Business Development Representative (2026-139-CP) at WoodGreen Community Services

Toronto, Ontario, Canada -

Full Time

Start Date

Immediate

Expiry Date

14 May, 26

Salary

55201.79

Posted On

13 Feb, 26

Experience

2 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Outbound Prospecting, B2B Sales, B2B SaaS, IT Services, Workforce Development, Sales Cycle Management, Quota Attainment, Data-Driven Outreach, Market Intelligence, AI-Enabled Prospecting, CRM Management, Multi-channel Outreach, Cold Calling, Discovery Conversations, Account Management, Hiring Events

Industry

Community Services

Description

Competition #2026-139-CP Business Development Representative (2026-139-CP) Employment Type: Contract Salary (Until Sep 30, 2027), Bargaining Unit (1 Vacancy) Work Hours: 35 hours/week (M-F 9am-5pm) Work Setting: Exclusively Onsite, 219 Dufferin Street, Toronto, ON Salary: G - $55,201.79/year Application Deadline: February 26, 2026 by 11:59 pm Who We Are WoodGreen is a team of diverse and innovative change makers working together to make a difference in our communities. A United Way Anchor Agency with a proven track record and an entrepreneurial mindset, we continuously seek to develop solutions to critical social needs while striving to become a Centre for Equity. Visit www.woodgreen.org to learn more about who we are and to review our Equity Statement. We are committed to building an inclusive and diverse workforce, representative of the communities we serve. We encourage, and are pleased to consider, applications from Indigenous peoples, racialized persons/persons of colour, women/women identifying, persons with disabilities, 2SLGBTQIA+ persons, and others who contribute towards promoting innovative ideas and solutions. Program Overview – Integrated Employment Services, Community Programs The Business Development Representative (BDR) is a critical frontline member of WoodGreen’s Corporate Engagement and Workforce Solutions Team. We are seeking candidates with experience in Business to Business(B2B), Software as a Service (B2B SaaS), IT services, or workforce development who understand how to execute outbound prospecting using modern sales technology. The BDR owns the full sales cycle for SMB employers—from prospecting through hiring and early retention—and carries a quota for both employment outcomes (job starts) and meetings booked with larger enterprise employers for follow-up by the Account Executive team. The role blends modern outbound sales practices with workforce development expertise, ensuring employer hiring needs are met while clients are well-prepared and supported for successful placement. Using data-driven outreach strategies, market intelligence, and AI-enabled prospecting tools, the BDR converts employer interest into Sales Qualified Leads (SQLs) and hiring activity. Working in close collaboration with the Campaign Manager, Employment Consultants, the Coordinator of Brokered Incentive Agreements (wage subsidy agreements) and the Career Success Coaches (retention team), the BDR helps create a seamless employer-to-hire experience that supports both short-term recruitment needs and long-term hiring partnerships. What You Will Do Prospecting & Employer Outreach Execute daily multi-channel outreach using personalized email, LinkedIn messaging, cold calling, and video prospecting to generate employer hiring conversations. Act on inbound and outbound signals from marketing campaigns, webinars, events, referrals, and AI-driven account insights to identify hiring intent and opportunity readiness. Design, manage, and continuously optimize outreach cadences based on sector triggers, account tiering, and employer engagement behavior. Build, enrich, and manage employer prospect lists aligned to Ideal Corporate Profiles (ICPs) using modern outbound platforms such as Apollo, ZoomInfo, LinkedIn Navigator, Instantly, Clay, or equivalent tools. Represent WoodGreen at in-person and virtual job fairs, employer networking events, hiring forums, and workforce roundtables to generate new leads and convert them into Sales Qualified Leads. Independently build and maintain ICP-aligned employer account lists and prioritize outreach based on labour market data, sector strategy, and hiring demand. Stay current with AI-enabled prospecting enhancements and sales technologies to improve outreach efficiency and conversion rates. 2. Qualification, Sales, and Account Management (SMB and Mid-Market) Conduct discovery conversations to understand employer workforce needs, hiring timelines, skill requirements, and workplace expectations. Obtain detailed job descriptions and position requirements to support accurate candidate matching. Qualify opportunities based on hiring readiness, volume potential, and alignment with available workforce programs. Own the full deal cycle for small to mid-sized employers, from initial contact through hiring and early-stage retention. Manage a portfolio of SMB and mid-market employers with repeat hiring needs and ongoing recruitment initiatives. Use standard sector-, occupation-, and stage-based playbooks to guide employer engagement and hiring workflows. Strategically use Brokered Incentives Agreement (BIA) financial incentives to support employer engagement, increase hiring volumes, and develop new partnerships. Coordinate closely with the BIA Coordinator, including warm handoff to prepare subsidy agreements and provide escalation support to obtain required documentation as needed, particularly documentary evidence of client employment. 