Enterprise Sales Director — Global Workforce Solutions

Jobgether; Canada; On-site; CAD 216,000 - 285,000; Full time

Benefits offered by this job

Annual base salary in USD $151,750–$-$

Annual bonus or sales incentives

Equity incentive program

Comprehensive medical coverage

Unlimited PTO

Job summary

Jobgether in Canada is seeking an accomplished Sales Director to drive enterprise new business and revenue growth in the global contingent workforce management market.

In this senior, quota-carrying role, you will own the entire enterprise sales cycle—from prospecting and pipeline development to negotiation and closing high-value deals. You will engage with senior decision-makers across Procurement, HR, Talent Acquisition, Legal, and Finance.

Qualifications

• 10+ years in enterprise new business sales (contingent workforce, staffing, HR tech, or procurement tech).
• Proven ability to close complex, multi-stakeholder enterprise deals (6–18+ months).
• Experience selling to enterprise workforce, talent management, and contingent workforce leaders.
• Strong executive presence and ability to navigate C-level negotiations.
• Ability to build and manage enterprise pipelines independently via outbound prospecting.

Responsibilities

• New Logo Acquisition: build and manage a targeted enterprise pipeline to acquire new customers.
• Lead outbound engagement with senior executives and enterprise stakeholders.
• Conduct discovery sessions on workforce strategy, compliance, procurement, and technology needs.
• Own the complete enterprise sales cycle from prospecting to contract execution.
• Meet or exceed sales quotas and revenue targets.
• Develop strategic deal strategies and compelling commercial proposals.
• Navigate RFPs and multi-stage procurement processes.
• Maintain accurate pipeline records and revenue forecasts.

Skills

Enterprise sales experience

New logo acquisition

Complex deal closing

C-level engagement

Pipeline development

Executive leadership presence

Job description

Jobgether in Canada is seeking an accomplished Sales Director to drive enterprise new business and revenue growth in the global contingent workforce management market.

In this senior, quota-carrying role, you will own the entire enterprise sales cycle—from prospecting and pipeline development to negotiation and closing high-value deals. You will engage with senior decision-makers across Procurement, HR, Talent Acquisition, Legal, and Finance.