Enterprise Account Executive, Voice AI

Valsoft Corporation

10h • CA$80,000 - CA$100,000 • Remote

About The Position

Sadie is an enterprise voice AI platform built to replace legacy IVR systems and transform how large organizations handle customer interactions at scale. Headquartered in Montreal and owned by Valsoft Corporation, Sadie delivers intelligent, conversational voice experiences that operate 24/7, reducing operational costs, capturing revenue, and elevating the customer experience without adding headcount. The company is moving upmarket to sell to large enterprise accounts where the commercial opportunity is significant and the product impact is measurable. Sadie is part of Fluent Software Group (a Valsoft Corporation operating group), a global acquirer and operator of vertical market software businesses focused on specialized industries.

This is a founding enterprise sales hire. The role involves building pipeline for Sadie's large enterprise segment, which includes accounts with complex contact center environments, high inbound call volume, and the organizational scale to justify a voice AI deployment. The individual will hunt net-new logos, run the full sales cycle, and where strategic accounts warrant it, retain commercial ownership post-close to drive expansion. Vertical focus is open, with prioritization on account size and deal quality over industry specialization in this early phase.

Requirements

• B2B enterprise sales experience, with a demonstrable track record of closing 6- and 7-figure deals.
• Experience selling into large enterprise accounts in complex environments strongly preferred.
• Proven ability to build pipeline from scratch; you have done a founding or early enterprise sales role before and you know what that requires.
• Comfortable running long sales cycles (6–18 months) with multiple stakeholders and procurement gatekeepers.
• Strong commercial instincts, you can build a business case, defend pricing, and negotiate enterprise terms.
• CRM discipline: you run your pipeline in a system, not in your head.

Nice To Haves

• Background in voice AI, conversational AI, contact center technology, or CX automation is a significant advantage.
• Bilingual (English/French) is an asset given our Montreal base and Canadian enterprise market.

Responsibilities

• Identify and systematically prospect large enterprise accounts across industries.
• Build outbound sequences, leverage your network, attend relevant industry events, and develop partner and channel relationships to generate qualified pipeline.
• Run sharp discovery to assess decision-maker access, technical fit, budget cycle, and strategic urgency before committing deep cycle resources.
• Maintain a pipeline that is 3–4x your quarterly target at all times.
• Own the full sales process from first meeting through signed contract on deals you originate.
• Navigate complex, multi-stakeholder enterprise environments, CX leadership, IT, procurement, and C-suite, simultaneously.
• Build compelling business cases anchored to cost reduction, call deflection rates, CSAT improvement, and revenue capture.
• Manage RFP processes, security reviews, and legal cycles without losing deal momentum.
• Hit and exceed quarterly TCV targets.
• Retain commercial ownership of strategic accounts post-close to drive expansion and renewal.
• Act as the voice of the enterprise customer back into product and leadership.

Benefits

• Salary range of $80,000 - $100,000 CAD base salary plus commission calculated on Total Contract Value (TCV).
• Backed by Valsoft Corporation, a profitable, acquisition-driven software group, stable platform, no dependency on the next funding round.
• The upside is real and uncapped for someone who can close at this level.
• Direct line to product and leadership, you will shape how this market motion gets built.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed