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Job Post Details

Managed Services Sales Executive / Account Executive - job post

Connesso Inc.
Mississauga, ON L5T 1X3•Hybrid work
From $50,000 a year - Full-time

Job details

Pay

  • From $50,000 a year

Job type

  • Full-time

Location

Mississauga, ON L5T 1X3•Hybrid work

Benefits

Pulled from the full job description

  • Vision care
  • Dental care
  • Extended health care

Full job description

Company Overview

Connesso Inc. is a modern Managed Service Provider (MSP) based in Ontario, delivering secure, scalable IT solutions for small to mid-sized businesses. We specialize in Microsoft 365, cloud infrastructure, network design, cybersecurity, and fully managed IT support.

We’re growing—and looking for a results-driven sales professional to help expand our client base and drive long-term managed services relationships.

Role Summary

We are seeking a highly motivated B2B Sales Executive to identify, prospect, and onboard new clients for our Managed IT Services. This is a hunter role focused on generating new business opportunities, building relationships, and closing recurring monthly service agreements (MRR)

Key Responsibilities

  • Identify and prospect new SMB clients (20–100 users ideally)
  • Generate leads through:
  • Cold outreach (phone, email, LinkedIn)
  • Networking and local business engagement
  • Referrals and partnerships
  • Conduct discovery calls to understand client IT needs, risks, and business goals
  • Present and position Connesso’s Managed Services offerings
  • Develop and deliver proposals/MSAs and follow up to close deals
  • Maintain pipeline and activity in CRM (Autotask or equivalent)
  • Collaborate with the technical team for scoping and onboarding handoff
  • Meet or exceed monthly and quarterly sales targets

What Success Looks Like (KPIs)

  • New Monthly Recurring Revenue (MRR) generated
  • Number of qualified pipeline opportunities
  • Close rate and sales cycle speed
  • Client retention post-onboarding
  • Consistent outbound activity (calls, meetings, demos)

Qualifications

Required

  • 5+ years of B2B sales experience (preferably in IT/MSP/SaaS)
  • Proven track record of closing new business
  • Strong communication, negotiation, and presentation skills
  • Comfortable with outbound prospecting and cold outreach

Preferred

  • Experience selling:
  • Managed IT Services / MSP offerings
  • Microsoft 365 / cloud solutions
  • Cybersecurity or networking services
  • Familiarity with SMB IT environments
  • Experience using Autotask CRM/PSA tools

Compensation

  • Base Salary: $50,000 – $70,000 (depending on experience)
  • Commission: Uncapped (based on MRR closed)
  • OTE: $80,000 – $120,000+
  • Performance bonuses tied to revenue milestones

Benefits

  • Flexible work environment (hybrid/remote options)
  • Career growth into senior sales or leadership roles
  • Work with a fast-growing, modern MSP
  • Support from the technical and operations team

Pay: From $50,000.00 per year

Benefits:

  • Dental care
  • Extended health care
  • Vision care

Application question(s):

  • What is the largest deal (MRR or contract value) you’ve closed?
  • Are you comfortable with cold outreach and prospecting?

Experience:

  • selling managed IT services or MSP offerings: 5 years (preferred)
  • B2B sales: 5 years (preferred)

Licence/Certification:

  • Driving Licence (preferred)

Work Location: Hybrid remote in Mississauga, ON L5T 1X3

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