VP of Sales, Regional (Player-Coach, PropTech)

Location: Remote, United States; significant and frequent travel to customer sites, industry events, and team meetings required

Estimated base salary: $150,000–$250,000 per year

Company

hirify.global combines agentic AI, technology, operations, and data to modernize commercial real estate parking management and increase property revenue.

What you will do

• Close complex enterprise deals and continue carrying an individual sales quota while leading the region.
• Build and coach a small team of three to six Account Executives through deal participation, debriefs, discovery improvement, and sales-process development.
• Lead institutional opportunities across asset managers, ownership groups, and third-party property managers.
• Structure profitable revenue-share models, capex treatment, management agreements, pricing, and unit economics with Finance and Operations.
• Own regional forecasting, pipeline accuracy, quota delivery, and HubSpot data quality.
• Work with the GTM AI Engineer, marketing, and growth teams to apply AI and automation to sales execution.

Requirements

• Current high-performing enterprise seller with a personal quota and a record of personally closed deals.
• Experience closing $100K+ ACV deals with sales cycles of four to six months or longer and multiple stakeholders.
• Experience selling to commercial real estate owners and asset managers; CRE services, PropTech, or related built-world experience is preferred.
• Experience mentoring or formally developing sales representatives and a desire to lead without leaving active deals.
• Practical MEDDPICC or equivalent sales methodology and fluency in revenue share, capex amortization, management agreements, and unit economics.
• Willingness to travel frequently and work in person with customers and the sales team when required.

Nice to have

• Relationships with institutional owners, asset managers, or third-party property managers.
• Experience selling combined technology-and-services offerings.
• Startup or high-growth company experience.
• HubSpot experience.

Culture & Benefits

• Remote-first work with flexible working arrangements.
• Medical, dental, and vision coverage.
• 401(k) with company match.
• Unlimited paid time off and paid parental leave.
• Learning and development support, including conferences and certifications.
• Company retreats and team events.