IT Sales Contractor – Skyline IT Inc.

Location: Remote / Calgary Required

Type: Contractor (Base Hourly & Commission-Based)

Industry: Managed IT and Cybersecurity Services

Skyline IT Inc. is a growing Managed Security Service Provider (MSSP) dedicated to bringing enterprise-grade cybersecurity and IT solutions to small and medium-sized businesses without the enterprise price tag. We are looking for a motivated, commission-based Sales Contractor to help us expand our client base and build lasting business relationships.

What You’ll Do

As a Sales Contractor, you will be responsible for identifying prospects, building relationships, presenting our services, and closing support contracts and project engagements. You will represent Skyline IT Inc. professionally in meetings, calls, and on-site visits.

Prospect and generate new leads within small and mid-sized businesses.
Develop and maintain client relationships built on trust and value.
Present Skyline IT’s service offerings, including Managed IT, Cybersecurity, and Network Infrastructure solutions.
Identify client needs and align them with Skyline IT’s service tiers.
Collaborate with the Skyline IT team to deliver customized proposals.
Close deals and earn competitive commissions on successful sales.
Has a built network of contacts to leverage sales

What We’re Looking For

Proven sales experience (preferably in IT, MSP, or B2B environments).
Self-motivated, goal-oriented, and comfortable working independently.
Excellent communication and relationship-building skills.
Ability to understand and articulate technical solutions (training provided)
Have access to a reliable vehicle for business-related travel
Entrepreneurial mindset with a focus on long-term client satisfaction.

What We Offer

Base hourly pay on top of commission $15/hour
High commission structure with no earning cap.
Full sales support so you can focus on selling while we handle the technical side.
Flexible schedule and remote work environment.
Opportunity to grow with a rapidly expanding cybersecurity company.
Travel Reimbursements

Our Commitment to You

fair and reasonable work environment and compensation
positive, supportive, friendly hybrid work environment
recognition of performance
structured to give you independence and flexibility rather than close, over-management (we don't micro-manage as a policy!)

Skyline IT Inc.

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IT Sales Contractor