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.

Ribbon is building the future of hiring: faster, smarter, and built for scale. and Bloomberg, we’re helping employers find the right people 10× faster. 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. 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.

Is proactive, competitive, curious, and excited to help build the sales motion at a fast-growing AI startup. Market-competitive salary + meaningful equity. Direct customer impact. 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. A flexible hybrid work environment.

Work Mode

On‑site Seniority Mid‑Senior Function Sales & Business Development Skills Account Planning Consultative Selling Customer Relationship Management Forecasting Negotiation Problem Solving Stakeholder Management #

📌 Account Executive (English speaking) (Toronto)
🏢 Social Leverage
📍 Toronto