Build Your Career with a Growing MSP

Are you a proven technology sales professional who enjoys opening doors, building relationships, and winning recent business?

Do you thrive on prospecting, creating opportunities, and helping businesses solve real technology challenges?

If so, Connesso Inc. wants to hear from you.

We are a growing Managed IT Services Provider (MSP) serving small and mid-sized businesses throughout the Greater Toronto Area. We provide Managed IT Services, Cybersecurity, Microsoft Cloud Solutions, Professional Services, and IT Infrastructure solutions that help businesses become more secure, productive, and efficient.

We're looking for an experienced Business Development Manager to help accelerate our growth by developing new client relationships and closing long-term Managed Services agreements.

What You'll Be Doing

- Prospect and generate new business opportunities through networking, referrals, cold outreach, social selling, and strategic partnerships.
- Build and maintain a healthy sales pipeline using our CRM.
- Conduct discovery meetings with business owners and decision-makers.
- Identify customer challenges and recommend technology solutions that align with their business goals.
- Present and demonstrate Connesso's technology solutions.
- Prepare proposals in collaboration with our technical team.
- Negotiate agreements and close new business.
- Ensure a smooth transition from Sales to Service Delivery.
- Develop long-term customer relationships that create future growth opportunities.
- Maintain accurate sales forecasts and pipeline reporting.

Solutions You'll Sell

- Managed IT Services
- Cybersecurity Services
- Microsoft 365
- Microsoft Azure
- Azure Virtual Desktop (AVD)
- Backup & Disaster Recovery
- Network Infrastructure
- Wireless Solutions
- Cloud Migrations
- Professional IT Services
- Structured Cabling
- IT Consulting Services

The Ideal Candidate

You are someone who

- Enjoys hunting for new business.
- Has a proven history of exceeding sales targets.
- Builds trust quickly with business owners and executives.




- Is confident speaking with decision-makers.
- Works independently while collaborating with technical teams.
- Takes ownership of your territory and pipeline.
- Is motivated by uncapped earning potential.

Qualifications

Required

- Minimum 5 years of B2B technology sales experience.
- Experience selling Managed IT Services, Cybersecurity, Cloud, Telecommunications, SaaS, or Enterprise Technology solutions.
- Proven ability to generate new business through prospecting and networking.
- Strong presentation, communication, and negotiation skills.
- Experience managing the complete sales cycle from prospecting through contract execution.
- Valid Ontario driver's licence and reliable transportation.
- Ability to travel throughout the Greater Toronto Area.

Preferred
- Existing network of SMB business owners and decision-makers.
- Experience selling Microsoft 365 and Azure solutions.
- Experience selling cybersecurity services.
- Familiarity with CRM platforms such as HubSpot, Salesforce, Dynamics 365, or Autotask.
- Previous MSP or IT services sales experience.

What Success Looks Like

First 30 Days

- Complete onboarding and become familiar with Connesso's services, sales process, and CRM.
- Build an active prospect list and begin consistent outbound business development.
- Schedule and conduct discovery meetings with qualified prospects.
- Develop a healthy sales pipeline with qualified opportunities.

Within 60 Days
- Deliver qualified proposals and actively manage opportunities through the sales cycle.
- Build strong relationships with prospective clients and referral partners.
- Demonstrate consistent prospecting activity and pipeline growth.

Within 90 Days
- Close your first new Managed Services client.




- Build a sustainable pipeline capable of consistently achieving annual sales objectives.
- Become a trusted advisor to prospective customers and contribute to Connesso's continued growth.

Compensation & Benefits We offer a competitive compensation package including:

- Competitive base salary
- Uncapped commission
- Annual performance bonus
- Mileage reimbursement for approved business travel
- Ongoing sales and technical training
- Professional development opportunities
- Career growth within a growing organization

We will provide the successful candidate with a detailed Annual Compensation Plan outlining salary, commission structure, sales objectives, and performance incentives. Why Join Connesso?

- Join a growing and ambitious Managed IT Services Provider.
- Help shape the future of our sales organization.
- Sell a complete portfolio of Managed IT, Cloud, Cybersecurity, and Professional Services.
- Work alongside experienced technical professionals.
- Be rewarded for building long-term customer relationships.
- Enjoy significant career growth opportunities as the company expands.

How to Apply Please submit your resume along with a brief summary (250 words or less) describing the largest technology sale you've closed, your role in winning the business, and what made you successful.

We thank all applicants for their interest; however, only candidates selected for an interview will be contacted.

Connesso Inc. is an equal opportunity employer

Benefits

- Dental care
- Extended health care
- Vision care

Application question(s):
- How many years of new business development ("hunter") experience do you have?
- Have you sold Managed Services Agreements with monthly recurring revenue (MRR)?
- What was the largest annual recurring revenue (ARR) or MRR contract you have personally closed?

Experience:
- selling managed IT services or MSP offerings: 5 years (preferred)

Licence/Certification:
- Driving Licence (preferred)

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

📌 Business Development Manager – Managed IT Services (Mississauga)
🏢 Connesso
📍 Mississauga