeam CoachingGo-to-Market StrategyTerritory PlanningABMPipeline ReviewsForecastingEnterprise SalesMulti-threaded EngagementsValue Articulation

Questions & Answers

Common questions about this position

What is the work location or arrangement for this Regional Director role?

The role is hybrid and centered on the greater Chicago area in the Midwest, leading the Enterprise AE team there.

What salary or compensation is offered for this position?

This information is not specified in the job description.

What experience and skills are required for this role?

Candidates need 2+ years leading first-line Enterprise AE teams with consistent quota attainment, mastery of enterprise methodologies like MEDDIC or Command of the Message, a builder mindset in high-growth environments, and strength in executive storytelling and platform selling.

What is the company culture like for this team?

The role involves creating a culture where collaboration, resilience, and execution go hand in hand, while building a diverse, inclusive, and high-performing team.

What makes a strong candidate for this Regional Director position?

The ideal candidate has led enterprise sellers or been a successful enterprise seller in recent years, with experience in high-growth environments, confidence in navigating complex evaluations, and a hands-on coaching approach.

Astronomer

Data orchestration platform for pipeline management

About Astronomer

Astronomer.io provides a data orchestration platform that utilizes Apache Airflow to simplify the deployment of data pipelines. Its main product, Astro, helps businesses manage and monitor their data flows, allowing them to focus on delivering essential data pipelines. The platform supports data unification across various clouds and offers over 1500 integrations, making it suitable for data and machine learning teams in industries like finance and e-commerce. Astronomer.io distinguishes itself from competitors by offering enterprise-grade security, zero-downtime upgrades for Airflow, and tools for monitoring pipeline health, which enhance compute efficiency and reduce delays in task scheduling. The company's goal is to empower organizations to optimize their data strategies and achieve a significant return on investment by ensuring their applications operate with maximum reliability.

Cincinnati, OhioHeadquarters

2018Year Founded

$272.1MTotal Funding

SERIES_CCompany Stage

Data & Analytics, Enterprise Software, CybersecurityIndustries

201-500Employees

Benefits

Remote Work Options

Company Equity

Risks

Increased competition from platforms like Prefect and Dagster poses a market challenge.

Over-reliance on Apache Airflow could be risky if community focus shifts.

Rapid AI advancements may outpace Astronomer's feature integration, risking client dissatisfaction.

Differentiation

Astronomer offers Astro, a modern data orchestration platform powered by Apache Airflow.

Astro enables data teams to build, run, and observe data pipelines-as-code efficiently.

Astronomer provides enterprise-grade security and over 1500 integrations for data unification.

Upsides

Astronomer's revenue grew over 200% in H1 2023, indicating strong market demand.

Collaboration with Microsoft Azure enhances Astronomer's cloud-native data orchestration capabilities.

Integration with Anyscale boosts Astronomer's offering for scalable machine learning workflows.

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