Job Title: Account Executive (B2B Sales - HOA / Property Management)
Company: Association Sales Services (dba HOA Sales)
Location: Hybrid (Remote + occasional Chicagoland meetings)
Travel: Limited (client presentations, industry events)
Compensation: $80K-$100K base + uncapped commission (OTE $180K-$200K)
Role Overview:We're hiring a high-performing
Account Executive (AE) to close qualified opportunities and drive new business for our partner management companies.
This is a
full-cycle closing role (mid-to-late funnel) where you will:
- Take pre-qualified leads from BDRs
- Run discovery and consultative sales conversations
- Deliver tailored proposals and presentations
- Negotiate and close contracts
You'll act as a trusted advisor to HOA and COA board members, translating complex property management services into clear, compelling value.
Success in this role = strong close rates, accurate forecasting, and consistent quota attainment.
Key Responsibilities:Sales Execution & Closing- Own and close qualified opportunities generated by BDRs and inbound channels
- Conduct discovery calls to identify client needs, pain points, and decision criteria
- Lead virtual and in-person sales presentations to HOA/COA boards
Consultative Selling- Translate complex property management services into clear value propositions
- Position partner companies based on strengths, service models, and market fit
- Build trust with board members and decision-makers throughout the sales cycle
Pipeline Management & Forecasting- Manage deals in CRM (HubSpot preferred) with accurate notes, stages, and close probabilities
- Maintain a healthy pipeline and forecast monthly/quarterly revenue with accuracy
Proposal Development & Negotiation- Collaborate with partner companies to develop pricing and proposals
- Handle objections and guide prospects through decision-making
- Close new business and secure signed agreements
Cross-Functional Collaboration- Partner with BDRs to improve lead quality and conversion rates
- Coordinate smooth handoff to onboarding and operations teams
- Align with marketing on messaging and campaign feedback
Market Representation- Represent HOA Sales and partner companies at industry events, trade shows, and board meetings
- Stay informed on HOA/COA trends, competitors, and market dynamics
RequirementsQualifications- 3+ years of B2B sales experience (service-based or consultative sales preferred)
- Proven track record of meeting or exceeding quota (closing role experience required)
- Experience managing multiple deals and stakeholders in a pipeline-driven environment
- Strong consultative selling, discovery, and objection-handling skills
- Ability to present to senior decision-makers (e.g., boards, executives)
- CRM proficiency (HubSpot preferred)
- Excellent communication, presentation, and negotiation skills
- Self-starter with high accountability and performance ownership
- Willingness to travel for client-facing meetings and events
Preferred Experience (Nice to Have)- HOA / property management / real estate / SaaS / agency sales experience
- Experience selling into boards, committees, or multi-stakeholder groups
- Background in high-ticket or contract-based sales
Benefits- Generous PTO including vacation, sick leave, and holidays
- Comprehensive medical, dental, and vision insurance
- 401(k) plan with employer match
- Short- and long-term disability (employer-paid)
- Cell phone stipend and mileage reimbursement
- Remote work flexibility with opportunities for in-person collaboration
