CareerPlan

Sales Director

CanadaFull-time$152k–$200k2026-11-10 → 2026-11-11

Core

Drive enterprise new business acquisition and generate revenue growth in the global contingent workforce management market by owning the entire sales cycle from prospecting to closing high-value deals.

Role type

Senior quota-carrying Sales Director

Builds

Enterprise sales pipeline and revenue for workforce solutions (IC, AOR, EOR, staff augmentation, outsourced services)

Domain

HR Technology / Contingent Workforce Management

Required skills

Enterprise new business sales, complex deal negotiation, multi-stakeholder management, strategic account penetration, consultative selling, pipeline development, executive presence, deal structuring, compliance knowledge

Preferred skills

Experience in contingent workforce models (IC, AOR, EOR, MSP, VMS), global talent management, fast-paced entrepreneurial environments

Technologies

VMS, MSP, AOR, EOR, IC compliance frameworks

Responsibilities

Build and manage targeted enterprise sales pipeline; Lead proactive outbound engagement with senior executives; Conduct discovery sessions on workforce strategy and compliance; Own the complete enterprise sales cycle including RFP navigation; Meet or exceed assigned sales quotas; Partner with Solutions, Product, Legal, and Delivery teams to execute deals

Seniority

Senior, hands-on IC