Account Executive

HOATalent

Account Executive responsible for closing qualified opportunities for HOA and property management companies. Managing sales processes and collaborating with internal teams to drive new business.

Posted 4/28/2026full-timeChicago • Illinois • 🇺🇸 United StatesMid-LevelSenior💰 $80,000 - $100,000 per yearWebsite

About the role

Key responsibilities & impact

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
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
Manage deals in CRM (HubSpot preferred) with accurate notes, stages, and close probabilities
Maintain a healthy pipeline and forecast monthly/quarterly revenue with accuracy
Collaborate with partner companies to develop pricing and proposals
Handle objections and guide prospects through decision-making
Close new business and secure signed agreements
Partner with BDRs to improve lead quality and conversion rates
Represent HOA Sales and partner companies at industry events, trade shows, and board meetings

Requirements

What you’ll need

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

Comp & perks

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

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

B2B salesconsultative salesobjection-handlingpipeline managementCRM proficiencynegotiationpresentation skillsclosinglead generationforecasting

Soft Skills

communicationself-starteraccountabilityperformance ownershiptrust-buildingcollaborationdecision-makingclient-facingpresentation to executivesstakeholder management