Own the full cycle—from first conversation to signed contract—selling AI solutions that drive real business outcomes. Backed by Air Street.
About the role
As 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.
What they're looking for
- 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
More about this role
As 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.
- 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...
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