Sales Account Executive

About the role

Own the full cycle—from first conversation to signed contract—selling AI solutions that drive real business outcomes.

Responsibilities

• 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.
• 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.
• 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.
• 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.
• 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

• 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.

Qualifications

• At this time, we are unable to hire outside of the US or sponsor employment visas (including H-1B, TN, or other work authorizations) for this position.

Skills

• Strong communication and presentation skills.
• Ability to build and maintain relationships with key stakeholders.
• Proficiency in CRM tools and sales methodologies.
• Knowledge of AI and related technologies.

Benefits

• 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.

Pay

• Competitive salary and benefits package.

Schedule

• Remote (United States).