Note: The job is a remote job and is open to candidates in USA. Contextual.io is a company that partners with clients to deliver cutting-edge AI solutions that transform tasks and operations. As a Sales Account Executive, you will drive new customer acquisition through the full sales cycle, focusing on consultative selling and collaboration with partners to ensure a seamless prospect experience.
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
- 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
Skills
- 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
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.
Company Overview
Contextual builds custom AI solutions for mid-market companies. Built around how you actually work. Your processes, your data, your people. It was founded in 2023, and is headquartered in , with a workforce of 11-50 employees. Its website is https://www.contextual.io.