Enterprise Account Executive

Ribbon; Toronto; On-site; CAD 80,000 - 120,000; Full time

Benefits offered by this job

Competitive salary + meaningful equity

Health & wellness stipend

Annual international offsite

Team lunches & meetups in Toronto

Job summary

Ribbon is seeking an Enterprise Account Executive to lead the sales journey and engage with HR, Talent, and Operations leaders to transform hiring through AI. In this role, you will be responsible for managing the full sales cycle, building strong relationships, and understanding client needs to drive impactful solutions.

With over 4 years of B2B SaaS sales experience, you will deeply engage with stakeholders, running compelling discovery calls and demos. The position offers a competitive salary, equity, and unique opportunities for growth in a high-paced AI environment.

Qualifications

• 4+ years of B2B SaaS sales experience, ideally in enterprise or mid-market.
• Experience owning full-cycle sales from prospecting to closing.
• Ability to sell consultatively to multiple stakeholders.

Responsibilities

• Own the full enterprise sales cycle from prospecting to close.
• Build relationships with Talent, HR, and Operations stakeholders.
• Run discovery calls, product demos, and executive presentations.

Skills

B2B SaaS sales experience

Commercial judgment

Consultative selling

Relationship building

Clear communication

Job description

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 500 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.