Sales

Full-time Permanent | Hybrid | Winnipeg, MB

Apply here: https://easyapply.co/a/e1cad7f6-2352-4188-86a2-06501a9dc062

Doing business to business, person to person. Payworks is a leading workforce management solutions provider and multi-year winner of the Canada’s Best Managed Companies program. We are proudly Canadian as well as committed to developing world-class products and providing a progressive workplace culture where Doing Right by People is our purpose.

With clients of all sizes and more than 600 employees, we currently have an exciting opportunity on our Sales team for the right candidate. Because when it comes to great people, there’s always room for one more.

Doing Right By People – It’s What We Do

Reporting to the Executive Vice President, Sales, the Sales Operations Manager is the operational backbone of our Sales team, working across the organization to drive effectiveness, efficiency, and scalability. From Salesforce administration to pipeline governance and forecasting accuracy, this role touches every part of how our Sales team performs. You’ll partner closely with Marketing, Finance, Service, and Operations to ensure data integrity and predictable revenue execution in our high-volume, SMB-focused payroll SaaS environment. And yes, this role actually does the work: reporting, analysis, process design, and Salesforce engagement are all yours to own.

WHY YOU SHOULD CHOOSE PAYWORKS

Comprehensive employer paid benefits, including a Health Spending Account, for you and your family and excellent pension plan with employer contributions.
Plenty of professional development opportunities.
Community-minded culture – Receive two paid days per year to volunteer and lots of opportunity to “Pay it Forward”.
Time and flexibility to meet your needs – Hybrid work model with flexible work options, plus 3 weeks vacation to start, flex time and parental leave benefits.
Cool perks – Annual Lifestyle Spending Account, fun office environment and events, and more!

TURNING DATA INTO DEALS – IT’S WHAT YOU’LL DO

Salesforce Program Champion – Serve as the primary voice of Sales within the Salesforce program, advocating for the tools, dashboards, and configurations that drive sales effectiveness. You’ll define and uphold CRM standards, govern data quality and pipeline hygiene, and partner with IT to evolve workflows and automation so that systems work for the Sales team, not against them.
People Leader and Hands-On Contributor – Directly manage and develop the Sales Operations Analyst, providing coaching, clear expectations, and growth opportunities. You’ll foster a collaborative, accountability-driven team culture while remaining a hands-on contributor yourself, personally executing reporting, analysis, Salesforce engagement, and process documentation. Leadership here means doing, not just managing.
Pipeline Management and Forecasting – Own pipeline inspection, stage conversion analysis, and deal velocity reporting. You’ll build and maintain accurate weekly, monthly, and quarterly forecasts, identify gaps and slippage risks, and translate Sales Leadership’s strategic priorities into actionable pipeline and territory plans that bring the bigger picture to life for the field.
Sales Reporting and Analytics – Develop and maintain executive dashboards and account executive-level performance scorecards. You’ll track key KPIs including pipeline coverage, win rates, sales cycle length, average deal size, and Account Executive productivity, and deliver clear, actionable insights to Sales Leadership and executive or board-level audiences as required.
Sales Process and Enablement – Document and continuously improve the end-to-end sales process to support consistency and scale. You’ll support change initiatives, ensure Salesforce usage reflects real sales behavior, partner with Enablement on onboarding and readiness, and proactively identify operational friction points impacting deal velocity, forecast accuracy, or close rates.
Cross-Functional Alignment – Act as the operational liaison between Sales, Marketing, Finance, Service, and Operations. You’ll align lead flow processes, MQL/SQL definitions, and attribution models with Marketing, support Finance with bookings analysis and revenue reporting, and ensure clean, consistent handoffs from Sales to Implementation and Customer Success teams.

WHAT YOU’LL NEED TO SUCCEED

5+ years of experience in Sales Operations or Revenue Operations within a B2B SaaS environment.
Demonstrated experience both leading or mentoring others and personally executing complex sales operations work; candidates who only manage and delegate will not be the right fit.
Deep, hands-on experience with Salesforce Sales Cloud; Salesforce Administrator certification is preferred.
Strong analytical, reporting, and data interpretation skills, with the ability to translate complex data into clear, actionable insights and design scalable reporting frameworks that grow with the business.
Familiarity with AI-driven revenue intelligence tools such as Gong or Clari, with a curiosity for how emerging technology can automate reporting, improve forecast accuracy, and reduce manual work.
Experience supporting SMB or Mid-Market sales teams in a fast-paced SaaS environment.
Strong stakeholder communication skills with the ability to build trust across Sales, Marketing, Finance, and IT through empathy, authentic leadership, and effective communication at all levels.
Sound business judgment with the ability to translate Sales leadership strategy into executable operational priorities across pipeline design, territory planning, and resource decisions.
A track record of championing process improvement and operational transformation, using data, technology, and experimentation to challenge the status quo and improve sales effectiveness at scale.
Sets clear expectations, holds self and team accountable for data integrity and on-time delivery, and balances operational rigour with agility in a fast-moving environment.
Role models continuous learning, adaptability, and resilience, bringing stability and clarity through ambiguity.
Experience in payroll, HCM, or HR technology, or supporting CPQ, pricing models, or sales compensation processes is considered an asset

We are proud to support a Flexible Work Plan that recognizes the diverse needs and lifestyles of our people. The Sales Operations Manager has the option to work fully from the Payworks head office in Winnipeg or on a hybrid work model, working in the office at least three (3) days a week.

Payworks is committed to providing an inclusive, accessible environment, and collaborating with employees, clients and guests to identify and effectively remove barriers, in a manner that respects the principles of independence, dignity, integration, reasonable accommodation and equal opportunity. Payworks welcomes and encourages applications from all persons. Individuals applying for employment with Payworks may request accommodations at all stages of recruitment and employment from Human Resources.

Employees at Payworks’ come from different backgrounds, and we celebrate those differences. We are looking for the best candidate for this opportunity, but do not expect applicants to meet every qualification in order to be considered.

Payworks does not use artificial intelligence (AI) technologies in the screening, assessment, or selection of applicants at any stage of the hiring process.

This posting is for an existing vacancy within our team.

Sales Operations Manager

Payworks Payroll Services

Vanessa Katalbas

80 Payworks Way Winnipeg MB R3Y 2L5
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