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District Sales Leader 2

  • Toronto, Ontario, Canada
  • Remote
  • Posted Oct 9, 2026
  • 1 position

$123,000–$154,000 / year

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Employment type
Full-time
Experience level
Senior · 5+ years
Minimum education
High school
Posting language
English
Working hours
40 hours per week

Job summary

The District Sales Leader is responsible for building and mentoring a high-performing sales team to drive growth and customer loyalty. They will execute an insight-led sales approach to deliver customized IT solutions and meet ambitious sales targets.

Job details

Why you’ll love Softchoice: At Softchoice, a World Wide Technology (WWT) company, we work together to make a new world happen. As an IT solutions provider serving U.S. commercial and SMB organizations, as well as the entire Canadian market, we help organizations turn ambition into real‑world outcomes. We do this through the delivery of secure cloud, AI, software and digital workplace solutions that enable agility, innovation and growth. With a highly engaged, high-performing team, we are certified as a Great Place to Work® in both Canada and the United States, and have been recognized as a Best Workplace in Canada for more than 20 years. We stand proudly for our people and their success through career development and advancement, and continuously strive to do what’s good for our people and communities. As part of WWT, we connect customers to the global scale, advanced innovation, world-class partnerships, and deep expertise of a leader in AI and digital transformation. This includes access to WWT’s Advanced Technology Center (ATC), a collaborative ecosystem featuring state-of-the-art hardware and software that enables customers and partners to conceptualize, test, and validate innovative solutions before deploying them at scale. The impact you will have: Challenging our customers to do more. Your customers are smarter and more self-sufficient than ever, and the services you once sold are being commoditized. What do you do? Well, if you’re working with Softchoice — one of the fastest-growing technology solutions providers in North America — you change the game. And you do it today. As Softchoice’s District Sales Leader, your job is to create opportunity in a rapidly changing industry, taking back control of the sales conversation and delivering customer experiences that build true loyalty. With an ambitious growth target in Softchoice’s sights, you play an instrumental role in building the team, capacity and differentiated services to get us there. What you'll do: Engage Customers Differently: Our sales teams don’t talk, act or sell like other sales teams. We embrace an insight-led sales approach, challenging the status quo with deep industry knowledge, customer insights and tact to reveal to customers what they truly need, not just what they want. Your job is to build that team, crystallizing their focus on business outcomes and empowering them to go against the grain and inspire our customers to do what is best. Active Leadership: Your time is divided between fostering fruitful relationships with partners to increase growth, and showing leadership as an involved, energetic mentor to your team. You show by your actions that the most important thing isn’t your own success — but that of your employees, your partners and your customers. Growth and Loyalty: You hit ambitious sales targets and ensure we are delivering excellent customer experiences, to drive growth and loyalty in your district. From procurement, to professional services, you deliver Softchoice’s wide range of solutions and assessments as customized offerings, to wow customers and maximize returns. What you'll bring to the table: Track record of having significant impact on customers and a history of increasing responsibilities. An insatiable curiosity and drive to learn about your customers, your industry and your team. Exceptional communications skills, written and verbal, enabling you to teach the customer, tailor insights and take control of the sale An independent spirit and an entrepreneurial drive. 5+ years in sales people management within the B2B technology industry. Strong Enterprise and Mid-Market experience, selling a breadth of services and solutions. Highschool diploma or equivalent, preferred. Compensation: A reasonable estimate of the current base pay range for this position in Toronto is $123,000 to $154,000, annually + 45% as target incentives. Actual salary will be based on a variety of factors, including location, experience, skill set, education, and related certification. The range for this position in other geographic locations may differ. Softchoice offers a comprehensive and competitive benefit plan to all full-time employees, which includes: Health and Wellbeing: Medical and Dental Care, Employee & Family Assistance Program Financial Benefits: RRSP/DPSP Retirement Savings Plan with Company Matching, Life and Disability Insurance Paid Time Off: Vacation and Sick Leave, Holidays, Parental Leave, Volunteer Days, Bereavement Leave Additional Perks: Employee Discount Program Not sure if you qualify? Think about applying anyway: We understand that not everyone brings 100% of the skills and experience for the role. At Softchoice, we offer opportunities to a diverse group including those with a variety of workplace experiences and backgrounds. Whether you are new to corporate tech, returning to work after a gap in employment, or looking to transition and take the next step in your career, we are excited to learn more about you and encourage you to apply. Why You’ll Love Working Here: The People: You’ll thrive in our collaborative environment, surrounded by incredible colleagues who foster support and innovation, driving our collective success High-Performing Culture: At Softchoice, we are dedicated to achieving our goals and committed to success for our customers and each other Flexibility: Plan your workdays in a way that suits you best Award-Winning Workplace: Proudly recognized as a Great Place to Work for 21 consecutive years Inclusive Culture: We are committed to a company culture where every team member can be their authentic self Competitive Benefits: Benefit from competitive perks that start on day one Inclusion & Equal opportunity employment: We are an equal opportunity employer committed to diversity, inclusion & belonging. People seeking employment at Softchoice are considered without regard to any protected category including but not limited to, race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation. Require accommodation? We are ready to help: We are proud to provide interview & employment accommodation during the recruitment and hiring process. If you require any accommodation to apply or interview for a position, please reach out directly to asktalentacquisition@softchoice.com. We are committed to working with you to best meet your needs. Our commitment to your experience: We are committed to the safety of all applicants and team members. With that in mind, we have implemented digital interviewing for everyone. We understand that you may need to interview with distractions around you (such as children or furry friends) and we will be doing the same. Before you start with us, we will conduct a criminal record check, verify your education, and check your references. When you join Softchoice, we will onboard you remotely. Don't worry. It's quick, simple and you'll be connected with your new team in no time. Job Requisition ID: 7759 EoE/M/F/Vet/Disability #LI-CW1

What you’ll do

The District Sales Leader is responsible for building and mentoring a high-performing sales team to drive growth and customer loyalty. They will execute an insight-led sales approach to deliver customized IT solutions and meet ambitious sales targets.

Requirements

Candidates must have 5+ years of sales people management experience within the B2B technology industry. Strong experience in enterprise and mid-market sales, along with exceptional communication and leadership skills, is required.

Benefits

  • Medical care
  • Dental care
  • Employee & family assistance program
  • RRSP/DPSP retirement savings plan
  • Life insurance
  • Disability insurance
  • Vacation
  • Sick leave
  • Holidays
  • Parental leave
  • Volunteer days
  • Bereavement leave
  • Employee discount program

Listed skills

  • Leadership · Preferred
  • Account Management · Preferred
  • Communication Skills · Preferred
  • Team building · Preferred
  • Business development · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • Sales management
  • B2B technology sales
  • Enterprise sales
  • Mid-market sales
  • Leadership
  • Mentoring
  • Strategic planning
  • Communication skills
  • Customer relationship management
  • Business development
  • Sales strategy
  • Cloud solutions
  • AI solutions
  • Digital transformation
  • Team building
  • Account management
  • Tactfulness
  • Energetic
  • People Management
  • Curiosity
  • Time Off Management
  • Technology Solutions
  • Digital Transformation
  • Dental Care
  • Business To Business
  • Communication
  • Procurement
  • Differentiated Services
  • Visual Workplaces
  • Sales
  • Selling Techniques
  • Innovation
  • Self-Sufficiency

Job areas

  • Sales
  • Management & Leadership
  • Technology
  • Software
  • Consulting
  • District Sales Leader
  • Sales Lead
  • Commercial Sales Representatives
  • Sales Representatives of Services, Except Advertising, Insurance, Financial Services, and Travel

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