Director of Sales (Enterprise and Mid Market Sales)

Medioh

$120K — $150K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of B2B sales experience, including 5+ years in leadership roles.
  • Track record of driving revenue growth in tech-oriented environments.
  • Experience in leading and transforming sales teams.
  • Strong background in complex and consultative selling to executives.
  • Financial acumen with budget and revenue management experience.
  • Proficient with CRM systems and data-driven sales techniques.

Responsibilities

  • Develop and execute regional sales strategies aligned with corporate goals.
  • Identify and pursue growth opportunities across targeted industries.
  • Manage full P&L accountability for regional revenue and profitability.
  • Set and achieve sales targets and ensure accurate forecasting.
  • Recruit and lead a high-performing sales team.
  • Build executive relationships with key clients and partners.
  • Partner with teams to ensure effective go-to-market strategies and execution.

Benefits

  • Hybrid work model with competitive benefits.
  • Comprehensive health coverage for employees and their families.
  • Health Spending Account (HSA) included.
  • Employer-matched RRSP Program offered.
  • Paid Floater Days provided.
  • New state-of-the-art office facility reflects commitment to sustainability.
Full Job Description
What You'll Be Contributing:

Strategic Leadership

  • Develop and execute a comprehensive regional sales strategy aligned with corporate objectives;
  • Identify market opportunities and define growth initiatives across targeted industries and solution areas in Enterprise and Mid Market across Canada;
  • Act as a key contributor to leadership discussions and strategic planning in collaboration.


Revenue Ownership

  • Own full regional P&L accountability for revenue generation and profitability;
  • Establish and achieve sales targets, pipeline coverage, and forecasting accuracy;
  • Drive consistent growth through both new business acquisition and expansion of existing accounts.


Team Leadership & Development

  • Recruit, develop, and lead a high-performing sales team;
  • Implement performance management frameworks, including KPIs, coaching, and succession planning;
  • Foster a culture of accountability, collaboration, and continuous improvement.


Client & Partner Engagement

  • Build and maintain strong executive-level relationships with strategic clients and partners;
  • Lead complex negotiations and oversee the successful closure of large-scale opportunities;
  • Act as a trusted advisor to the sale team and in our clients in areas such as digital transformation, AI, and infrastructure solutions.


Go-to-Market Execution

  • Partner with marketing, pre-sales, and delivery teams to align on go-to-market strategies;
  • Ensure disciplined pipeline management and CRM utilization;
  • Drive cross-functional collaboration to support successful deal execution and customer satisfaction.


Operational Excellence

  • Monitor sales performance metrics and implement data-driven improvements;
  • Provide regular reporting, forecasting, and insights to the Vice President of Sales;
  • Ensure alignment with corporate governance, processes, and compliance standards.


What Sets You Apart:

  • 10+ years of progressive experience in B2B sales, including a minimum of 5 years in a leadership role;
  • Demonstrated success in driving revenue growth within technology, solutions, or services environments;
  • Proven ability to lead, scale, and transform sales organizations;
  • Strong experience in complex, consultative selling and executive-level engagement;
  • Financial acumen with experience managing budgets and revenue targets;
  • Proficiency with CRM platforms and data-driven sales methodologies;


What's In it For You:

  • Hybrid work model for certain job categories, supported by competitive benefits.
  • Comprehensive health benefits that ensure you and your family are covered for a wide range of medical needs.
  • Health Spending Account (HSA).
  • Employer-matched RRSP Program.
  • Paid Floater Days.
  • Our head office will soon relocate to a new, state-of-the-art facility in LaSalle, near the Lachine Canal. Designed to set new standards in sustainability, it reflects our commitment to responsible growth and innovation.


Immerse Yourself in the Hypertec Journey:

You think you are the right candidate for this role? We can't wait to meet you! We look beyond the CV to discover real potential. Hit "Apply" and let's discover it together!

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