Senior Account Executive: Remote Vacation Rentals

Grand Welcome; United States; Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Competitive Compensation

Health Coverage

Vision Coverage

Dental Coverage

401k Match

PTO

Equipment Provided

Company Values

Job summary

Grand Welcome is launching a services offering for independent vacation rental managers. As a Senior Account Executive you’ll open conversations, run business reviews, and convert them into signed partners.

You’ll work directly with the CEO to shape the go‑to‑market offer and own pipeline management in HubSpot while leveraging AI tools across the sales cycle. The role is remote in the US, with travel to industry events and conferences.

Qualifications

• Experience selling B2B services to vacation rental managers.
• Fluency in VRM economics: management fees, gross vs net revenue, RevPAR, owner costs.
• Recent experience selling to vacation rental or short-term rental property managers.
• Proven ability to build a pipeline via prospecting and outbound and close new business.
• Strong consultative selling skills: diagnose a business, not just demo a product.
• Existing network of property managers to contact now.
• Hands-on HubSpot: manage contacts, deals, sequences, dashboards.

Responsibilities

• Build and maintain a target list of independent property management companies in our launch markets.
• Run outbound outreach by phone, email, LinkedIn, and in person, using your network and marketing leads.
• Follow up on inbound leads within one business day.
• Lead business reviews with property managers, partnering with the Performance team on analysis.
• Turn reviews into proposals and negotiate to signature within approved pricing.
• Handover signed partners to onboarding and stay involved through go-live.
• Manage your pipeline in HubSpot and log calls, meetings, and deals daily.
• Use AI tools throughout the sales cycle for prospecting, personas, reviews, and call summaries.
• Lead a monthly deep-dive review with the CEO on pipeline results and market feedback.
• Travel for conferences and trade shows, coordinating marketing efforts and campaigns.

Skills

Outbound sales

B2B sales

CRM proficiency

AI tools

Tools

HubSpot

Job description

Grand Welcome is launching a services offering for independent vacation rental managers. As a Senior Account Executive you’ll open conversations, run business reviews, and convert them into signed partners.

You’ll work directly with the CEO to shape the go‑to‑market offer and own pipeline management in HubSpot while leveraging AI tools across the sales cycle. The role is remote in the US, with travel to industry events and conferences.