Mid-Market SaaS Account Executive - Remote & Travel

Outside; United States; On-site; USD 60,000 - 80,000; Full time

Benefits offered by this job

Remote-first work environment

Health, dental, and vision benefits

Flexible PTO

Travel opportunities for industry  and

Job summary

Outside Inc., a remote-first leader in active lifestyle content and travel technology, seeks a Mid-Market Account Executive to drive new business in hospitality, lodging, attractions, and destinations. The role focuses on mid-market accounts with up to four properties, managing discovery calls, product demonstrations, and ROI-based proposals.

The ideal candidate will own the full sales cycle, build a strong Salesforce pipeline, and collaborate with Solutions Consulting, Product, and Onboarding

Qualifications

• 3–7+ years of SaaS sales experience.
• Proven success closing mid-market deals ($25k–$250k+ ARR).
• Experience selling CRM/CDP/booking engines and marketing automation.

Responsibilities

• Own the full sales cycle from prospecting through close for mid-market opportunities.
• Identify and develop new business opportunities across hotels, resorts, attractions, and destinations.
• Conduct discovery calls to understand client needs around booking engines, CRM/CDP, and marketing automation.
• Deliver tailored product demonstrations and solution presentations.
• Collaborate with Solutions Consulting, Product, and Onboarding teams to scope integrations.
• Build and maintain a healthy pipeline in Salesforce.
• Develop proposals, ROI models, and commercial terms.
• Manage multiple stakeholders including marketing, revenue management, operations, and executive leadership.

Skills

SaaS sales

Consultative selling

Multi-stakeholder sales

CRM expertise

Tools

Salesforce

Job description

Outside Inc., a remote-first leader in active lifestyle content and travel technology, seeks a Mid-Market Account Executive to drive new business in hospitality, lodging, attractions, and destinations. The role focuses on mid-market accounts with up to four properties, managing discovery calls, product demonstrations, and ROI-based proposals.

The ideal candidate will own the full sales cycle, build a strong Salesforce pipeline, and collaborate with Solutions Consulting, Product, and Onboarding