Assistant Manager – Real Estate

HouseSigma is looking for an Assistant Manager to help lead our brokerage operations as we transform how Canadians buy and sell homes. You’ll work closely with our Managing Broker to drive compliance, support our agents, and build the systems that help our team succeed.

This is an opportunity to grow into a leadership role at Canada’s top real estate app. We are looking for someone organized, adaptable, and ready to take ownership in a fast-paced environment where your work directly shapes how we operate.

More about the role

The Assistant Manager’s primary mission is to keep our brokerage running smoothly while developing expertise across all managing broker responsibilities. You’ll be the go-to person for compliance questions, agent support, and operational problem-solving.

You will:

• Ensure agents stay current with RECO regulations, TRESA requirements, and TRREB policies through training coordination and regular updates
• Investigate and manage complaints, disputes, and arbitrations with professionalism and attention to regulatory timelines
• Support agents with transactional and compliance questions, including CREA WEBForms and OREA standard forms
• Work with sales directors to conduct performance reviews and address gaps
• Host weekly market update meetings and agent support sessions
• Help develop and enforce internal brokerage policies that align with industry standards
• Foster a collaborative team culture where information flows clearly

This role offers a high degree of autonomy in day-to-day operations. You’ll have weekly check-ins with the Managing Broker to discuss growth opportunities and progression toward expanded responsibilities.

What we are looking for

Experience and Qualifications:

• 3–5 years of experience in the Ontario real estate industry
• Either holds or is actively pursuing a Real Estate Broker license, or has strong industry experience
• Strong understanding of RECO regulations, TRESA requirements, and TRREB policies
• Familiarity with CREA WEBForms and OREA standard forms
• Proficiency with real estate CRM platforms (e.g., Follow Up Boss) and Google Workspace

About you

• You thrive when juggling multiple priorities and can shift gears quickly without losing focus
• You communicate complex regulatory information clearly—whether it’s to a new agent or seasoned veteran
• You’re comfortable stepping into difficult conversations and resolving conflicts with fairness and professionalism
• You’re genuinely curious about technology and eager to learn new tools that make your work more efficient
• You get excited about helping agents succeed and watching them grow

What you can expect from us

• A chance to work towards an amazing mission of helping real estate investors, home buyers and sellers across Canada
• Health benefits including health, dental, life, virtual health care and travel coverage
• Remote-friendly work environment: the ability to work from anywhere in Ontario
• Competitive compensation and generous vacation time
• Continuous learning and growth culture with clear pathways to expanded leadership responsibilities

About HouseSigma

We are a leading technology platform that leverages the power of artificial intelligence to deliver up-to-the-minute home value estimates for all properties listed in the Ontario, Alberta and British Columbia markets. Our advanced algorithm enables homebuyers to obtain a highly precise automated home valuation with just one click, in a matter of seconds. Additionally, our HouseSigma algorithm accurately identifies comparable recently sold properties in the vicinity to help buyers determine their optimal offer price.