Director, Sales Programs & Execution (Hybrid Remote)

Softchoice; Toronto; Remote; USD 138,000 - 193,000; Full time

Job summary

A leading IT solutions provider is looking for a Sales Strategy Manager to drive and operationalize their sales strategy across North America. This role involves aligning marketing and product efforts to foster growth, monitoring performance metrics, and managing a sales development team. The ideal candidate has extensive experience in sales and marketing, strong leadership skills, and a strategic mindset. Competitive salary and benefits included.

Benefits

Flexible workdays

Competitive benefits starting day one

Collaborative environment

High-performing culture

Inclusivity and support

Qualifications

• 10-15 years of success in Sales, Marketing, and cross-functional growth roles.
• Strong leadership and team management skills.
• Proven track record in driving customer acquisition and retention.

Responsibilities

• Drive and operationalize end-to-end sales strategy.
• Develop cohesive revenue growth strategy.
• Monitor pipeline and field motion metrics.

Skills

Sales strategy alignment

Analytical skills

Leadership skills

Collaboration

Growth initiatives experience

Education

Bachelor's or advanced degree in Business Administration or Marketing

Job description

Whyyou’lllove Softchoice :

We are a software-focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology. By doing these things we help them create success for their customers and their people.

We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities.

The impact you will make :

Drive and operationalize our end-to-end sales strategy by aligning sales, marketing, and product efforts around scalable, data-informed growth levers—ensuring consistent and sustainable execution that supports customer acquisition, expansion, and retention. This role can be based anywhere in North America, with a preference being towards candidates who reside near a Softchoice / WWT office.

What you'll do :

Strategic Sales Execution

• Translate high-level business objectives into executable plays across segments, regions, and teams—ensuring consistent operating rhythms.
• Partner with regional leaders to develop, activate, and continuously refine a cohesive revenue growth strategy anchored in acquisition, expansion, and retention.
• Collaborate with marketing on lead generation strategies, campaign effectiveness, and intent data activation.
• Identify key programs or processes inhibiting growth (e.g., referral programs, sales cadences) and lead structured efforts to address root causes.

Performance & Pipeline Management

Monitor pipeline and field motion metrics across all levels—account, category, region—to assess health, identify trends, and forecast performance.

Drive action on performance gaps by partnering with regional leaders, sharing insights, and aligning on targeted next steps.

Build dashboards and reporting cadences that support weekly / monthly / quarterly reviews of performance indicators, including conversion, velocity, and coverage.

Own bi-weekly performance “packs” for RVPs highlighting insights by team and DSL (e.g., conversion, participation, key plays, etc.).

Organizational Leadership

Manage and evolve the SDR function to ensure optimal support for our growth model.

Shape org design decisions and resourcing to match strategic priorities and account models (e.g., new logo focus vs. expansion coverage).

Act as a player-coach with a mix of strategic ownership and hands-on support to frontline execution.

Time Allocation and Key Focus Areas :

Program leadeship (30%) - Lead and optimize key sales programs by analyzing performance data, identifying barriers (example : segmentation rules, vendor effectiveness, customer acquisition strategies), and implementing corrective actions. Collaborate cross-functionally with Marketing, Demand generation, Partner programs, Microsoft, Vendor partners, and other internal teams to drive program success and innovation.

Execution via RVPs (50%) - Deliver actionable insights and performance analytics to RVPs and DSLs, support accountability for underperformance, and promote best practices across teams. Provide regular reporting and strategic guidance to enhance conversion rates, opportunity creation, and managing sellers on the ground.

Organizational management (20%) - Oversee BDR / SDR team operations and contribute to organizational design efforts to align with business objectives and optimize for the net BA model.

What you'll bring to the table :

10–15 years of success in Sales, Marketing, and cross-functional growth roles, with a track record of delivering results.

Bachelor's or advanced degree in a relevant field (e.g., Business Administration, Marketing).

Strong leadership and team management skills

Strategic thinker with strong analytical skills—able to turn data into practical, actionable strategies across teams.

Deep experience leading growth initiatives that span Sales, Marketing, and Product, including digital transformation efforts.

Excellent communicator and trusted collaborator, with the ability to influence senior leaders and align cross-functional teams.

Pay Range :

The typical pay range for this role is $138,000 - $193,000.

Note : the pay range represents the full pay range for this position. Each individual offer will take into consideration a range of factors, including prior experience and geographic location.

In addition to the base salary, this role is eligible for additional elements of compensation including (cell allowances, annual bonus, commissions etc.), as well as a comprehensive benefits plan.

Not sure if you qualify? Think about applying anyway :

We understand that not everyone brings 100% of the skills and experiencefor 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 20consecutive years

Inclusive Culture : We are committed to an inclusive 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 arean equal opportunity employer committed to diversity, inclusion & belonging. Peopleseeking 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 areproud to provideinterview &employment accommodationduring the recruitment and hiring process. If you requireanyaccommodation to apply or interview for a position, please reach out directly to.We are committed to working with you to best meet your needs.

Our commitment to your experience :

We arecommitted 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 willbe 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 : 6844

EoE / M / F / Vet / Disability

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Nearest Major Market : Chicago