Enterprise Account Executive - Central / Midwest

Chainguard; Illinois; Hybrid; USD 290,000 - 360,000; Full time

Benefits offered by this job

Remote-first culture

Equity options

Health insurance

Flexible PTO

Parental leave

Job summary

Chainguard is seeking an Enterprise Account Executive to own the full sales cycle with enterprise customers—from pipeline to close—helping organizations adopt Chainguard’s secure software solutions.

You’ll partner with cross-functional teams to navigate procurement, security reviews, and complex negotiations, using MEDDPICC-based approaches to drive measurable business value. The role offers a remote-first culture and high earnings potential with an OTE of $325K (50/50).

Qualifications

• 3–5+ years selling complex technical products into enterprise organizations.
• Track record of building pipeline and closing revenue.
• Experience with disciplined enterprise sales processes (MEDDPICC or similar).
• Ability to identify customer pain and sell value.
• Experience navigating multi-stakeholder enterprise buying cycles.
• Strong deal management and forecast discipline.
• Excellent communication, relationship-building, and negotiation skills.
• Comfortable operating in fast-growing environments.
• OTE $325K (50/50)

Responsibilities

• Own the full enterprise sales cycle from prospecting through close.
• Build and manage pipeline within a defined set of enterprise accounts.
• Lead discovery, qualification, and deal strategy using frameworks such as MEDDPICC.
• Communicate Chainguard's value to technical stakeholders, security leaders, and executive buyers.
• Partner with Sales Engineering and Customer Engineering to support evaluations and technical validation.
• Manage complex enterprise sales cycles including procurement, security reviews, and negotiations.
• Maintain accurate pipeline visibility and forecasting.
• Consistently meet or exceed revenue and pipeline targets.

Skills

Enterprise sales

Pipeline management

MEDDPICC

Stakeholder communication

Negotiation

Forecasting

Complex deals

Relationship building

Job description

Chainguard is the trusted source for open source. By delivering hardened, secure, and production-ready builds of all the open source software engineers and AI agents rely on, Chainguard helps organizations build faster, stay compliant, and eliminate risk. Our customers include Fortune 500 enterprises and global industry leaders, including Anduril, Canva, Fortinet, Hewlett Packard Enterprise, OpenAI, Snap Inc., and Snowflake. Chainguard is venture-backed by leading investors, including Amplify, IVP, Kleiner Perkins, Lightspeed Venture Partners, Mantis VC, Redpoint Ventures, Sequoia Capital, and Spark Capital.

Enterprise Account Executive Chainguard is looking for an Enterprise Account Executive to help expand our presence within large organizations. In this role, you’ll own the full sales cycle with enterprise customers—from building pipeline through closing complex deals. Successful candidates are disciplined in their sales process, strong at developing pipeline, and comfortable navigating complex enterprise buying environments. You’ll work closely with sales leadership, sales engineering, marketing, and customer success to help organizations adopt Chainguard’s solutions and improve how they build and secure software.

What You'll Do

• Own the full enterprise sales cycle from prospecting through close
• Build and manage pipeline within a defined set of enterprise accounts
• Lead discovery, qualification, and deal strategy using frameworks such as MEDDPICC
• Communicate Chainguard's value to technical stakeholders, security leaders, and executive buyers
• Partner with Sales Engineering and Customer Engineering to support evaluations and technical validation
• Manage complex enterprise sales cycles including procurement, security reviews, and negotiations
• Maintain accurate pipeline visibility and forecasting
• Consistently meet or exceed revenue and pipeline targets

What We're Looking For

• 3-5+ YOE selling complex technical products into enterprise organizations
• A track record of building pipeline and consistently closing revenue
• Comfortable running disciplined enterprise sales processes (MEDDPICC or similar)
• Ability to identify customer pain and sell based on measurable business value
• Experience navigating multi-stakeholder enterprise buying cycles from technical teams to executives
• Strong deal management and forecast discipline across complex opportunities
• Excellent communication, relationship-building, and negotiation skills
• Comfortable operating in fast-growing environments with evolving processes
• $325K OTE (50/50)

About Us

We live and breathe our company values: We are customer obsessed — We focus on delivering solutions to our customers that create value and make their lives better. We have a bias for intentional action — We prioritize, plan, try things, and fail fast. We don't take ourselves too seriously (but we do serious work) — We are solving an important problem which takes focus, but we also like to enjoy the journey. We trust each other and assume good intentions — We're transparent with decisions to empower team members to make well informed decisions.

A few of the benefits we offer:

• Flexible & Remote-First Culture: Work remotely with team meetup opportunities, bi-annual destination summits, and a monthly stipend for coworking spaces, phone and internet costs.
• Our Approach to Equity: Receive stock options upon hire and promotion. Plus, you can participate in secondary offerings and have 10 years to exercise your options (yes, you read that correctly: 10 years!).
• 100% Covered Health Insurance: We cover 100% of your health, vision and dental insurance premiums for you and your dependents. Nothing comes out of your paycheck.
• Flexible Time Off: Take the time you need – to do our best work, we need to recharge and reset.
• 18 Weeks Paid Parental Leave: We offer 18 weeks for birthing parents and 12 weeks for non-birthing parents, with the option to use it all at once or throughout your child's first year.

Chainguard is an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics.

We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law.

By submitting your application, you acknowledge that Chainguard will process your personal data in accordance with Chainguard's Global Candidate Privacy Notice .

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