Outside Sales – Home Buying Specialist – Real Estate Investment Acquisitions

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, and since approximately 95%+ of business comes from sellers who are not repeat customers, the role is heavily weighted toward being on the road at appointments and on pre- and post-appointment nurturing.

This role is predominantly new business development, at 50% in Year 1, combined with account/relationship management; less than 25% of time is spent on CRM administration and underwriting. 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 Evan, the Sales Manager, who has led the team for three years.

The base salary is $40,000 CAD, with flexibility for a higher starting base during the first few months while the rep builds their pipeline, plus uncapped commissions.

• $40,000 CAD base salary (flexibility for a higher base during the first few months while building pipeline), plus uncapped, tiered commission
• Year 1 OTE: $200,000+ 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 provided; cell phone provided or reimbursed at $40/month (preferred)
• 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

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 20 people company-wide, with 15 based locally in the GTA. The sales team consists of 8 salespeople and 1 sales manager: 3 Inside Sales Representatives (Acquisitions), 3 Home buying Specialists (Outside Sales
- Acquisitions), 2 Dispositions Representatives. 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, grow & evolve. 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.

• 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 OR 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, Monday-Friday, with genuine evening, weekend, and after-hours responsiveness expected, as sellers are…