Role Overview

Join Datadog as a Strategic Account Executive in Chicago, Illinois, and drive new business growth with the leading cloud monitoring and security platform. Our Strategic Account Executives target and close deals with Datadog’s largest, most strategic Fortune 1000 customers and prospects. You'll uncover pain points organizations face during cloud migrations and operations at scale, delivering tailored Datadog observability solutions that break down silos and enable digital transformation.

Datadog operates a hybrid workplace model, fostering office culture for collaboration while supporting work-life harmony. As a key player in our sales team, you'll prospect into enterprise accounts, build pipeline independently, and negotiate high-value deals averaging $100k+. If you thrive in SaaS sales, have enterprise closing experience, and are passionate about cloud observability, this role offers uncapped earning potential and career growth.

Datadog (NASDAQ: DDOG) powers infrastructure monitoring, application performance management, and security for modern cloud-native environments. Used by engineers at companies worldwide, our platform simplifies complexity in the cloud age. Apply now to become part of #DatadogLife.

Key Responsibilities at Datadog

• Prospect into large Fortune 1000 companies while running an efficient, high-velocity sales process focused on cloud monitoring needs.
• Maintain, build, and own comprehensive relationship maps for your Chicago territory, including existing contacts and aspirational Fortune 1000 decision-makers.
• Develop a deep comprehension of customer's business challenges, especially in cloud operations, DevOps, and observability.
• Negotiate favorable pricing and business terms with large enterprises by articulating Datadog's value, ROI, and total cost of ownership advantages.
• Handle existing customer expectations while expanding reach and depth into assigned territory through upsell and cross-sell opportunities.
• Demonstrate resourcefulness when faced with complex sales challenges that defy easy solutions, leveraging Datadog's full-stack observability suite.
• Have an intuitive sense of necessary steps to close business, gain customer validation, and secure executive buy-in.
• Identify a robust set of business drivers behind all opportunities, from cost optimization to security compliance in cloud environments.
• Ensure high forecasting accuracy and consistency to support Datadog's growth and profitability.
• Collaborate with solutions engineers to demo Datadog's real-time monitoring, APM, log management, and synthetics capabilities.

Qualifications & Requirements

• 5+ years closing experience: Mix of field selling in mid-market and enterprise SaaS environments.
• Proven sales performance: Driven and have met/exceeded direct sales goals of $1M+ annually with average deal size $100k+.
• Independent pipeline builder: Able to demonstrate methodology to prospect and build pipeline on your own in competitive tech markets.
• Tech industry experience: Worked for innovative SaaS, IT infrastructure, or cloud observability companies.
• Enterprise selling expertise: Experienced in selling into large Fortune 1000 companies with ability to win new logos and expand accounts.
• Travel readiness: Role requires regular travel to client sites in Chicago area and other regions via car, train, or air.

Datadog values diverse backgrounds. Even if you don't meet every qualification, apply if you're passionate about technology, cloud sales, and growth.

Salary & Benefits

The estimated yearly salary range for Strategic Account Executive at Datadog in Chicago is $135,000 - $250,000 USD, including base, variable commissions, and bonuses based on performance. Actual compensation considers skills, experience, and deal performance in our high-growth SaaS environment.

• High income potential with uncapped commissions on self-performance.
• New hire RSU equity and ESPP for long-term wealth building.
• Comprehensive healthcare, dental, vision for family coverage.
• 401(k) match, PTO, parental leave, mental health support.
• Fitness reimbursements, commuter benefits, pet insurance.
• Sales training: MEDDIC, Command of the Message.
• Mentor/buddy program, Community Guilds for inclusive culture.

Why Join Datadog?

Datadog is a global SaaS leader delivering growth and profitability. Our platform enables cloud migration, infrastructure monitoring, and observability for the entire tech stack. Join a people-first community of engineers and sales pros solving tough problems in DevOps, security, and digital transformation.

Benefits include professional development, hybrid work in Chicago, and a collaborative culture. Experience #DatadogLife with innovation, smart risks, and celebration of wins. Grow your career selling cutting-edge cloud solutions to Fortune 1000 clients.

How to Apply

Ready to accelerate your sales career? Apply now for Strategic Account Executive in Chicago! Submit your resume highlighting enterprise SaaS experience, quota attainment, and cloud sales wins. We'll review applications quickly—don't miss this opportunity to join Datadog's high-performing sales team.

Datadog is an equal opportunity employer championing diversity, professional growth, and work excellence.