ROLE SUMMARY
As an Outside Sales Representative, you will meet face-to-face with pre-qualified, motivated homeowners who are looking to sell their property directly, evaluate their situation, and present a purchase offer. You will primarily be dealing with individual homeowners as the decision-makers. This role is predominantly new business development, at 50% in Year 1, combined with account/relationship management and CRM administration. The large majority of appointments (approximately 95%) are supplied as warm leads by an inside sales team, with the remainder self-generated through after-hours inbound calls and door-knocking in target neighborhoods. This is a newly added position on a growing team, created through business expansion combined with a planned departure, reporting directly to the Sales Manager. The base salary is $40,000 CAD, plus uncapped commissions.
COMPENSATION & BENEFITS
- $40,000 CAD base salary, plus uncapped, tiered commission
- Year 1 OTE: $100,000 – $150,000+ CAD
- Top performers earn $300,000 – $400,000+ CAD annually
- Company-paid health benefits: dental, vision, extended health care, and life insurance
- Mileage reimbursement per CRA guidelines
- Laptop and cell phone provided
- 10 vacation days, 5 sick days, plus statutory holidays
- Access to a professional development library and ongoing coaching
- Quarterly in-person team events
- Career advancement into leadership within approximately 2 years
THE COMPANY & CULTURE
Our client was founded in approximately 2008 and has over 17 years in business. They are a privately owned, single-owner company in a scale-up phase, growing 15–25% year over year, with a stated need to continue building out their sales team as they expand. The company employs approximately 15 people, with 10 based locally in Toronto. Headquartered in Toronto, Ontario, they purchase homes directly from homeowners in difficult situations — quickly, discreetly, and with dignity — then either renovate and resell the properties or match them with investor buyers. Their clients are individual homeowners, including those going through divorce, managing an inherited property, facing financial distress, or owning a home in need of significant repair, as well as small real estate investors, landlords, and flippers on the buy side.
The culture is built around four core values: be helpful and kind, solve problems, do what you say you're going to do, and learn and grow. The company describes its ideal team member as humble, hungry, and smart. The environment is fast-paced with independent leaders, moving toward a servant-leadership model, and is metrics-driven with intentional performance rhythms. As with many scaling companies, some processes are still being refined, so adaptability and coachability matter.
OFFICE LOCATION & SALES TERRITORY
- Head Office: Toronto, Ontario, Canada
- Work arrangement: Field-based (in-person appointments at sellers' homes) combined with work-from-home; virtual appointments are used for distant or lower-convertibility leads
- Sales territory: GTA – Central and East, including Scarborough, Durham Region, Clarington, Peterborough, and Cobourg (territory boundaries are flexible for the right candidate)
- Typical field activity: approximately 8–10 in-person or virtual appointments per week
- Hours: No fixed 9–5 schedule; approximately 44 hours per week, primarily Monday–Friday, with genuine evening, weekend, and after-hours responsiveness expected, as sellers are often reachable outside standard business hours
- Overnight travel: None required
EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS
- 2–15 years of sales experience (2+ years preferred; a wide range will be considered for the right candidate)
- Outside/field sales experience, B2C, high-ticket, in-person closing
- Industry experience is not required — full training is provided and no real estate licence is needed. Personal interest in real estate investing is an asset
- Candidates who hold a real estate licence are welcome to apply but must be willing to park or give up their licence for the duration of employment
- Education: High school diploma minimum
- A valid driver's licence and access to a personal vehicle are required
- Must be based in the GTA, ideally central or toward the east end, and within approximately 1.5–2 hours of the territory
TECHNICAL SKILLS
- Proprietary CRM software — training provided (no prior experience required; CRM experience is an asset)
- Microsoft Excel — Basic
- Microsoft Word — Basic
- Google Drive — Basic
THE PRODUCT / SERVICE / SOLUTION
- Direct, off-market home acquisitions from motivated homeowners — a fast, guaranteed, and discreet alternative to a traditional listed sale
- Renovation and resale of acquired properties, or matching properties with investor buyers
PROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S)
- Motivated and distressed GTA homeowners, including individuals going through divorce, managing an inherited property, facing financial distress, or owning a home in need of significant repair
- Geographic focus: Greater Toronto Area, primarily the Central and East regions
- Primary decision-maker: the homeowner(s) themselves
SALES CYCLE / ORDER VALUE / ACCOUNT SIZE
- Average transaction spread of approximately $70,000 per deal
- Sales cycle of approximately 45 days from lead to close
- Reps are expected to contribute toward approximately $1,000,000 in quarterly acquisition spread
COMPETITIVE ADVANTAGES
- Speed, certainty, and discretion for sellers compared to a traditional listed sale
- Over 17 years in business with an established reputation in the GTA market
- Approximately 90% of the purchase decision is underwritten before the appointment, allowing reps to present an offer on the spot
- Strong, consistent year-over-year growth (15–25% annually)
TYPICAL DAY & DUTIES
- 50% New Business Development
- 25% Account & Relationship Management
- 25% Administrative Duties (CRM, underwriting, and reporting)
On a typical day, you will attend in-person and virtual appointments with pre-qualified sellers, dig deep to understand their true motivation for selling, research comparable properties and underwrite the home, present an offer, and manage your pipeline and daily activity in the CRM.
LEADS
- Approximately 95% of appointments are supplied as warm leads by the inside sales team
- Approximately 5% are self-generated, through after-hours inbound calls and door-knocking in target neighborhoods
- The strongest performers proactively build their own pipeline in addition to the leads they are given
OVERNIGHT TRAVEL
- None required for this role
SUPPORT & TRAINING
- Structured 30/60/90-day onboarding: new hires begin in the inside sales seat to learn the CRM and process, then move into the field around day 60
- The Sales Manager rides along in the field during training and remains on-call to support underwriting and valuation decisions
- Typical ramp to peak performance is 1–3 months
- Ongoing access to professional development resources and coaching
WHY YOU SHOULD APPLY
- Uncapped, performance-driven earning potential — Year 1 OTE of $100,000–$150,000+, with top performers earning $300,000–$400,000+
- No industry experience or real estate licence required — full training is provided
- Genuine schedule flexibility — work from home between appointments, on a schedule built around when sellers need you
- An established, fast-growing company (17+ years in business, 15–25% annual growth) with a clear path to leadership within approximately 2 years
- Company-paid health benefits, mileage reimbursement, and ongoing coaching and professional development resources
EQUAL OPPORTUNITY EMPLOYER
Just Sales Jobs and our clients are equal opportunity employers. We do not discriminate. All candidates are evaluated solely on performance merit and organizational fit.
NOT THE RIGHT FIT? WE MAY HAVE OTHER ROLES FOR YOU.
If this particular role isn't the right match, we encourage you to browse our other open positions at https://justsalesjobs.ca/jobs-opening/ and apply for any that interest you. Our recruiters review every resume we receive — and if we have another role that could be a great fit for your background, we will reach out to you directly.
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