Pickering, On Assistant supervisor Jobs – 70 Openings This Week

Retail Area Manager / Field Operator, Multi-Branch Execution
Cash 4 You Corp. —Oshawa, ON
- $50,000–$60,000 a year
- Full-time
Quick apply
Child care Educator (RECE, CYW/CYC, OCT, Rec & Leisure, or ECA)
YMCA of Greater Toronto —Markham, ON
- $22–$28 an hour
- Temporary
- Childcare
- CPR Certification
- High school diploma or GED
- Disability insurance
- Dental care
Assistant Manager
Foot Locker —Markham, ON
- $23.10 an hour
- Weekends as needed
- Sales
- AI
- Leadership
- Dental care
- Paid time off
Client Services Coordinator
Bayshore HealthCare —Markham, ON
- $39,675–$52,900 a year
- Full-time
- Customer service
- Medical office experience
- Administrative experience
Administrative Support Rehab
Durham Medical —Oshawa, ON
- $19–$24 an hour
- Full-time
- Medical office experience
- Administrative experience
- High school diploma or GED
Quick apply
Primo/Flexographic Press Operator
Max Solutions, Inc. —Pickering, ON
- $32–$38 an hour
- Full-time
- In-person
- Manufacturing
- Mechanical knowledge
- Disability insurance
- Dental care
Quick apply
6d
Instructor - NAAC Early Childhood Assistant (ECA)
DataWiz College —Scarborough, ON
- $23–$26 an hour
- Full-time
- Hybrid work
- Childcare
- CPR Certification
- Bachelor's
- Work from home
Quick apply
10d
Store Manager – Vancouver Launch Assignment
Benjamin Moore Colour Sense —Markham, ON
- $67,000–$90,000 a year
- Weekends as needed
- Sales
- Customer service
- Supervising experience
- Store discount
- Disability insurance
Quick apply
3d
Administration Assistant
T&T Supermarket —Markham, ON
- $37,000–$45,000 a year
- Full-time
- English
- Hotel
- Administrative experience
- Dental care
- Vision care
Pharmacy Assistant
Bayshore HealthCare —Markham, ON
- $39,675–$52,900 a year
- Contract
- CPR Certification
- Microsoft Office
- No university degree
Specialty Instructor II - Disc Golf Instructor
City of Markham —Markham, ON
- $20.99 an hour
- Temporary
- CPR Certification
- Customer service
- High school diploma or GED
Quick apply
4d
RECE Assistant Director - Area 18*
PLASP Child Care Services —North York, ON
- $24.39 an hour
- CPR Certification
- Supervising experience
- First Aid Certification
Accounting Supervisor
Mon Sheong Foundation —Richmond Hill, ON
- $60,000–$75,000 a year
- Full-time
- Bilingual
- Customer service
- English
Autism Support Assistant (Supported Living)- CUPE Durham
Kerry's Place Autism Services —Whitby, ON
- $19.26–$24.96 an hour
- Part-time
- High school diploma or GED
- Travel
- Social Work
- Flexible schedule
Quick apply
4d
Tennis Court Maintenance Assistant (Permanent, Full-Time)
Donalda Club —Toronto, ON
- $20–$23 an hour
- Weekends as needed
- Maintenance
- English
- High school diploma or GED
- Disability insurance
- Life insurance
Quick apply
Electrician
Durham College —Oshawa, ON
- $40.39–$46.64 an hour
- Full-time
- Bachelor's
- Business
5d
Pastry Sous Chef
Aramark —Scarborough, ON
- $20–$23 an hour
- Basic math
- Sanitation
- Cooking
14d
Customer Service Supervisor
Best Buy —Richmond Hill, ON
- $22.26–$25.57 an hour
- Immediate opening
- Retail management
- Flexible schedule
12d
Produce Supervisor Trainee
T&T Supermarket —Markham, ON
- $19.10 an hour
- Weekends as needed
- Microsoft Office
- Computer skills
- Dental care
- Vision care
Adapted Aquatics Instructor
The Corporation of the City of Markham —Markham, ON
- $22.60 an hour
- Temporary
- CPR Certification
- BLS Certification
- First Aid Certification
Quick apply

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assistant supervisor jobs near pickering, on

Retail Area Manager / Field Operator, Multi-Branch Execution

Cash 4 You Corp. -
Oshawa, ON

Quick apply

Job details

Full-time
$50,000–$60,000 a year

Full job description

Retail Area Manager / Field Operator, Multi-Branch Execution

Location: Ontario, Field-Based
Compensation: $50,000 to $60,000 base salary
Job Type: Full-time, Permanent

Work Location: On the road

The Reality of This Role

Cash 4 You operates a 78-store retail financial services network across Ontario. We are redesigning retail operations around a system-managed model: clear standards, live scorecards, branch audits, training triggers, operating routines, and field execution.

This is not a traditional District Manager role.

We are not looking for someone who drives from branch to branch asking how the day is going, forwarding reports, and managing by vibes. We are looking for a hands-on retail operator who can take a clear operating signal, walk into the branch, inspect reality, coach the team, close the issue, and document what changed.

