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Retail Operator Jobs in Ontario (NOW HIRING)

You'll work closely with enablement, onboarding, and product teams to understand Retail operators' unique needs and build solutions that help Retailers thrive. We're looking for a passionate ...

Canlan Sports is the largest private sector owner and operator of recreational sports complexes in ... Accountabilities The Retail Coordinator will work closely with Sport Shop Supervisors, Food and ...

Posted today

You've gained your experience in a commercial/office/retail/residential environment; * You completed/ enrolled in your BES Operator Class I & II Certificate; * You are familiar with safety and fire ...

Overview Retail Operations Manager Six-Month Contract, with strong potential to become ... Build an operating culture that supports employee retention, accountability and consistent ...

Retail Operations Manager Six-Month Contract, with strong potential to become permanent ... Build an operating culture that supports employee retention, accountability and consistent ...

Building Operator

Toronto, ON · On-site

CA$65K - CA$75K/yr

You've gained your experience in a commercial/office/retail environment; * You have completed or are enrolled in your BES Operator Class I & II Certificates; * You are familiar with safety and fire ...

You've gained your experience in a commercial/office/retail environment; * You have completed or are enrolled in your BES Operator Class I & II Certificates; * You are familiar with safety and fire ...

Operating across North America, Asia Pacific, and Europe, the company delivers services through its Branded Services, Experiential Services, and Retailer Services divisions. About the role: This is a ...

... retailers with a complete range of innovative ingredients and branded products. Our portfolio ... An Operator 2 is responsible for following the Production Schedule, operating a variety of ...

PRODUCTION OPERATOR

Belleville, ON · On-site

CA$18.04 - CA$18.57/hr

As a Production Operator, you are part of a team producing retail ready fresh meat products for our ... customers. These products include beef, pork, veal, ground beef and fresh sausage products. This is ...

... retailers with a complete range of innovative ingredients and branded products. Our portfolio ... An Operator 2 is responsible for following the Production Schedule, operating a variety of ...

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Freshburg Corp., operating as Budget Basket, is seeking an experienced Retail Expansion Project Leader to support the continued development and expansion of our retail network across Ontario. The ...

Maintains confidentiality of retail operating information. * Assures compliance with government legislation as it applies to employment standards and health and safety guidelines in overall ...

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Retail Operator information

What is the difference between Retail Operator vs Retail Manager?

AspectRetail OperatorRetail Manager
ResponsibilitiesOversees daily store operations, manages staff, handles customer serviceLeads store team, develops sales strategies, manages budgets and staff performance
CredentialsHigh school diploma or equivalent, experience in retailHigh school diploma, often some management or leadership training
Work EnvironmentRetail stores, fast-paced, customer-focusedRetail stores, managerial setting, strategic planning
Industry UsageCommonly used for operational roles in retailUsed for leadership roles overseeing multiple staff or locations

Retail Operators focus on daily store functions and customer service, while Retail Managers take on leadership, strategic planning, and team development. Both roles are essential in retail, but they differ in scope and responsibilities.

What do retail operators do?

Retail operators manage daily store operations, including supervising staff, ensuring customer satisfaction, maintaining inventory, and handling sales transactions. They often use point-of-sale systems and require good communication and organizational skills to ensure the store runs efficiently.

What is the easiest retail operator job to get into?

Entry-level retail positions such as cashier or sales associate are generally the easiest retail operator jobs to obtain, as they often require minimal prior experience and may not need specialized certifications. These roles typically involve customer service, basic sales skills, and working in a retail environment with flexible schedules.
Infographic showing various Retail Operator job openings in Ontario as of August 2026, with employment types broken down into 62% Full Time, 37% Part Time, and 1% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution.

Retail Sales District Manager

Toast

Toronto, ON • On-site

Full-time

Re-posted 2 days ago


Job description

After years of building an innovative POS platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder's mindset as we grow Toast's presence in this new vertical with a new offering: the Toast Retail platform. We are looking for a District Manager to spearhead our Canadian Retail launch - starting by personally selling, shaping the GTM motion, and then building a sales team. Toast offers an all-in-one platform that helps restaurateurs and retailers operate their business, increase sales, engage guests, and keep employees happy. 

As a Founding District Manager, you will be one of the first sales leaders of our Canadian Retail Sales team and pivotal to the growth of the Toast brand in Canada. Reporting to the Regional Vice President of Retail Sales, you will help launch our Canadian presence, drive early wins, and then help build and scale the sales team. You'll work closely with enablement, onboarding, and product teams to understand Retail operators' unique needs and build solutions that help Retailers thrive. We're looking for a passionate, entrepreneurial leader to launch and grow the Toast brand in this new market.

You will be managing and supporting field based account executives. Candidates must live local to Toronto or be willing to relocate. 

A day in the life (Responsibilities) 

  • Hire, develop, motivate, and manage a quota-achieving sales team
  • Coach your team on a full cycle sales process. This includes coaching on how to conduct efficient discovery meetings, live demos, and craft a solution proposal that best meets the prospective customer's needs
  • Spend time coaching and empowering your team through field visits that include walk-ins, prospecting, trade shows, and local business partnerships to help exceed quotas
  • Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery
  • Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates
  • Accountable for the new business growth across your assigned district  

What you'll need to thrive (Requirements)

  • 5+ years of sales experience in a sourcing and/or closing role
  • 3+ years of leadership experience
  • Proven track record of success
  • Passionate with the ability to inspire and motivate those around them
  • Entrepreneurial, self-motivated, creative, and flexible with the ability to perform well under pressure

What will help you stand out (Nonessential Skills/Nice to Haves)

  • Management experience building customer-facing, quota-achieving full cycle sales teams
  • Experience working in a tech environment
  • Experience working in a fast-paced, high growth environment
  • Experience working in a retail environment
  • Proven track record of creating a winning culture that performs at a high level

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it's a core part of our culture.

Our Total Rewards Philosophy 
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters' changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.