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
