IT MSP Sales Representative

About Us

We are a forward-thinking IT Managed Services Provider delivering end‑to‑end technology solutions that help organizations operate securely, efficiently, and with confidence. Our offerings span managed IT support, cloud solutions, cybersecurity, infrastructure modernization, and strategic technology guidance. We are growing quickly—and looking for a proven sales professional to help accelerate our next stage of expansion.

Role Overview

We’re seeking an experienced MSP Sales Professional with a strong track record of selling Managed Services, IT support agreements, cybersecurity services, and project-based IT solutions. The ideal candidate understands the MSP business model, excels at consultative selling, and can effectively communicate business value to C‑Suite and technical stakeholders.

Key Responsibilities

Develop and manage a high‑quality sales pipeline of SMB and mid-market clients
Conduct discovery sessions to understand customer business needs, pain points, and technology gaps
Present and position the company’s managed IT, cloud, and cybersecurity offerings
Prepare proposals, quotes, and statements of work for service engagements
Achieve and exceed quarterly and annual revenue targets
Collaborate with technical team to ensure accurate scoping and seamless handoff of new clients
Maintain accurate CRM records and forecasting
Build strong, long-term client relationships focused on strategic growth

Required Experience & Skills

5–10 years of direct sales experience within an MSP or IT services environment (mandatory)
Proven success in selling Managed Services Agreements (MSAs), cybersecurity services, and IT projects
Strong understanding of IT infrastructure, cloud technologies (Microsoft 365, Azure), networking, and cybersecurity fundamentals
Exceptional communication, negotiation, and presentation skills
Ability to speak to both executive-level leaders and technical decision makers
Self‑motivated with the ability to manage priorities and meet revenue goals
Experience using CRM systems for pipeline management (e.g., HubSpot, Salesforce, or Autotask)

Nice-to-Have Qualifications

Familiarity with MSP pricing models and service stacks
Existing book of business or industry network
Experience with vCIO frameworks or technology roadmap planning
Knowledge of compliance standards such as SOC 2, ISO 27001, HIPAA, or NIST (as applicable to your region)

What We Offer

Competitive base salary + aggressive commission structure
Benefits package (health, dental, vacation, etc.)
Opportunities for professional development and industry certifications
A supportive, innovative team culture
The chance to influence company growth and make a measurable impact

How to Apply

Please submit your resume and a brief summary of your MSP sales experience to careers@connesso.ca with the subject line “MSP Sales Professional Application.”

Job Type: Full-time

Pay: From $40,000.00 per year

Experience:

sales: 5 years (preferred)

Licence/Certification:

Driving Licence (preferred)

Work Location: On the road

Connesso Inc.

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