O
Outside7d ago
New
$60,000 – $80,000/yr

Account Executive - Mid Market

Remotemid
SalesAccount Executive
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Quick Summary

Key Responsibilities

Booking engine/eCommerce optimization Guest data unification (CRM/CDP) Marketing automation Call center and reservation workflows Deliver tailored product demonstrations and solution presentations.

Technical Tools
SalesAccount Executive

ARE YOU READY TO TAKE YOUR CAREER TO NEW HEIGHTS? ARE YOU SEEKING A NEW CHALLENGE IN A DYNAMIC SECTOR? 

This is a very exciting and highly innovative time here at Outside.

OUR TRUE NORTH:Outside Interactive, Inc., the premier hub for active lifestyle enthusiasts, offers best-in-class content and experiences to more than 70 million of the world’s most passionate outdoor, wellness, and endurance enthusiasts every month. We inspire a broad and diverse audience to do the activities they love with greater enjoyment, inspiration, and knowledge and are dedicated to making real change in the outdoor and fitness industries.

Inntopia is a leading SaaS platform serving the hospitality, destination, and experience industries. We provide enterprise-grade Commerce and Marketing Cloud solutions that help resorts, hotels, attractions, and destination organizations unify their booking experience, streamline operations, and maximize revenue. Our solutions include integrated eCommerce, CRM, CDP, and marketing automation designed to create seamless guest experiences from inspiration through booking and beyond.

Inntopia is part of Outside, the world’s leading creator of active lifestyle content, experiences, and technology. Outside reaches millions of highly engaged consumers across adventure, travel, wellness, and outdoor recreation through its portfolio of brands, media properties, and subscription platforms. As part of Outside, Inntopia is uniquely positioned at the intersection of commerce, media, and audience data, giving our partners access to innovative technology and unique opportunities to connect with travelers and outdoor enthusiasts at scale.

This combination of powerful SaaS tools and consumer reach makes Inntopia a differentiated partner for hospitality and destination operators looking to modernize their technology stack and accelerate direct bookings.

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.

Responsibilities

~1 min read
  • 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. 

Requirements

~1 min read
  • 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. 

Nice to Have

~1 min read
  • 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. 
  • 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. 

What We Offer

~1 min read
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

Location & Eligibility

Where is the job
Worldwide
Fully remote, anywhere in the world
Who can apply
Same as job location

Listing Details

Posted
July 23, 2026
First seen
July 23, 2026
Last seen
July 30, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
80%
Scored at
July 23, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
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O
Account Executive - Mid Market$60k–$80k