Outside Sales Executive

About VendorSmart:VendorSmart 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. VendorSmart 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. About the Role:VendorSmart is looking for highly driven, relationship-oriented sales professionals to help scale a rapidly growing initiative focused on building strategic partnerships between management companies and vendors. This is not a traditional inside sales role. Instead of cold calling all day, 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 VendorSmart 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. What You’ll DoTravel to property management company offices across the country for vendor partnership meetingsLead and participate in executive-level discussions alongside management company leadershipBuild relationships with business owners and decision-makers in the vendor communityConduct discovery conversations to understand vendor growth goals and challengesPresent VendorSmart’s value proposition in a consultative, relationship-first mannerManage pipeline activity and follow-up inside our HubSpot CRMHelp refine and improve sales strategies, presentations, and processes as the program scalesRepresent VendorSmart professionally at meetings, events, and industry functions Who You AreHighly confident communicator with strong executive presenceAbility to confidently engage and build credibility with C-level leadership, business owners, and senior decision-makersNaturally relationship-oriented and comfortable in face-to-face selling environmentsSelf-starter who thrives in fast-moving, entrepreneurial environmentsAble to command a room while still being personable and consultativeOrganized and detail-oriented with strong follow-up habitsComfortable with travel and flexible schedulesMotivated by high earnings potential and performance-based compensationExcited about helping build something new and scalable QualificationsMinimum of 3+ years of face-to-face consultative sales experienceProperty management/HOA industry experience is a major plusExperience using CRM software such as HubSpot preferredElite-level verbal and written communication skillsAbility to travel for 3-4 day stretches, 30%-50% of the time Why This Role Is DifferentMost sales roles are repetitive. This one isn’t. You’ll be sitting in executive offices, building real relationships, traveling to markets around the country, and helping reshape how property management companies select and work with vendors. We’re looking for ambitious people who want more than a typical sales job. We want people who want to help build a category-defining company. CompensationThis role offers a competitive base salary plus uncapped commission. Top performers will have the opportunity to earn well into six figures while working alongside a fast-growing team in a rapidly expanding industry. Top performers will also have opportunities for advancement as VendorSmart continues to scale nationally.