Outside Sales Executive

VendorSmart; Town of Florida (NY); On-site; USD 90,000 - 130,000; Full time

Benefits offered by this job

Uncapped commission

Job summary

VendorSmart is seeking highly driven, relationship-oriented sales professionals to scale a growing initiative that partners property management companies with vendors. This role involves traveling to client offices to lead high-level meetings and explore strategic partnerships rather than conducting cold calls.

You will work with vendors across industries to demonstrate VendorSmart’s value, manage a robust pipeline in HubSpot, and contribute to scalable sales strategies.

Qualifications

• 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 HubSpot preferred.
• Elite-level verbal and written communication skills.
• Ability to travel for 3-4 day stretches, 30%-50% of the time.

Responsibilities

• 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 VendorSmart’s value proposition in a consultative, relationship-first manner
• Manage pipeline activity and follow-up inside our HubSpot CRM
• Help refine and improve sales strategies, presentations, and processes as the program scales
• Represent VendorSmart professionally at meetings, events, and industry functions

Skills

Executive presence

Relationship-building

Travel-ready

Consultative selling

Tools

HubSpot CRM

Job description

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 Do

• 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 VendorSmart’s value proposition in a consultative, relationship-first manner
• Manage pipeline activity and follow-up inside our HubSpot CRM
• Help refine and improve sales strategies, presentations, and processes as the program scales
• Represent VendorSmart professionally at meetings, events, and industry functions

Who You Are

• 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

Qualifications

• 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 HubSpot preferred
• Elite-level verbal and written communication skills
• Ability to travel for 3-4 day stretches, 30%-50% of the time

Why This Role Is Different

Most 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.

Compensation

This 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.