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Enterprise Account Executive, Voice AI
Sadie
Montreal, CAN
Full Time
Senior
Field
1 weeks ago
Enterprise SalesPipeline BuildingDeal ClosingBusiness Case DevelopmentNegotiationCRM
Free
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Enterprise SalesPipeline BuildingDeal Closing
About the Role
Sadie is hiring a founding Enterprise Account Executive to build and close large enterprise accounts for its voice AI platform. You will hunt net-new logos, run the full sales cycle, and drive expansion.
Key Skills for This Role
Enterprise SalesPipeline BuildingDeal ClosingBusiness Case DevelopmentNegotiationCRM
Responsibilities
- Identify and systematically prospect large enterprise accounts across industries
- Build outbound sequences, leverage network, attend 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
- 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, C suite)
- 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
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
- Background in voice AI, conversational AI, contact center technology, or CX automation is a significant advantage
- Proven ability to build pipeline from scratch
- Comfortable running long sales cycles (6–18 months) with multiple stakeholders and procurement gatekeepers
- Strong commercial instincts, ability to build a business case, defend pricing, and negotiate enterprise terms
- CRM discipline: you run your pipeline in a system, not in your head
- Bilingual (English/French) is an asset
Full Job Posting
About Sadie
- Sadie is an enterprise voice AI platform built to replace legacy IVR systems.
- Headquartered in Montreal and owned by Valsoft Corporation.
- Sadie is part of Fluent Software Group.
The Role
- This is a founding enterprise sales hire.
- You will be the first person dedicated to building pipeline for Sadie's large enterprise segment.
- There is no inherited territory, no warm pipeline waiting, and no playbook yet.
What You'll Do Pipeline Building (Hunter)
- 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.
Deal Execution (Closer)
- 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.
Account Development (Nurturer)
- 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.
What We're Looking For
- 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.
- Background in voice AI, conversational AI, contact center technology, or CX automation is a significant advantage.
- Proven ability to build pipeline from scratch, you have done a founding or early enterprise sales role before.
- 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.
- Bilingual (English/French) is an asset given our Montreal base and Canadian enterprise market.
Why Sadie?
- You are the first enterprise sales hire in this segment, territory is wide open.
- Backed by Valsoft Corporation, a profitable, acquisition driven software group.
- Voice AI for enterprise is a high conviction, high growth category.
- The upside is real and uncapped for someone who can close at this level.
- Direct line to product and leadership.
Compensation
- Salary range: CAD 80,000 CAD 100,000 base salary plus commission calculated on Total Contract Value (TCV).
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