DIT - Senior Account Executive (ON)

2 weeks ago

Hamilton, Ontario, Canada Connex Telecommunications Inc. Full time $85,000 - $100,000

DependableIT is a trusted Canadian leader in customer experience, managed IT, and technical support services. For over two decades, we've helped some of North America's top brands deliver exceptional service with speed, reliability, and innovation. Our culture is built around our core values and we're focused on delivering high-value advanced technical and managed service solutions to help clients modernize and grow. Join a company redefining what dependable means in modern IT and services. You'll have the backing of a 20+ year reputation, the flexibility to sell advanced managed services, and the freedom to contribute to the growth of a fast-evolving organization.

We're looking for a Senior Account Executive who brings both experience and relationships to the table. The ideal candidate is a proven sales professional with active client relationships and a strong track record in advanced technical and managed service solutions. You'll own the full sales cycle - from prospecting and relationship development to proposal creation and deal closure - while collaborating closely with our internal RFP and technical solution teams. This is a strategic, high-impact role for a self-starter who can open new doors, expand DependableIT's presence across Canada, and help shape the next phase of our growth.

The ideal candidate for this position possesses the following characteristics:

  • They are hungry for growth and committed to ongoing learning, self-fulfillment, health, and happiness

  • They work to drive limitless improvement and innovation, while sharing ownership and leading by example at every step

  • They support, value, and respect every team member with open communication, equal opportunity and positivity to achieve goals together

Important Information:

Base Salary: $85,000–$100,000 CAD

On-Target Earnings (OTE): $140,000–$180,000+ CAD (uncapped commission)

Location: Hybrid (Hamilton, ON) – travel as required 

What We Have to Offer:

  • An Amazing Team of Coworkers and Support Staff

  • Fun Work Culture that Appreciates You

  • Medical, Dental and Vision Benefits after 6 Months

  • Career Advancement - We promote from within; advance your career through your actions

  • Mileage or travel coverage

  • Executive-level support.

Working as a  Senior Account Executive, You Will:

  • Drive new client acquisition within the Canadian market, leveraging existing relationships and networks.

  • Manage complex sales cycles from initial outreach through to contract negotiation and closure.

  • Collaborate with internal RFP, finance, and technical teams to develop winning proposals and pricing models.

  • Build long-term, trusted relationships with client executives and decision-makers.

  • Represent DependableIT at industry events, conferences, and client meetings.

  • Maintain a strong understanding of managed services, technical support, and outsourcing models.

  • Accurately forecast pipeline, sales activity, and revenue performance.

Working as a  Senior Account Executive, You Should Have:

  • 7+ years of B2B sales experience in managed services, IT outsourcing, or BPO.

  • Demonstrated success closing large, multi-year contracts with enterprise or mid-market clients.

  • Active client relationships that can generate new opportunities.

  • Deep understanding of service delivery models and consultative, solution-based selling.

  • Strong negotiation, presentation, and executive-level communication skills.

  • Self-motivated, strategic, and highly accountable.

Additional information:

  • Candidates must be legally able to work in Ontario, Canada

  • Candidates should not be convicted of a criminal offense for which a pardon has not been received

Website:

#INDHP

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