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Contextual AI

Sales Account Executive

Contextual AI

Sales Account Executive at Contextual responsible for full sales cycle and driving customer acquisition through AI-powered solutions. Collaborating with partners and internal teams to ensure successful sales engagement.

Posted 6/16/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • Own and Execute the Full Sales Cycle Manage the complete sales cycle from prospecting and discovery to negotiation and close.
  • Build, maintain, and accurately forecast a high-quality pipeline aligned to revenue targets.
  • Drive outbound outreach to target accounts and industries; identify and engage decision makers across functional and executive levels.
  • Respond quickly and professionally to inbound leads, ensuring high-quality discovery, clear qualification, and rapid follow-up.
  • Work with Sales Engineering resources to determine solution feasibility and how best to demonstrate confidence in outcomes.
  • Deliver compelling presentations, demos, proofs-of-concept, and ROI/value narratives tailored to customer needs and use cases.
  • Collaborate with the Delivery Team to scope AI solutions that align with client goals and platform capabilities.
  • Get to signature.
  • Partner Collaboration & Co-Selling Support partner-sourced opportunities by providing deal support, co-selling, and ensuring a seamless prospect experience.
  • Work alongside partners (e.g. investment firms, technology firms, consultants, boutique agencies) to progress referral-generated pipeline.
  • Provide feedback on partner engagement quality and deal outcomes to help evolve the partner program.
  • Cross-Functional Collaboration Work with Product and Delivery to translate customer problems into product feedback and roadmap insights.
  • Partner with Marketing to refine outbound campaigns, sales assets, and GTM messaging based on front-line buyer interactions.
  • Support Delivery and Customer Success with clear deal documentation and handoff to ensure seamless onboarding.
  • Sales Discipline and Reporting Maintain accurate and up-to-date CRM records, pipeline data, and deal documentation.
  • Follow established sales processes, playbooks, and qualification frameworks.
  • Track and report on key performance metrics including pipeline coverage, conversion rates, sales cycle length, and forecast accuracy.
  • Contribute to the refinement of outreach scripts, qualification guidelines, and sales collateral based on what's working in the field.
  • Customer & Market Insight Develop deep expertise in Contextual's platform, value drivers, customer use cases, and competitive landscape.
  • Stay current on market trends, buyer personas, and emerging needs across target industries.
  • Share front-line insights and recommendations that inform GTM strategy, pricing, packaging, and positioning.

Requirements

What you’ll need
  • 3+ years of experience in B2B software or technology sales with demonstrated quota attainment.
  • Experience managing a full sales cycle, including prospecting, discovery, solution positioning, negotiation, and close.
  • Strong consultative selling skills with the ability to understand complex business problems and articulate solution value.
  • Excellent communicator - comfortable engaging stakeholders from end users to senior executives.
  • Ability to thrive in a fast-paced, early-stage environment: resourceful, adaptable, and energized by building.
  • Disciplined approach to pipeline management, forecasting, and CRM hygiene.

Benefits

Comp & perks
  • Competitive salary and benefits package.
  • Unlimited vacation, where time off is encouraged.
  • Flexible working hours and remote work options.
  • Opportunities for professional growth and development.
  • Collaborative and inclusive work environment.
  • The chance to work on innovative projects with a talented team.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
B2B salesfull sales cycleprospectingdiscoverysolution positioningnegotiationquota attainmentCRM managementpipeline managementforecasting
Soft Skills
consultative sellingcommunicationstakeholder engagementresourcefulnessadaptabilitybuilding relationshipsdisciplineproblem-solvingcollaborationinsight sharing