Sales Representative - DPM

The SSI Group

Toronto

On-site

CAD 65,000 - 90,000

Full time

14 days+

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Job summary

The SSI Group in Toronto is seeking a results-driven Sales Representative to grow our property management portfolio by connecting with condominium boards, developers, and property owners. You will identify opportunities, build a robust pipeline, present our service model, and negotiate terms to convert prospects into long-term partnerships.

You’ll thrive in a collaborative environment, manage multi-stage deals across markets, and coordinate with Operations and Leadership to ensure a smooth

Qualifications

  • 3+ years of business development, sales, or account management experience in related industries.
  • Valid driver's license and ability to travel within the market.
  • Proven ability to develop relationships and generate new business through consultative selling.
  • Strong presentation, negotiation, communication, and interpersonal skills.
  • Experience managing a sales pipeline with multiple opportunities.
  • Understanding pricing, profitability, and client expectations.
  • Excellent written communication for proposals and RFP submissions.
  • Proficiency with Microsoft Office and CRM systems.

Responsibilities

  • Identify and pursue new property management opportunities within targeted markets and communities.
  • Develop and maintain a strong pipeline of qualified prospective clients.
  • Coordinate discovery meetings, presentations, site visits, and prospective client meetings.
  • Prepare compelling proposals, presentations, responses to RFPs, and other sales materials.
  • Present the organization’s property management capabilities, service model, technology, operational expertise, and value proposition.
  • Negotiate commercial terms in partnership with senior leadership and other internal stakeholders.
  • Support opportunities throughout the complete sales cycle, from initial prospecting through contract execution and transition to Operations.
  • Consistently work toward established new-business, revenue, portfolio-growth, and profitability objectives.

Skills

Relationship building
Negotiation
Communication
Presentation
Sales pipeline management

Education

Post-secondary education in Business Administration, Marketing, Sales, Real Estate or related discipline

Tools

Microsoft Office
CRM systems

Job description

The Opportunity:

As our Sales Representative, you'll play an important role in driving portfolio growth by connecting with condominium boards, developers, property owners, and industry partners.

You’ll be responsible for identifying new business opportunities, building a strong pipeline, and showcasing the value of DEL's property management services.

This is an exciting opportunity for a relationship-focused sales professional who thrives in a collaborative environment and enjoys turning conversations into long-term business partnerships.

Key Responsibilities:
Business Development & Sales
  • Identify and pursue new property management opportunities within targeted markets and communities.
  • Develop and maintain a strong pipeline of qualified prospective clients.
  • Conduct proactive outreach to condominium corporations, boards of directors, developers, property owners, and other prospective clients.
  • Qualify opportunities by understanding property characteristics, client needs, decision-making processes, competitive considerations, and anticipated timelines.
  • Coordinate and participate in discovery meetings, presentations, site visits, and prospective client meetings.
  • Prepare compelling proposals, presentations, responses to Requests for Proposal (RFPs), and other sales materials.
  • Present the organization's property management capabilities, service model, technology, operational expertise, and value proposition.
  • Negotiate commercial terms in partnership with senior leadership and other internal stakeholders.
  • Support opportunities throughout the complete sales cycle, from initial prospecting through contract execution and transition to Operations.
  • Consistently work toward established new-business, revenue, portfolio-growth, and profitability objectives
Business Development & Sales
  • Identify and pursue new property management opportunities within targeted markets and communities.
  • Develop and maintain a strong pipeline of qualified prospective clients.
  • Conduct proactive outreach to condominium corporations, boards of directors, developers, property owners, and other prospective clients.
  • Qualify opportunities by understanding property characteristics, client needs, decision-making processes, competitive considerations, and anticipated timelines.
  • Coordinate and participate in discovery meetings, presentations, site visits, and prospective client meetings.
  • Prepare compelling proposals, presentations, responses to Requests for Proposal (RFPs), and other sales materials.
  • Present the organization's property management capabilities, service model, technology, operational expertise, and value proposition.
  • Negotiate commercial terms in partnership with senior leadership and other internal stakeholders.
  • Support opportunities throughout the complete sales cycle, from initial prospecting through contract execution and transition to Operations.
  • Consistently work toward established new-business, revenue, portfolio-growth, and profitability objectives.
Relationship Management
  • Develop trusted relationships with prospective clients and key industry stakeholders.
  • Maintain regular communication with prospects throughout extended sales cycles.
  • Represent the organization professionally at industry events, networking functions, conferences, and community events.
  • Build and maintain relationships with industry partners and referral sources.
  • Maintain relationships with newly secured clients during the transition from sales to operational management to support a positive onboarding experience.
  • Identify opportunities for referrals and additional portfolio growth through existing relationships.
Market & Competitive Intelligence
  • Maintain an understanding of the Ontario property management and condominium management marketplace.
  • Monitor market activity, competitor positioning, prospective developments, management contract opportunities, and emerging client needs.
  • Provide leadership with insights regarding prospective clients, competitive trends, pricing considerations, and market opportunities.
  • Partner with leadership to refine sales strategies, target markets, and the organization's value proposition.
Sales Administration & Reporting
  • Maintain accurate and timely records of prospects, opportunities, activities, and sales stages within the company's CRM or designated tracking system.
  • Prepare regular pipeline and sales activity reports.
  • Monitor opportunities against established sales targets and forecasts.
  • Maintain appropriate documentation relating to proposals, pricing, contracts, and client commitments.
  • Partner with Operations, Finance, People & Culture, and other departments to ensure proposed service commitments can be successfully delivered.
Qualifications:
  • Post-secondary education in Business Administration, Marketing, Sales, Real Estate, Property Management, or a related discipline is preferred.
  • 3+ years of business development, sales, account management, or client relationship experience; experience within property management, condominium management, real estate, or a related service industry is strongly preferred.
  • Valid driver's license and ability to travel throughout the assigned market as required.
  • Demonstrated ability to develop relationships and generate new business in a consultative, relationship-based sales environment.
  • Strong presentation, negotiation, communication, and interpersonal skills.
  • Demonstrated ability to manage a sales pipeline and multiple opportunities with varying timelines.
  • Strong business acumen and ability to understand pricing, profitability, service requirements, and client expectations. Excellent written communication skills with the ability to contribute to professional proposals and RFP submissions.
  • Proficiency with Microsoft Office and CRM or sales-management systems.
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