Senior Enterprise Account Executive

Gradial is a Seattle-based startup enabling digital experiences at the speed of thought. We empower marketers and creatives to implement their ideas directly, with software that adapts over time. Our platform automates website and design system updates, large-scale migrations to new design systems, and continuous content optimization while adhering to company and product brands. Backed by world class investors, we’re looking to scale our platform and expand our team. At Gradial, we operate with extreme ownership, bias towards action and critical path planning. We tackle problems from first principles, question assumptions, and find creative solutions. If you want to take risks, work on groundbreaking technology, and see the direct impact of your work, Gradial is where you belong. Role Overview Gradial is seeking an exceptional Senior Enterprise Account Executive to help scale our category defining platform within complex marketing organizations. Our generative AI system automates large scale web content operations, empowering marketers to publish, update, and manage pages without engineering support. You’ll be shaping our go to market motion from the ground up in the Bay Area with an emphasis on landing legacy tech accounts. You’ll refine our ICP, test and evolve outbound strategies, and convert interest from major enterprise teams into long term partnerships. This is a full cycle, enterprise facing role. You’ll manage everything from outbound prospecting to commercial negotiation and post sale handoff. You’ll need strong technical fluency, cross-functional collaboration instincts, and a sharp understanding of how to sell into large, matrixed organizations. You should expect frequent travel to San Jose to run onsite discovery, evaluations, and executive reviews. Location: Remote – San Francisco Bay Area Responsibilities Own the full sales cycle from outbound prospecting to contract execution for enterprise customers Sell into complex legacy tech organizations across the Bay Area Deliver compelling product demos across CMS, workflow automation, and AI driven content management use cases Translate technical functionality into tangible business value across multiple stakeholders including Marketing, Web, Engineering, RevOps, Security, and Procurement Develop and iterate outbound messaging, segmentation, and ICP criteria in close coordination with product and growth Collaborate with Product and Customer Success to provide feedback and accelerate product market fit Maintain a rigorous pipeline discipline, accurately forecast, and consistently exceed revenue goals Host fireside chats and small executive events in the Bay Area to build pipeline and deepen relationships with priority accounts Travel frequently to San Jose to meet strategic customers and run in person evaluations, workshops, and executive reviews Requirements Proven success in full cycle enterprise sales, ideally at a high growth startup or category creating company Experience selling marketing technology, workflow automation tools, or AI native platforms Strong technical aptitude with a level of comfortability demoing product capabilities, APIs, and system integrations Ability to sell into large, complex enterprise environments with multiple stakeholders and long deal cycles Consultative approach with the ability to uncover latent pain, tailor solutions, and drive urgency Operates with high ownership, independence, and accountability in fast moving environments Bay Area based with willingness to travel frequently to San Jose based on account needs and business opportunities Compensation The OTE salary range for this position is $280,000 to $380,000 annually. Final compensation will depend on experience, skillset, and qualifications. This role includes performance based bonuses per our Sales Incentive Plan and equity awards. Gradial offers a competitive benefits package, including medical, dental and vision insurance, 401(k), PTO, paid sick leave, and employee wellness programs. You’ll thrive here if you… Learn quickly and actively seek out new challenges. Embrace AI as a core tool for problem-solving, creativity and scale. Show a strong work ethic, high ownership and bias toward action. Communicate clearly, directly and with curiosity. Thrive in fast-paced, hyper‑growth environments where building better > maintaining status quo. AI Literacy & Interviewing Tools As an AI-first company, we prioritize AI literacy as a core competency in our hiring decisions. We’re excited by candidates who thoughtfully apply AI tools in their work, but during interviews we’re focused on you. This is your opportunity to show how you think, communicate, and solve problems. Over-reliance on AI-generated responses during the interview process (especially when it obscures your own voice) will result in disqualification. We want to understand your unique perspective and how you approach challenges, both with and without AI. What we offer Competitive salary and meaningful equity Comprehensive health, dental and vision coverage Fast-paced environment with flexibility and ownership Real impact, zero bureaucracy A front‑row seat to building category-defining AI infrastructure Gradial is dedicated to creating an environment where diverse perspectives are valued and all team members can grow. We offer competitive compensation, equity, flexible work hours, comprehensive benefits, and a collaborative culture focused on learning and impact. Privacy Policy By submitting your application to Gradial, you acknowledge that any personal data you provide will be processed in accordance with our Privacy Policy. This includes the collection, use, and storage of your information for the purposes of evaluating your qualifications and communicating with you about your candidacy. We handle applicant data with care and in compliance with applicable data protection laws. If you have any questions about how your information is used, please refer to our Privacy Policy or contact us directly. #LI-JP1 #J-18808-Ljbffr