Outside Sales Executive

With more than 225 branch offices across North America, Associa is building the future of community for nearly five million residents worldwide. Our 11,000+ team members lead the industry with unrivaled education, expertise, and trailblazing innovation. For more than 43 years, Associa has brought positive impact and meaningful value to communities. To learn more, visit

Vendor Smart is looking for highly driven, relationship-oriented sales professional to help scale a rapidly growing initiative focused on building strategic partnerships between management companies and vendors.

Instead of cold calling, you’ll travel to management company offices and sit alongside management company executives to host high-level meetings with vendors actively looking to deepen their relationships within the portfolio. These meetings are consultative, relationship-driven, and positioned as strategic partnership opportunities, not transactional sales calls. You’ll work directly with vendors across all industries to help them understand how Vendor Smart can help them gain visibility, build stronger relationships with Community Managers, and grow their footprint within property management portfolios.

This is a rare opportunity to join a company that is actively redefining how vendor partnerships are built in a multi-billion-dollar industry.

This is a remote opportunity with approx. 50% travel.

Vendor Smart, a part of Associa, is modernizing how property management companies source, vet, and manage vendors across the HOA industry. Our platform helps management companies identify top-performing vendors while streamlining bidding, compliance, and vendor oversight across their portfolios.

Vendor Smart currently partners with 200+ property management companies across 42 states, representing over 40,000 communities, and billions in annual vendor spend.

Revenue is growing rapidly, demand from management companies and vendors has exploded, and we’re expanding our sales team to capitalize on a massive market opportunity.

We’re not just another software company - we’re building the future of vendor relationships in the property management industry.

• Travel to property management company offices across the country for vendor partnership meetings
• Lead and participate in executive-level discussions alongside management company leadership
• Build relationships with business owners and decision‑makers in the vendor community
• Conduct discovery conversations to understand vendor growth goals and challenges
• Present Vendor Smart’s value proposition in a consultative, relationship-first manner
• Manage pipeline activity and follow-up inside our Hub Spot CRM
• Help refine and improve sales strategies, presentations, and processes as the program scales
• Represent Vendor Smart professionally at meetings, events, and industry functions

• Highly confident communicator with strong executive presence
• Ability to confidently engage and build credibility with C-level leadership, business owners, and senior decision‑makers
• Naturally relationship-oriented and comfortable in face‑to‑face selling environments
• Self‑starter who thrives in fast‑moving, entrepreneurial environments
• Able to command a room while still being personable and consultative
• Organized and detail‑oriented with strong follow-up habits
• Comfortable with travel and flexible schedules
• Motivated by high earnings potential and performance‑based compensation
• Excited about helping build something new and scalable

• Minimum of 3+ years of face‑to‑face consultative sales experience
• Property management/HOA industry experience is a major plus
• Experience using CRM software such as Hub Spot preferred
• Elite‑level verbal and written communication skills
• Ability to travel for ~3 day stretches, 30%-50% of the time

We are an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability status, genetic information, protected veteran status, or any other characteristic protected by law.