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!
Backed by: $60M+ from Craft Ventures, Felicis, Foundry Group, and Renegade Partners
Trusted by: A 2025 Gartner Visionary powering teams at Southwest Airlines, Justworks, GitLab, and ZoomInfo
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). This role requires strong discovery skills, sound judgment, and the ability to align customer needs with Spekit’s solutions through consultative, strategic selling.
Account Executives are expected to operate independently while partnering closely with Sales Leadership, Customer Success, and cross-functional teams to close new business and support renewals and expansion opportunities.
The role reports to the Head of Sales, Freddy Daues.
Core Responsibilities
• 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
What We’re Looking For in You
• You’re hungry to bring a new product to market and close big deals!
• You’re excited to shape the sales strategy and bring in new revenue for a young, rapidly growing startup
• You know how to build a sales pipeline and you love managing the full sales cycle
• You have a client first mentality and are passionate about helping companies find solutions to their toughest problems
• You are adaptable and can think on your feet. When faced with new challenges, or tough conversations, failure simply isn’t an option
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
• Comfortable with high-end exposure to C-level executives, and the ability to build strong trusted relationships
• Ability to perform a full lifecycle sale from prospecting to closing
• Experience navigating complex sales cycle, with the ability to sell to multiple levels and through an organization
• Detail-oriented and analytical with a high clock speed
• Proven experience nursing a deal through a 1-6 month sales cycle
• Team player, positive attitude and willingness to help others
• Ability to influence key decision-makers and negotiate effectively
• Comfortable with Salesforce
• Ability to effectively prioritize tasks and manage time within a fast-paced environment
• Must be able to work legally in the US
We've got you covered!
🩺 100% paid employee Medical, Dental, Vision, and Life Insurance. Benefits begin on your first day!
💸 Meaningful equityÂ
🌴 Flexible Paid Time Off (PTO) policy
🤒 Sick time pay
🎂 Your birthday off!
🎉 Paid Holidays + 1 week end-of-year company shut down
đź’ĽÂ Company sponsored 401kÂ
📚 Yearly Learning & Development Stipend
👶 Maternity/Paternity benefits (both birthing and non-birthing parents)
🚀 The chance to help build from the ground up – the hires we’re making now are foundational to our growth as a company!
The culture that defines us: Y O K E D
Yoke: We move as one, because that’s how we move faster and achieve more. Our speed, strength and ability to innovate lie in how we align, collaborate, support, and courageously challenge and give feedback to one another, running towards our shared mission
Own it: We think like owners. We’re proud of our work, we follow through on commitments, and we do what’s right, even when it’s hard.
Keep It Simple Yet Spektacular: We cut through complexity and relentlessly craft intuitive, fast, and delightful experiences—in our product and in how we work— to move fast, earn our own obsession, and create true, lasting customer love.
Enjoy the Journey: We laugh along the way. We’re kind to each other, we pause to embrace the moment, and celebrate the small wins, even when things get tough, because we recognize that what brings meaning to what we do is who we get to do it with.Â
Drive: We push to get better every day because we love what we do. Growth, curiosity, learning and innovation fuel us. We embrace feedback and the challenges in front of us, moving with purpose, intention and speed
About the Team
At Spekit, we don't just talk about creating opportunity — we build it! With two female founders and a commitment to representation in tech, we're intentional about fostering an inclusive culture, supporting underrepresented communities, and building a team that reflects the diversity of our users. You'll join a collaborative, mission-driven team building category-defining AI products that meaningfully change how people learn and work. This is a rare opportunity to build an iconic company, work directly with leadership, and see your ideas ship quickly in a high-trust environment. If you're excited by the challenge of building elegantly simple, intelligent software that solves real problems for real users, we'd love to talk.