Enterprise Account Executive

• Own the full enterprise sales cycle, from prospecting and discovery through evaluation, negotiation, and close.
• Build strong relationships with Talent, HR, Operations, and executive stakeholders to understand their hiring priorities, workflows, and business goals.
• Run compelling discovery calls, product demos, pilot discussions, business cases, and executive-level presentations.
• Partner closely with Customer Success, Product, Engineering, and Leadership to structure pilots, proposals, pricing, and implementation plans that drive customer success.
• Develop strategic account plans, manage complex deal cycles, and consistently drive pipeline creation, deal progression, and revenue growth.
• Has 4+ years of B2B SaaS sales experience, ideally selling into enterprise, mid-market, HR, Talent Acquisition, recruiting, staffing, or workforce-related buyers.
• Has experience owning full-cycle sales, including outbound prospecting, discovery, demos, business case development, negotiation, and closing.
• Can sell consultatively to multiple stakeholders and uncover business pain around hiring speed, recruiter capacity, candidate quality, operational efficiency, and cost.
• Is comfortable running complex sales cycles with senior leaders, including Heads of Talent, CHROs, HR leaders, Operations leaders, and executives.
• Has strong commercial judgment and can manage forecasting, pipeline hygiene, next steps, mutual action plans, and deal strategy with discipline.
• Communicates clearly and confidently, both in writing and live conversations, and can make complex ideas feel simple and compelling.
• Is proactive, competitive, curious, and excited to help build the sales motion at a fast-growing AI startup.
• Competitive salary + meaningful equity. We want you thinking like an owner because you are one.
• Direct customer impact. You’ll shape how companies adopt AI in one of the most important parts of their business: hiring.
• Cutting-edge tech. Work with the latest AI tooling, not yesterday’s stack.
• High-growth environment. Join at the inflection point of a fast-scaling, VC-backed company.
• Annual international offsite. Each year, we take our team on an exciting journey to a different international destination. It’s more than just travel, it’s an investment in alignment and collaboration.
• Team lunches & meetups in Toronto. A flexible hybrid work environment.
• We’ve ditched the cover letter and initial screening. Experience Ribbon’s product by starting your AI interview now - 24/7, no recruiter bottlenecks.
• Apply in Seconds: Click here to start your AI Interview - here https://app.ribbon.ai/interview/83dd2791?assignedRecruiterId=0798c7e4-5fc1-4e9a-abe0-5b2940a0abb6
• Showcase Your True Potential: Go beyond your resume and let your skills shine.
• Stay Tuned: If you’re a match, our team will reach out fast for next steps.
• We can’t wait to see how you’ll help our customers hire faster, smarter, and better with Ribbon.

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