Enterprise Account Executive

ribbon-ai· GTM
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🌍 Remote📍 TorontoFullTime

About this role

Own the enterprise sales journey from first conversation through close. As Ribbon’s Enterprise Account Executive, you’ll work directly with Talent, HR, Operations, and business leaders to help them understand how AI can transform the way they hire.

You’ll be responsible for building pipeline, running consultative sales cycles, deeply understanding customer hiring challenges, and closing high-impact enterprise opportunities. This is a hands-on role for someone who thrives in fast-moving environments, can sell strategically, and wants to help define the category for AI-powered recruiting.

About Ribbon

Ribbon is building the future of hiring: faster, smarter, and built for scale. Recognized by Fast Company as one of the Most Innovative Companies of 2026 and featured by The New York Times, BBC, Inc., and Bloomberg, we’re helping employers find the right people 10× faster. Our always-on voice AI interviewer screens candidates in minutes, identifies top talent automatically, and frees recruiters to spend time where it matters most. We work with some of the largest Fortune 500s customers in automotive, self-storage, logistics, and high-volume hiring, Ribbon is helping teams dramatically reduce time-to-hire, raise candidate quality, and scale without adding headcount.

How you’ll make an impact

  • 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.

We are looking for someone who

  • 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.

Why Ribbon

  • 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.

  • Health & wellness stipend. Your mind and body are part of the product.

  • 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.

Ready to Standout? How to Apply:

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

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.

Frequently Asked Questions

Is the salary disclosed for the Enterprise Account Executive position at ribbon-ai?
The salary for this Enterprise Account Executive role at ribbon-ai is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Is the Enterprise Account Executive job at ribbon-ai remote?
Yes, this Enterprise Account Executive position at ribbon-ai is remote, with team members based in Toronto. You can work from home or anywhere in the supported regions.
Is the Enterprise Account Executive role at ribbon-ai full-time or part-time?
This is listed as a FullTime position. It is posted as a Enterprise Account Executive role in the GTM department at ribbon-ai.
Which team or department does the Enterprise Account Executive at ribbon-ai belong to?
This Enterprise Account Executive position is part of the GTM department at ribbon-ai. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Enterprise Account Executive position at ribbon-ai?
Click the "Apply Now" button on this page. You will be redirected to ribbon-ai's official application portal hosted on ashby where you can submit your application directly.
When was the Enterprise Account Executive job at ribbon-ai posted?
This Enterprise Account Executive position at ribbon-ai was posted on Jun 24, 2026. Apply as soon as possible — early applications are often reviewed first.
Enterprise Account Executive
ribbon-ai
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