Vice President of Sales

Job Description

VP of Sales / Enterprise Sales Hunter

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IT Staffing | Payroll Services | MSP Partnerships | SOW Solutions

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Company: Clicksoft

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Location: United States

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Role Overview

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Clicksoft seeks a hands-on sales leader with established Fortune 500 relationships, direct access to leading MSPs, and a proven record of winning staffing, payroll services, and Statement of Work (SOW) business.

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We expect day-one business development activity and a credible path to immediate revenue opportunities. Candidates should bring active buyer relationships and personally drive opportunities from introduction through contract execution and billing.

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Key Responsibilities

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• Activate relationships with Fortune 500 procurement, strategic sourcing, contingent workforce, and technology leaders.
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• Develop business through MSP organizations such as Pontoon, Allegis Global Solutions, Magnit, Randstad Enterprise, TAPFIN, and KellyOCG .
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• Secure direct-client contracts, preferred-supplier agreements, MSP program participation, and access to SOW sourcing opportunities.
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• Sell IT staffing, contingent-worker payroll, employer-of-record services, and workforce transition solutions.
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• Win SOW engagements covering application development, cloud migration, data engineering and AI, cybersecurity, ERP/CRM implementation, QA and testing, infrastructure support, and managed IT services , aligned with ValzoSoft’s delivery capabilities.
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• Structure fixed-price, milestone-based, time-and-materials, and managed-services agreements.
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• Partner with delivery teams to define scope, deliverables, staffing, acceptance criteria, pricing, and change-control terms.
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• Convert relationships into active requirements, payroll transitions, signed projects, and profitable billable revenue.
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• Own proposals, RFP responses, negotiations, pipeline management, and revenue forecasting.
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Required Qualifications

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• Proven enterprise sales experience in IT staffing, workforce solutions, or technology services.
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• Active professional relationships with Fortune 500 buyers and leading MSPs, including Pontoon or comparable organizations .
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• Demonstrated success personally originating and closing payroll services contracts and SOW engagements.
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• Experience navigating supplier onboarding, procurement, vendor compliance, and VMS platforms.
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• A measurable record of achieving revenue and gross-profit targets.
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• Ability to identify qualified near-term opportunities and explain their procurement status, decision process, and expected timeline.
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• Strong commercial negotiation skills and accountability for delivery feasibility and profitability.
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Immediate Revenue Expectations

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• Day one: Present a target-account plan and begin outreach to established buyer relationships.
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• First 30 days: Generate qualified meetings, active requirements, and proposals with identified decision-makers.
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• First 60–90 days: Convert opportunities into signed agreements and initial billable revenue, subject to client procurement and onboarding timelines.
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Revenue and gross-profit targets will be agreed upon before joining. Candidates must clearly distinguish professional contacts from qualified opportunities, signed business, and actual revenue.

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Compensation

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Base salary plus performance-based incentives tied to new business, collected revenue, and gross profit.

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To Apply

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Submit your résumé and a brief summary of:

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• Fortune 500 and MSP accounts you personally developed.
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• Your experience working with Pontoon and other leading MSP programs .
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• Payroll services and SOW contracts you personally won.
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• Revenue and gross profit generated in recent roles.
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• Your first-90-day plan for producing new business at Clicksoft.
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Do not disclose confidential client information or information restricted by obligations to current or former employers.