3. Hiring Execution and Client Preparation Work in partnership with Employment Consultants to source suitable candidates from WoodGreen’s talent pool based on employer requirements. Pre-screen candidates for job fairs, hiring events, and direct placements. Prepare clients for specific opportunities through resume tailoring, interview coaching, mock interviews, and employer-specific orientation. Organize and host hiring events, recruitment days, and employer information sessions. Gather structured employer feedback following interviews and hiring events and share it constructively with clients and internal teams to support continuous improvement. Support early-stage employer follow-up and client retention in coordination with the BIA Coordinator and Career Success Coaches. 4. Enterprise Lead Generation and Handoff Own the first employer touchpoint for enterprise accounts, from cold outreach through discovery and qualification. Book meetings and conduct structured handoffs to the Account Management team once enterprise engagement criteria are met. Provide detailed qualification notes, employer context, and hiring objectives to ensure continuity of employer relationships. 5. Performance Management, CRM, and Reporting Maintain accurate and timely records of all outreach, employer interactions, qualification notes, objections, follow-ups, and hiring outcomes within the CRM (e.g., HubSpot, Salesforce, or equivalent). Ensure strong data integrity and visibility across internal teams. Track and report on key performance indicators including outreach volume, response rates, meetings booked, sales qualified lead progression, deal closure, and job starts. Consistently achieve monthly, quarterly, and annual targets related to SQL generation, meetings booked, and employment outcomes. 6. Collaboration and Strategic Alignment Collaborate closely with the Campaign Manager to act on intent signals, refine employer segmentation, and continuously improve messaging and outreach strategies. Provide field-based feedback on campaign performance, sector responsiveness, and emerging hiring trends. Suggest new sectors, occupations, or employer lists based on real-time market insights. Participate in employer meetings as needed to support continuity, relationship-building, and strategic partnership development. Work cross-functionally with Job Developers, Employment Consultants, BIAC staff, and Account Management to ensure a seamless employer-to-hire experience. What You Bring to the Team Bachelor or Masters’ degree major in Sales/Marketing, Business, Communication or a related discipline 2–3 years of proven experience in new business development or outbound Business to Business (B2B) sales, ideally within Software as a Service(SaaS), IT services, consulting, or workforce solutions. Experience managing full-cycle outreach, from initial research and contact to booking first meetings and uncovering employer needs. Proficient in CRM tools such as HubSpot, Microsoft Dynamics, or Salesforce to maintain accurate records of prospecting activity, employer profiles, and follow-ups. Comfortable reaching out to senior decision-makers (e.g. C suite level executives, VPs, HR Directors, Operations Managers, Talent Heads) with targeted messaging. What Will Set You Apart Experience managing full-cycle outreach, from initial research and contact to booking first meetings and uncovering employer needs. Prior exposure to employment programs, staffing solutions, or workforce development partnerships is an advantage but not mandatory. Results-oriented with a strong drive to build new relationships and uncover opportunities. Strong research and targeting skills, able to identify ideal accounts based on industry, size, hiring patterns, and local relevance. Effective communicator who can craft compelling outreach messages and build rapport through calls, emails, and professional networking platforms. Comfortable working independently in a structured, data-driven sales environment. Strong sense of ownership with the ability to manage pipelines, prioritize leads, and pursue follow-ups systematically. Committed to inclusive outreach practices, with sensitivity to equity, diversity, and community impact. Comfortable working across systems, databases, and reporting tools Analytical and curious, with the ability to spot trends and adjust outreach accordingly Collaborative and able to work effectively with cross-functional teams Quick to learn, adaptable, and solution-focused in fast-paced environments WoodGreen is an equal opportunity employer. We are committed to providing an inclusive and barrier-free selection process and work environment. If contacted in relation to an employment opportunity, please advise our People & Culture representatives at careers@woodgreen.org of the accommodation measures required. Information received relating to accommodation will be addressed confidentially. This public job posting uses AI-powered tools to screen, assess, or select applicants.

Responsibilities

The Business Development Representative owns the full sales cycle for SMB employers, from prospecting through hiring and early retention, carrying quotas for job starts and meetings booked with enterprise employers. Responsibilities include executing daily multi-channel outreach, conducting discovery conversations, managing SMB accounts, and generating Sales Qualified Leads using data-driven strategies.