Overview

Territory Sales Lead

OSL Retail Services is a dynamic, people-driven organization, providing outsourced sales services for North America's Fortune 500 giants. We're all about fostering a culture of passion, engagement, and an unwavering commitment to exemplary customer service and relationship-building.

This position is for an existing vacancy within our sales team.

As we navigate a period of massive growth, we're on the lookout for dedicated Area/Territory Sales Leads who are eager to champion sales and nurture client relationships. You'll be our go-to at the store level, key to the success of approximately 4 Walmart Wireless Locations.

Key Responsibilities:

Drive Sales: Surpass personal and location sales goals, while creating unmatched customer experiences
Time Management: Optimize your time across multiple locations to maximize profitability
Sales KPIs: Master our sales process and smash sales targets
Team Spirit: Embrace a collaborative approach and a fervor for sales
People Focused: Ability to connect with others, including our customers and your team members
Stay Current: Keep up to date with product knowledge to recommend the most effective solutions to our customers

Preferred Skills and Experience:

2-3 years of retail or outside sales experience (e.g., door-to-door, solar, kiosk, brand ambassador)
A proven track record of sales, excellent customer service, and personal accountability
Strong communication and presentation skills
Availability to work evenings and weekends
Personal vehicle and ability to travel to store locations during operational hours

What We Offer:

Incredible Earnings: Competitive base pay and a lucrative uncapped commission structure, potentially totaling up to $45K- $55K per year and more based on performance.
Benefits: Employer-paid term life insurance, medical, dental, vision, accident, hospital, critical illness insurance, company 401K plan, paid time off (PTO)
Employee Perks: Generous employee referral program, comprehensive in-store and online LMS training, real opportunities for career growth, recognition, and advancement
Fuel Compensation: We've got your travel covered with compensation for your fuel mileage

Extra OSL Benefits:

DailyPay: Get instant access to your funds via DailyPay or Wisely Cards
Education Opportunities: We've partnered with Franklin University, offering employees the chance to further their education online
Discounts & Stipends: Access to discount programs and a monthly phone stipend

As part of our recruitment process, we utilize artificial intelligence (AI)-based tools to assist with certain stages, including initial resume screening and skills-matching assessments. These tools are designed to help our hiring team identify candidates whose experience and qualifications align closely with the requirements of the role. Please note that all final hiring decisions are made by our recruitment and/or hiring manager team. If you have questions or concerns about this process, please feel free to contact us at [email protected].

Feeling excited? If you’re eager to grow as a sales professional, we want to hear from you! For more information before applying, feel free to reach out to us at [email protected]

About the company

OSL runs customer-facing sales programs for North American retailers and consumer brands, placing representatives in client locations to explain products and guide purchase decisions. It recruits and manages retail teams for in-store staffing and merchandising, then runs neighborhood marketing and door-to-door sales for business and consumer customers. The company also supports clients with e-commerce platform work that connects online and physical retail. Brands contract OSL to design and operate these sales services on their behalf, rather than buying a consumer product sold under OSL's name. Established in 2012, OSL is headquartered in Mississauga, Ontario.

Company Size

5,001-10,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Mississauga, Canada

Founded

2012

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Simplify's Take

What believers are saying

Sales training is paid: OSL's October 2026 Collingwood posting lists in-store and online learning plus structured career-development programs.
Field applicants join a North American network: OSL says its marketers work across 2,000+ retail stores.
Management earns external recognition: OSL retained Best Managed Companies Platinum Club status in May 2026, according to its announcement.

What critics are saying

Portland field sales requires schedule flexibility: OSL's August 2026 ad includes evenings, some weekends and frequent regional travel.
The vacancy is prospective: Collingwood's October 2026 OSL ad forecasts hiring and lists hourly pay plus per-sale commissions.
Prospecting requires personal transport: OSL's August 2026 Ziply Fiber posting specifies a personal vehicle and door-to-door sales work.

What makes OSL Retail Services unique

OSL holds Walmart Canada's wireless mandate: it is the exclusive provider and manages 1,700-plus locations across North America.
Sales programs include education: OSL's Walmart Canada work combines product guidance, new carrier partnerships and teams for store openings.
Client data sits in one system: OSL says every program includes OneSource for tracking performance and return on investment.

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OSL Retail Services

Territory Sales Lead

About the job