Field Supervisor Downtown Toronto

OSL Retail Services Corporation

Job Location:

Toronto - Canada

Monthly Salary: Not Disclosed

Posted on: 4 hours ago

Vacancies: 1 Vacancy

Job Summary

Overview

Field Supervisor High-Touch Consumer Engagement Leader

Contract: 8-Week High-Touch Consumer Engagement Field Work Pilot ThursdaySaturday Evenings Potential Extension to Year-End 2026

Location: Toronto ON King West nightlife district occasional private events

Were hiring a Field Supervisor to lead a bold high-touch pilot program designed to engage Legal Aged Nicotine Users in one of Torontos most dynamic nightlife zones. This opportunity is ideal for someone who thrives in fast-paced people-first environments and has a strong grasp of field operations coaching and performance management in a regulated category.

Youll be the anchor of our field execution managing a team of four skilled Promoters as they activate inside premium nightlife venues; nightclubs supper clubs pubs and select private events. This is not just another field role. Its a leadership position that combines strategy coaching logistics and compliance all while creating premium consumer experiences in a highly visible setting.

Whats in for you

Competitive hourly wage $32/hourplus a lucrative performance bonus program!
$500 Pilot Completion Bonus. Please ask for full details.
Comprehensive Training - Well set you up for success!
Tools to lead your team and make a strong impact.
Team culture driven by radical belonging and high-impact results.
Innovative vision where employee experience is key to frontline success.
Opportunity to grow your career!

Key Responsibilities

Program Execution & Team Leadership

Lead field operations every Thursday to Saturday evening (5 PM to 11 PM) ensuring high-quality consumer engagement experiences.
Supervise and support a cluster of four Promoters often spread across multiple venues in the King West area (Downtown Toronto).
Maintain a strong presence in the field offering real-time support and problem-solving across multiple activation points.
Collaborate directly with client stakeholders and venue partners to ensure seamless deployment and optimize consumer funnel performance.

Coaching & Performance Oversight

Coach and mentor Promoters in delivering personalized compliant consumer interactions and high-conversion engagement strategies.
Drive KPI performance with a focus on lead generation conversion metrics and program success indicators.
Cultivate a performance-based culture grounded in transparency accountability and team support.

Office-Based Operations

Support and lead Wednesday daytime sessions including team training workshops operational debriefs and weekly planning.
Oversee scheduling inventory management field logistics and troubleshooting needs.
Contribute to weekly reporting and analytics validating data accuracy and surfacing consumer insights.
Serve as the main liaison between field teams client representatives and internal operations leads.

What Were Looking For

4 years of progressive field or retail team leadership experience in regulated consumer engagement sectors including nicotine vape cannabis and alcohol marketing programs.
A proven history of coaching teams to hit KPIs especially in sales or consumer acquisition environments.
Strong operational expertise including CRM tools reporting platforms scheduling software and data collection methods.
A balance of field leadership and administrative precision you know how to lead people and keep things running behind the scenes.
An exceptional communicator with the versatility to seamlessly connect and collaborate across diverse stakeholdersfrom team members and clients to venue partners.
Comfortable and committed to working evenings and weekends consistently throughout the pilot duration.
Must have daily access to a reliable vehicle and a valid drivers license. Part of this role includes moving between venues and potentially transporting materials for reps in the field.

Job Posting Status

This position is an active vacancy for an upcoming campaign launch (February 2026)

Who We Are

PPL is a female-led purpose-built marketing and sales activation agency that champions the frontline. We believe that people power performance and that frontline teams are the missing link between brands and their customers. We specialize in bridging strategy and real-world execution by delivering bold and engaging consumer experiences.

Disclaimer: The preceding job description has been designed to indicate the general nature and level of work performed by employees within this job. It is not designed to contain or be interpreted as a comprehensive inventory of all duties responsibilities and qualifications required of employees assigned to this job.

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

Required Experience:

Manager

OverviewField Supervisor High-Touch Consumer Engagement LeaderContract: 8-Week High-Touch Consumer Engagement Field Work Pilot ThursdaySaturday Evenings Potential Extension to Year-End 2026Location: Toronto ON King West nightlife district occasional private eventsWere hiring a Field Supervisor to...