Sales Account Executive

About Spekit

At Spekit, we’re building a truly context-aware experience where you never have to search for the right answer again. It starts with Sidekick, our execution layer that lives in your browser, Slack, and beyond. Sidekick anticipates a sales rep’s next move, translating complex signals into in-flow coaching, automated workflows, and deal-aware content creation — constantly answering the only question that matters: “Given everything I know about this deal, what should I say, share, or do right now?” But delivering that experience requires more than a chatbot. It requires an authoritative system of truth that governs how a company goes to market. A content platform that keeps information dynamic and accurate as the business evolves, connecting enablement to real revenue outcomes. An intelligence layer humans rely on, and the one other AI systems consume. It requires, Spekit.

Recognized as a Visionary in Gartner’s 2025 Magic Quadrant™ for Revenue Enablement Platforms, we’re reimagining how people work and learn in an AI-first world. Come build with us!

Role Overview

We’re looking for an Account Executive who thinks strategically, understands how AI is changing go-to-market teams and processes, and wants to influence messaging, systems, and pipeline strategy — in addition to closing deals. The Account Executive role is responsible for driving new revenue by owning and executing a full-cycle sales motion for strategic mid-market customers (approximately 300–3,000 employees).

• Own and manage a pipeline of strategic mid-market accounts
• Execute full-cycle sales activities, including prospecting, discovery, solution alignment, negotiation, and closing
• Generate and manage a portion of personal pipeline through outbound prospecting and account development
• Conduct regular, sustained communication with prospects and customers via phone, video conferencing, and email
• Lead complex sales conversations, handle objections, and negotiate commercial terms and contracts
• Achieve and consistently meet or exceed assigned sales targets and performance expectations
• Partner with Customer Success on renewals and expansion opportunities
• Navigate multi-stakeholder sales cycles and sell to multiple levels within customer organizations, including executive leadership
• Exercise consistent judgment and decision-making when engaging C-level stakeholders and managing strategic deals
• Prioritize tasks effectively and manage time in a fast-paced, quota-driven environment
• Maintain accurate pipeline and activity tracking in Salesforce and related systems
• Collaborate as a team player and contribute positively to team culture and shared goals

Must-Haves

• 5+ successful years as a quota carrying Account Executive in B2B SaaS Sales
• You have experience bringing new product(s) to market - ideally (though not required) in the broader learning or enablement space which includes selling to enablement teams, sales leaders and/or revenue operations teams
• You have proven experience in closing deals and consistently exceeding sales quotas
• You are comfortable with high-end exposure to C-level executives, and the ability to build strong trusted relationships
• You have experience navigating complex sales cycle, with the ability to sell to multiple levels and through an organization
• You are detail-oriented and analytical with a high clock speed
• You have proven experience nursing a deal through a 1-6 month sales cycle
• You are a team player, positive attitude, and willing to help others
• You are able to influence key decision-makers and negotiate effectively
• You have ability to perform a full lifecycle sale from prospecting to closing
• You have ability to prioritize tasks and manage time within a fast-paced environment
• You must be able to work legally in the US