[Hiring] Account Executive - Mid Market @Outside

Role Description

We are seeking a highly motivated and results-driven Mid-Market Account Executive to drive new business growth across hospitality, lodging, attractions, and destination verticals. This role will focus on organizations with annual revenues up to approximately $40M and/or multi-location operators with up to four properties.

The ideal candidate is consultative, strategic, and experienced in SaaS sales, with a strong ability to navigate complex sales cycles, identify operational pain points, and position technology solutions that deliver measurable ROI.

Key Responsibilities

• Own the full sales cycle from prospecting through close for net-new mid-market opportunities.
• Identify and develop new business opportunities across hotels, resorts, attractions, and destination operators.
• Conduct discovery calls to understand client needs around:
  • Booking engine/eCommerce optimization
  • Guest data unification (CRM/CDP)
  • Marketing automation
  • Call center and reservation workflows
• Deliver tailored product demonstrations and solution presentations.
• Collaborate with Solutions Consulting, Product, and Onboarding teams to scope integrations and implementation requirements.
• 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.
• Maintain accurate forecasting and pipeline visibility.
• Represent Inntopia at trade shows, conferences, and industry events.

Qualifications

• 3–7+ years of SaaS sales experience, preferably in hospitality, travel, martech, or ecommerce.
• Proven success closing mid-market deals ($25k–$250k+ ARR).
• Experience selling one or more of the following:
  • CRM platforms
  • CDP solutions
  • Booking engines / ecommerce platforms
  • Marketing automation software
  • Revenue management systems
• Strong consultative selling skills and ability to uncover business pain points.
• Experience managing multi-stakeholder sales cycles.
• Excellent communication, presentation, and negotiation skills.
• Comfortable working cross-functionally with technical and product teams.
• Experience with Salesforce or equivalent CRM required.

Preferred Experience

• Hospitality technology experience (PMS, CRS, booking engines, POS, or distribution).
• Knowledge of guest journey marketing and first-party data strategies.
• Experience selling into hotels, resorts, tourism boards, or attractions.
• Familiarity with integrations across PMS, payment gateways, and third-party reservation systems.

What Success Looks Like

• Consistently achieve and exceed quota.
• Build a strong pipeline of qualified opportunities.
• Shorten sales cycles through effective discovery and stakeholder alignment.
• Help expand Inntopia’s footprint in the mid-market segment.
• Become a trusted advisor to prospects and partners.

Compensation & Benefits

• Competitive base salary + uncapped commission
• Health, dental, and vision benefits
• Flexible PTO
• Remote-first work environment
• Travel opportunities for industry events and client meetings
• Career growth within a rapidly evolving SaaS and travel technology company