Outside Sales Representative
Senior Downsizing & Move Management
ServicesTerritory: Toronto & GTA
About Us
We are a growing Canadian downsizing and move management company specializing in helping older adults transition into retirement residences, assisted living, and memory care communities. Our team provides compassionate, organized, and stress-reducing support for seniors and their families during life’s major transitions.
We are seeking a relationship-focused Outside Sales Representative to grow our referral partnerships within the senior living sector.
Position Overview
The Outside Sales Representative will be responsible for developing strong referral relationships with retirement residences, assisted living communities, memory care homes, hospital discharge planners, and senior service professionals.
This is a field-based, relationship-driven role ideal for someone who thrives on building trust, enjoys networking, and understands the sensitivity of working within the senior care space.
Key Responsibilities
Business Development
- Build and maintain relationships with retirement residences, assisted living communities, and memory care homes
- Conduct in-person visits with Executive Directors, Community Relations Managers, and Care Coordinators
- Deliver professional presentations outlining our downsizing and move management services
- Identify and secure new referral partnerships within assigned territory
- Attend local networking events, senior expos, and community outreach initiatives
Sales & Account Management
- Manage a defined sales territory and maintain consistent partner follow-up
- Track leads, referrals, and sales activity using CRM tools
- Meet or exceed monthly and quarterly revenue targets
- Develop strategic plans to grow market share within territory
Community & Family Engagement
- Host educational seminars or information sessions for residents and families
- Act as a trusted resource during sensitive transition conversations
- Maintain professional and compassionate communication at all times
Qualifications
- 2+ years of outside sales or B2B sales experience
- Experience in senior living, healthcare, real estate, home services, or related industries is an asset
- Strong relationship-building and networking skills
- Self-motivated and comfortable working independently in a field role
- Valid Canadian driver’s licence and reliable vehicle
- Legally entitled to work in Canada
Skills & Attributes
- Empathetic and patient communicator
- Highly organized with strong follow-up skills
- Professional presentation and networking ability
- Comfortable discussing life transitions and family dynamics
- Results-driven and goal-oriented
Compensation & Benefits
- Base + commission structure
- Performance bonuses
- Mileage reimbursement
- Paid vacation and statutory holidays
- Flexible scheduling
- Growth opportunity within an expanding Canadian company
Why Join Us?
You will be representing a service that truly makes a difference in people’s lives. Our work supports families during significant life changes, and we value integrity, compassion, and long-term community relationships.
Job Types: Full-time, Part-time, Permanent
Pay: $35,000.00-$75,000.00 per year
Benefits:
- Flexible schedule
- Mileage reimbursement
- Work from home
Application question(s):
- Are you willing and able to travel throughout the Greater Toronto Area for in-person meetings and networking?
- Are you comfortable working in a commission-based compensation structure in addition to a base hourly rate?
- How many years of outside or B2B sales experience do you have?
- Do you have experience selling into any of the following industries?
Retirement / Senior Living Communities / Healthcare / Hospitals / Downsizing Services / Move Management
- What type of sales role have you primarily worked in?
Relationship-based consultative sales, transactional high-volume sales or both.
Education:
- Bachelor's Degree (preferred)
Experience:
- outside B2B: 2 years (preferred)
Licence/Certification:
- Driving Licence (required)
Work Location: Hybrid remote in Unionville, ON L3R 2K6
