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Enterprise Account Executive

Contentful - Chicago, IL, United States - In-office - posted 2026-10-13

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Salary: USD 99,500 - 164,850 / annual

Contentful (now part of Salesforce) is seeking an Enterprise Account Executive to drive growth across North American enterprise accounts. You will own the full end-to-end sales cycle—from prospecting through closing—for new and existing enterprise customers with $1B+ revenue, with a focus on financial services companies. You'll manage deals ranging from $50K to $1M+ ACV, leveraging deep expertise in marketing technology, digital experience platforms (DXP), headless CMS, and content personalization. In this highly consultative role, you will act as a trusted advisor to C-level executives and technical stakeholders, articulating clear ROI and business outcomes aligned with digital transformation priorities. You'll execute the MEDPICC sales methodology throughout the sales cycle, develop tailored business cases and proposals, manage complex RFI/RFQ processes, and orchestrate multi-stakeholder deals. You'll also refine the land-and-expand model in collaboration with Sales, Partnerships, and Customer Success teams, driving expansion, cross-sell, and upsell motions. You'll partner closely with Sales Engineers, Solution Architects, BDRs, Account Managers, and Customer Success to uncover technical challenges and ensure customers achieve full value from Contentful's platform. Your compensation plan includes monthly and annual accelerators for exceeding bookings goals. REQUIREMENTS: - 4–8+ years selling enterprise SaaS or PaaS platforms, with expertise in Martech, CMS, personalization, or digital experience technologies - Demonstrated experience using MEDPICC (or equivalent) sales qualification framework to structure, manage, and close large, complex enterprise deals - Consistent quota overachievement, including individual responsibility for closing $150K+ transactions at $1B+ revenue organizations with frequent VP and C-level engagement - Advanced skills in value-based selling and consultative sales methodologies, with ability to articulate and deliver measurable customer outcomes - Deep knowledge of digital marketing technology, including headless CMS, content personalization, customer data integration, and cross-channel content delivery - Expertise working within partner ecosystems and leveraging partnerships to land, expand, and drive customer value - Experience growing and expanding existing customer accounts in SaaS/PaaS environments - Strong communication, proposal development, and presentation skills to engage and influence both technical and business decision-makers - Understanding of sales-led growth motions and enterprise software sales best practices - Prior CMS sales experience highly preferred - Must be authorized to work without visa sponsorship

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