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About the Role

This role involves working directly with senior business and technology leaders to uncover strategic opportunities, understand challenges, and connect them with solutions that create business impact. You will shape opportunities, develop Statements of Work, close deals, and support delivery, contributing to the growth of both the services business and client partnerships.

Responsibilities

• Identify and develop new professional services opportunities within enterprise accounts, including prospecting, pipeline development, opportunity qualification, and closing sales.
• Build trusted relationships with VP, C-suite, business, and technology leaders to understand client priorities and grow long-term account relationships.
• Understand client business and technology challenges and partner with Technical Practice Leads to develop tailored professional services solutions and Statements of Work (SOWs).
• Lead proposals, presentations, pricing, negotiations, RFP/RFI responses, and contract discussions to successfully close professional services engagements.
• Partner with Technical Practice Leads, Delivery, and Recruitment to mobilize technical teams and identify opportunities to expand existing engagements and services.
• Manage your pipeline, maintain accurate CRM activity, forecast sales, and deliver against revenue, gross profit, and account growth targets.

Requirements

• 3-5 years or more years selling technology professional services, consulting or systems integration to enterprise or public-sector clients, with a track record carrying and achieving a services quota.
• Staffing experience is valuable, but staffing-only sales experience is not sufficient on its own.
• Proven ability to build and sustain VP and C-suite relationships, hold a business-value conversation without relying on a technical SME, and expand named accounts from an initial opportunity into broader services relationships.
• Demonstrated experience shaping, pricing and negotiating statements of work, including deliverables, assumptions, acceptance criteria, milestones and change control, and mobilizing multi-disciplinary technical teams against a defined scope.
• Financial literacy across engagement economics, including pricing, gross margin, utilization, delivery risk and the difference between mark-up and margin; disciplined CRM use, forecasting and structured account planning.
• Post-secondary education in business, technology or a related discipline, or equivalent experience.
• Experience in financial services, insurance, government or another regulated sector is an asset.
• Bilingualism (English/French) and eligibility for a Government of Canada security clearance are additional assets.

Skills

• Consultative technology sales
• Opening doors
• Building executive relationships
• Turning complex client challenges into winning solutions
• Prospecting
• Pipeline development
• Opportunity qualification
• Closing sales
• Client relationship management
• Consultative solutions selling
• Sales & proposal management
• Team mobilization
• Account growth
• Sales performance & reporting
• CRM
• Forecasting
• Account planning

Location

• Toronto

Work Type

• Full-Time (perm)
• Hybrid Working model - 3 days onsite (Mon, Tues, Thurs)

Experience Level

• 3-5 years or more years selling technology professional services

Education Level

• Post-secondary education in business, technology or a related discipline, or equivalent experience

Salary/Compensations

• Compensation structure that includes both base and performance-based commission

Benefits

• 3 weeks of paid vacation plus 6 flex days
• Birthday day off
• 5 paid volunteer days per year
• Health and Wellness benefits
• Opportunities to develop your career and grow in reputable IT staffing company

About the Company

• S.i. Systems is Canada’s largest professional staffing provider, with a growing presence in Minneapolis and we work with many of North America’s most prestigious firms.
• We’ve experienced over 20 years of rapid growth and continue to expand at an exciting pace!

Equal Opportunity

• S.i. Systems is committed to fostering a positive and progressive workforce.
• We provide equitable treatment and accommodation to ensure barrier-free employment.
• If you require accommodation due to a disability, please contact Human Resources to ensure that you can fully access and participate in our recruitment process.