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Enterprise Account Executive – South / TOLA

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Published
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6Application actions
28 Sep 2026Apply before
Opportunity details

About this role.

AI Summary

Chainguard is hiring an Enterprise Account Executive to build pipeline and close complex enterprise sales for its secure open-source software products. The role owns the full sales cycle, including discovery, qualification, technical evaluations, procurement, security reviews, negotiations, forecasting, and close. Candidates need 3–5+ years of enterprise technical sales experience, disciplined use of MEDDPICC or a similar framework, and a record of closing revenue. Success depends on communicating value to technical, security, and executive stakeholders while operating effectively in a fast-growing remote-first environment.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a demanding enterprise sales role involving long, multi-stakeholder buying cycles and technical security-related evaluations. The seller must independently create pipeline, manage forecasts, and navigate procurement and negotiations while meeting revenue targets.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianHighly competitive
$325,000
US market range$220k–$350k
AI insightThe posting explicitly discloses $325,000 USD in annual on-target earnings (OTE) with a 50/50 split, yielding an offer median of $325,000. For US enterprise account executives selling technical cybersecurity or developer-security products, a typical annual OTE market range is approximately $220,000–$350,000, varying with territory, quota, company stage, and deal complexity.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How do you build pipeline within a defined enterprise territory or account list?

I segment accounts by strategic fit, likely security or software-supply-chain pain, and buying signals. I create multithreaded outreach plans for technical, security, procurement, and executive stakeholders, then track conversion metrics to refine the approach and maintain sufficient qualified coverage against quota.

Describe how you use MEDDPICC in a complex enterprise opportunity.

I use MEDDPICC as a living qualification framework, validating metrics, economic buyer access, decision criteria and process, paper process, identified pain, champions, and competition. Gaps become explicit next steps, helping me avoid optimistic forecasts and build a mutual action plan with the customer.

How would you communicate Chainguard's value to both engineering teams and executive security leaders?

For engineering teams, I would focus on practical adoption, hardened production-ready open-source artifacts, and reduced remediation effort. For executives, I would connect those capabilities to reduced software supply-chain risk, improved compliance posture, faster delivery, and measurable business impact.

Tell us about your approach to navigating procurement and security reviews late in a sales cycle.

I introduce procurement, legal, and security stakeholders early once qualification is established, rather than treating them as end-stage obstacles. I map their requirements, coordinate technical resources and documentation, establish owners and dates in a mutual action plan, and surface commercial or security risks before they threaten the close date.

How do you maintain accurate forecasting in an evolving, high-growth sales organization?

I forecast based on verified customer actions and objective stage-exit criteria rather than seller confidence. I regularly inspect deal risks, validate close plans with champions and decision makers, distinguish commit from upside, and communicate changes early with clear recovery actions.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.

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.

If your experience is close but doesn’t fulfill all requirements, please apply. We’re building the best team in technology and are focused on hiring “Chainguardians” with unique backgrounds, perspectives, and experiences.

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.

©2026 Chainguard. All Rights Reserved.

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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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