VP of Sales – Regional, Player-Coach

Vend Park

. Close complex enterprise commercial real estate opportunities .

Posted 9/24/2026full-timeRemote • United StatesLead💰 $150,000 - $250,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in closing complex enterprise commercial real estate deals while leading and mentoring a team. Proficient in deal structuring, maintaining stakeholder relationships, and utilizing AI in sales processes.

Highest-signal resume keywords

Enterprise Deal ClosingTeam Leadership and CoachingDeal StructuringHubSpot ExperienceMEDDPICC Training

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Cycle ManagementRevenue Share ModelsCapex AmortizationManagement AgreementsUnit EconomicsForecasting DisciplinePersonal Quota AchievementComplex Opportunity ManagementStakeholder EngagementAI in Sales

Soft Skills

CoachingRelationship BuildingCollaboration

Tools & Technologies

HubSpot

Certifications & Qualifications

MEDDPICC Training

Industry Keywords

Commercial Real EstateCRE ServicesPropTechInstitutional OwnersAsset ManagersThird-Party Property ManagersStartup ExperienceHigh-Growth Experience

About the role

Key responsibilities & impact

Close complex enterprise commercial real estate opportunities
Carry a personal quota and maintain a book of business even while leading a team
Build and coach a small team of three to four Account Executives, growing to no more than six
Sit in on deals, run debriefs, sharpen discovery, and coach representatives through CRE buying processes
Lead the largest and most complex institutional opportunities
Multi-thread across asset managers, ownership groups, and third-party property managers
Engage economic buyers early and maintain those relationships
Structure profitable deals with Finance and Operations, including revenue share models, capex treatment, management agreements, and pricing
Own, forecast, defend, and deliver the region's number
Maintain accurate and current pipeline data in HubSpot
Collaborate with the GTM AI Engineer, marketing, and growth teams on AI and automation
Report to the Head of Revenue and work closely with the CEO
Travel frequently to customer sites, industry events, and team meetings

Requirements

What you’ll need

Currently carrying and hitting an individual quota
Experience personally closing enterprise deals
Experience with $100K+ ACV deals
Experience with sales cycles of four to six months or longer
Experience managing opportunities involving multiple stakeholders and committee decisions
Experience selling to CRE owners and asset managers
Experience in CRE services, PropTech, or a related built-world category strongly preferred
Experience mentoring people informally or developing reps formally
Formal training in MEDDPICC or an equivalent, applied in practice
Fluency in deal structuring, including revenue share, capex amortization, management agreements, and unit economics
Forecasting discipline; HubSpot experience is a plus
Hands-on use of AI in personal selling
Willingness and ability to travel frequently
Existing relationships with institutional owners, asset managers, or third-party property managers are nice to have
Experience selling a combined technology-and-services offering is nice to have
Startup or high-growth experience is nice to have

Benefits

Comp & perks

Medical, dental, and vision coverage
401(k) with company match
Unlimited PTO
Paid parental leave
Flexible, remote-first work
Learning and development support, including conferences and certifications
Retreats and team events