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Softchoice

Enterprise Account Executive 2

Toronto, ON, Canada

Experience: 10+ years of enterprise sales experience.
Posting language: English
Posted: Sep 22, 2026

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Original job description

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'll have:

Challenging our customers to do more. It has never been a better, more rewarding time to be in technology sales.

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 newest Enterprise Account Executive, your job is to create opportunity in a rapidly changing industry, managing and driving sales with portfolio comprised of some of the largest enterprise customers in Canada. You are responsible for maintaining and growing existing clients, leveraging Softchoice’s unique approach to Software Asset Management; helping customers to reduce complexity with modern methodology to select, procure and manage software, subscriptions and cloud spend including technologies in; Cloud, Workplace and Security.

In turn, you will be responsible for driving services opportunities within your account base aimed at assisting customer to optimize IT and innovate business through our Professional, Managed and Agility services, as well as our in-house Design Studio consulting practice focused on core areas such as: security, FinOps, applications and data, collaboration and productivity, and modern infrastructure.

What you'll do:

Our Customer Engagement Model: This isn’t your typical sales job. With Softchoice, you lead with the customer at the forefront of everything you do, and consider selling to be a strategic partnership. You think differently about sales, and provide value by helping our customer bridge gaps in their business, and reach their goals through technology. You understand your customer's business thoroughly, to lead with personalized market insights, compelling cases for change and innovation, and help them see the path forward to success. Customer success, is our success.
Leadership and Collaboration: You are a passionate and disciplined sales professional. You are comfortable making cold calls as well as eager to meet face-to-face with existing customers. Working alongside our partners, you are able to collaborate with executives from the world’s most innovative tech companies, to deliver fresh and bold new solutions. You achieve all of this while taking care of your fellow team members, upholding excellent business acumen, expertly managing your pipeline and showing true leadership when challenges arise.
Powering Our Vision: Softchoice has assembled all its resources, energy and passion on a singular, all-encompassing goal: Growth! As our newest Enterprise Account Executive, you are an essential player in achieving this company-wide vision. To help us get there, we invest in your potential, expecting you to constantly improve your game with training, education and the resources available to you in the Softchoice community.

What you'll bring to the table:

10+ years of enterprise sales experience.
Strong background in technology sales with experience in areas such as Cloud, Workplace and Security.
Demonstrated experience working within a service provider environment is required.
Deep understanding of enterprise technology solutions and the associated vendor community.
Strategic account planning and execution skills.
Experience leading large complex engagements.
Ability to define strategic and tactical business plans and cases.
Proven track record of success "overachieving" on sales targets.
Experience setting and achieving aggressive sales targets.
Ability to build strong, trusting relationships with internal and external stakeholders.
Strong written and verbal communication skills.
High-level commitment to exceptional customer service and relationship building.
Strong problem solving, organizational and interpersonal skills.
Self-motivated, with ability to work individually and in a team environment.
Proven yourself as a tenacious salesperson, pursuing net new clients, developing business and networking with passion.
University degree required.

Compensation:

For positions aligned to Toronto, the following base salary applies: $95,000 annually + $165,000 target incentive opportunity (Average OTE of $260,000).

Actual compensation will be based on a variety of factors, including territory quota size, experience, skill set, education, and related certification, aligned to our job levels and business needs. The range for these positions 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: 7710

EoE/M/F/Vet/Disability 

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More about this job

Responsibilities

The Enterprise Account Executive is responsible for driving sales and managing relationships with large enterprise customers in Canada. They will lead strategic partnerships to deliver cloud, AI, software, and security solutions while optimizing IT spend and business innovation.

Requirements

Candidates must have 10+ years of enterprise technology sales experience and a proven track record of overachieving on sales targets. A university degree is required, along with deep expertise in cloud, workplace, and security solutions.

Skills

Enterprise sales
Cloud computing
Software asset management
Strategic account planning
Business development
Relationship building
Sales pipeline management
Consultative selling
Communication skills
Problem solving
Negotiation
Market insights
Technical sales
Account management
Leadership

Benefits

Medical care
Dental care
Employee & family assistance program
Company matching
Life insurance
Disability insurance
Vacation leave
Sick leave
Holidays
Parental leave
Volunteer days
Bereavement leave
Employee discount program

Visa sponsorship

Not detected in the job text

Keywords

Enterprise Account Executive
Cloud
AI
Software
Security
Digital transformation
Software Asset Management
FinOps
Professional services
Managed services
Agility services
Design Studio
Modern infrastructure
Collaboration
Productivity
Sales strategy
Account management
Business acumen
Cold calling
Networking
Technology solutions
Vendor management
Strategic planning
Customer success
IT solutions

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