Technology can show where the problem is. It cannot stand in the branch, watch the customer interaction, correct the routine, inspect the glass, reinforce the sales conversation, or determine whether the team actually understands the standard.

That is the Field Operator’s job.

What You Will Actually Do

You will support an assigned portfolio of Cash 4 You branches. The role typically begins with a focused portfolio of approximately 3 to 5 branches and may expand toward 6 to 10 branches as performance, judgment, and branch impact are proven.

You will:

Visit branches based on operating signals, risk, and assigned priorities.
Validate what is actually happening inside the store.
Reinforce standards around customer service, sales execution, collections activity, compliance, documentation, branch appearance, opening routines, and closing routines.
Coach frontline employees using company standards, scripts, checklists, and scorecards.
Support new-hire stabilization and help employees become productive faster.
Close repeat issues, not just talk about them.
Submit clear field notes showing the problem, observed reality, action taken, evidence, and next step.
Help identify strong employees who may be ready for broader responsibility.
Escalate issues honestly when a branch, employee, process, or system is not working.

What This Role Is Not

This is not a desk job.

This is not a “visit and chat” role.

This is not a traditional District Manager role where every branch becomes your personal kingdom.

This is not a role for someone who wants to manage by personality, opinion, or vague branch visits.

You will work inside a structured operating system. The company standard is the standard. Your job is to make it real inside the branches.

Who You Are

You may be a strong Store Manager, Branch Manager, Area Supervisor, Assistant District Manager, Training Store Manager, or hands-on retail operator ready to move into multi-location responsibility.

You do not need to have managed 50 stores.

You do need to know how to improve store execution.

The strongest candidates may come from high-accountability retail environments such as:

Telecom retail
QSR or fast casual restaurants
Rent-to-own
Pawn or consumer finance
Fitness or membership sales
Automotive service or tire retail
High-volume customer-facing retail

What We Are Looking For

You are a fit if you:

Prefer being in the field over sitting in an office.
Notice branch details other people excuse.
Can read a scorecard and identify the controllable issue.
Can coach a frontline employee clearly and directly.
Can handle hard conversations without drama.
Can separate effort from results.
Can follow a system without inventing your own local rules.
Can write clear, factual notes about what happened and what changed.
Care about customer experience, sales execution, cleanliness, compliance, and accountability.

What Success Looks Like

You will be measured by whether branches improve, not by how many visits you complete.

Success means:

Repeated issues decline.
Branch standards improve.
Employees execute required routines more consistently.
Sales and follow-up behaviors become stronger.
Collections activity and documentation improve.
New employees become productive faster.
Branches become cleaner, sharper, and more disciplined.
Your field notes create a clear evidence trail.

Compensation and Growth

This role is posted at $50,000 to $60,000 base salary.

Performance bonus eligibility may become available as the employee demonstrates measurable operating impact across the assigned branch portfolio.

This is a complex retail financial services environment. Strong field operators must learn the mechanics of lending, collections, customer risk, compliance, documentation, sales behavior, branch standards, and portfolio performance. That learning curve is real.

The first stage of success is not “earning bonus.” The first stage is proving that you can understand the business, operate inside the system, improve branch execution, close issues, and produce evidence of impact.

Broader portfolio scope and stronger performance upside are earned through demonstrated branch improvement, issue closure, field discipline, and operating judgment.

How to Apply

Traditional cover letters are not required.

When you apply, you will be asked one mandatory screening question. We read that answer carefully.

Generic, blank, or copy-paste answers will not move forward.

AI Disclosure

We use AI-based tools to help screen, assess, and/or select applicants as part of our hiring process.

Vacancy Status

This posting is for an existing vacancy.

Pay: $50,000.00-$60,000.00 per year

Application question(s):

Describe a specific time you improved execution in a store, branch, district, or multi-location operation.

What was broken, what data or evidence showed the problem, what did you physically change in the operation, how did you handle underperformance, and what measurable result followed?

Be specific. We are looking for real examples, not general leadership language.

Work Location: On the road

Quick apply

Refine Your Search

assistant supervisor jobs in pickering, on

Retail Area Manager / Field Operator, Multi-Branch Execution

Child care Educator (RECE, CYW/CYC, OCT, Rec & Leisure, or ECA)

Assistant Manager

Client Services Coordinator

Administrative Support Rehab

Primo/Flexographic Press Operator

Instructor - NAAC Early Childhood Assistant (ECA)

Store Manager – Vancouver Launch Assignment

Administration Assistant

Pharmacy Assistant

Specialty Instructor II - Disc Golf Instructor

RECE Assistant Director - Area 18*

Accounting Supervisor

Autism Support Assistant (Supported Living)- CUPE Durham

Tennis Court Maintenance Assistant (Permanent, Full-Time)

Electrician

Pastry Sous Chef

Customer Service Supervisor

Produce Supervisor Trainee

Adapted Aquatics Instructor

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