[All remote jobs](https://jobicy.com/jobs.md)Open role[![Chainguard logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/e4b6aacf-221.jpeg)](https://jobicy.com/company/chainguard.md)Remote opportunity at[Chainguard](https://jobicy.com/company/chainguard.md) # Enterprise Account Executive – Central / Midwest Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/chainguard.md)Share29 Aug 2026Published58Listing views2Application actions28 Sep 2026Apply before Opportunity details ## About this role. AI SummaryChainguard seeks an Enterprise Account Executive to grow adoption of its secure, hardened open-source software offerings among large organizations in the Central/Midwest territory. The role owns the complete enterprise sales cycle, including prospecting, discovery, pipeline development, technical evaluations, procurement, negotiations, forecasting, and closing. Candidates need 3–5+ years of experience selling complex technical products to enterprise buyers and using a disciplined methodology such as MEDDPICC. Success depends on communicating value across technical, security, and executive stakeholders while consistently achieving pipeline and revenue targets. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 4/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 4/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a demanding enterprise sales role involving long, multi-stakeholder technical buying cycles, security reviews, procurement, and negotiations. The high OTE and expectation to build pipeline while closing complex deals indicate strong quota pressure and a high-performance environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianHighly competitive$325,000US market range$220k–$350k0$385k AI insightThe posting explicitly discloses $325,000 USD in annual OTE, split 50/50 between base salary and variable incentive compensation; the disclosed offer median is therefore $325,000. For a US enterprise account executive selling cybersecurity or developer-security software, a typical annual OTE market range is approximately $220,000–$350,000, varying with territory maturity, quota, attainment plan, and equity. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise sales](https://jobicy.com/jobs?search_keywords=Enterprise%20sales.md)[Strategic account management](https://jobicy.com/jobs?search_keywords=Strategic%20account%20management.md)[MEDDPICC](https://jobicy.com/jobs?search_keywords=MEDDPICC.md)[Pipeline generation](https://jobicy.com/jobs?search_keywords=Pipeline%20generation.md)[Complex deal management](https://jobicy.com/jobs?search_keywords=Complex%20deal%20management.md)[Cybersecurity software](https://jobicy.com/jobs?search_keywords=Cybersecurity%20software.md)[Technical solution selling](https://jobicy.com/jobs?search_keywords=Technical%20solution%20selling.md)[Sales forecasting](https://jobicy.com/jobs?search_keywords=Sales%20forecasting.md)[Negotiation](https://jobicy.com/jobs?search_keywords=Negotiation.md)[Executive stakeholder management](https://jobicy.com/jobs?search_keywords=Executive%20stakeholder%20management.md) Sample interview questionsHow have you used MEDDPICC to advance a complex enterprise opportunity?I map each qualification area early, including measurable customer pain, the economic buyer, decision criteria, and the procurement process. I use the gaps in that map to create mutual action plans and bring in the right internal resources, which improves forecast accuracy and reduces late-stage surprises. Describe how you would build pipeline in a defined enterprise territory with limited existing relationships. I would segment accounts by security maturity, software supply-chain exposure, cloud-native adoption, and strategic initiatives. I would create account hypotheses, coordinate targeted outreach with marketing and sales engineering, engage multiple personas, and measure conversion at each stage to continually refine the approach. How do you communicate technical security value to both engineers and executive buyers? With technical teams, I focus on architecture, implementation fit, validation criteria, and workflow impact. With executives, I connect the same capabilities to measurable outcomes such as reduced software supply-chain risk, faster development, compliance readiness, and lower operational burden. What is your approach when procurement or a security review delays an otherwise strong deal? I identify those processes during qualification rather than treating them as end-stage events. I establish owners, timelines, documentation requirements, and executive alignment through a mutual action plan, while maintaining parallel momentum with the business sponsor and technical champion. How do you maintain reliable forecasts in a fast-growing sales organization? I base forecast categories on verified evidence, not optimism: confirmed business impact, stakeholder access, technical validation, commercial alignment, and a documented close plan. I update risks and next steps consistently in the CRM and communicate changes early so leadership can act on accurate information. 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](https://www.chainguard.dev/legal/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. Next step ## Apply now. Follow the employer’s application method and review Jobicy’s safety guidance before sharing personal information. Keep exploring ## Related remote jobs. Matched by job category10 related opportunities[Sales](https://jobicy.com/categories/seller.md) [Browse all jobs](https://jobicy.com/jobs.md) * ![Chainguard logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/e4b6aacf-221.jpeg) Chainguard Aug 29 ### [Enterprise Account Executive – UK](https://jobicy.com/jobs/151990-enterprise-account-executive-uk-3.md) Chainguard is the trusted source for open source. 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