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WESTWARD360, Inc.

Business Development Manager, Community Management

WESTWARD360, Inc., Chicago

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Description

Westward360 is looking to add a Business Development Manager to join our growing CAM sales team. This role is responsible for identifying, cultivating, and securing new community association clients—including condominium associations, homeowners associations (HOAs), and cooperatives—through strategic outreach, relationship-building, and market development initiatives.

Westward360 is a leader in the Community Management industry, with locations across the map. We service condo, townhome, and homeowner associations, and provide rental management services to multi-family, single-unit, and co‑op properties.

What we offer:

  • Competitive base salary + performance-based commission/bonuses
  • Top performers will earn between $80,000- $120,000+ annually (base+commission)
  • Monthly cell phone stipend
  • Medical/Dental/Vision insurance
  • Front loaded PTO
  • 401k - Company match up to 4%
  • Long and short term disability at no cost to employee
  • Opportunity to grow within a respected and expanding company

What you’ll do:

  • Develop and implement a targeted business development strategy to attract new community association clients in suburban Chicagoland
  • Conduct outreach through cold calling, networking, referral farming, attendance at industry events, and digital marketing efforts.
  • Qualify prospective clients, identify needs, and deliver tailored proposals and presentations.
  • Collaborate with internal teams (management, legal, operations) to develop service contracts and onboarding plans.
  • Maintain an active pipeline of leads in Pipedrive and report on progress regularly. Keeping data clean, organized and consistent is a MUST in this role.
  • Represent the company at trade shows, CAI (Community Associations Institute) events, local real estate or HOA industry meetings, and community engagement opportunities.
  • Research market trends, competitor activity, and pricing strategies to identify opportunities.
  • Support the transition and onboarding process of new accounts to ensure a smooth handoff to operations.

What you’ll need:

  • 3–5+ years of experience in business development, sales, or client acquisition—ideally in property management, real estate, or HOA‑related services.
  • Strong knowledge of community associations, Illinois Common Interest Community Association Act (CICAA), and condominium law (a plus).
  • Demonstrated success in developing client relationships and exceeding revenue goals.Excellent interpersonal, written, and verbal communication skills.
  • Self‑motivated, organized, and results‑oriented with a strategic mindset.
  • Proficient in Microsoft Office Suite, CRM systems (e.g., HubSpot, Salesforce), and sales reporting tools.
  • Valid driver’s license and reliable transportation for in‑person meetings and site visits.
  • Preferred Qualifications:
  • CAM license (Community Association Manager) in Illinois or willingness to obtain.
  • Existing network in the Chicagoland property management or HOA board community.
  • Experience with RFP processes and contract negotiation.

About Westward360:

Westward360 is dedicated to providing exceptional community management, rental management and brokerage services. Serving multiple markets throughout the United States, we have the systems, strategies, and expertise to meet the specialized needs of even the most demanding client. With more than 50,000 homes under management, we’re your all‑in‑one real estate solution.

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