Own the full cycle-from first conversation to signed contract-selling AI solutions that drive real business outcomes.About the RoleAs a Sales Account Executive at Contextual, you will drive new customer acquisition through inbound lead conversion, targeted outbound selling, and referral partner collaboration. You'll own the full sales cycle-from prospecting and discovery through negotiation and close-for AI-powered solutions built on the Contextual.io platform. This is a high-impact individual contributor role ideal for someone who is energized by consultative selling, enjoys learning new businesses, comfortable navigating complex solution conversations, and motivated to grow alongside a fast-moving company.
Key ResponsibilitiesOwn 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.
Required Qualifications- 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.
- 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.
What We Offer- 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.
