Enterprise Account Executive

myDigitalOffice$100K — $150K *
US-AnywhereRemote in United States
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of experience in SaaS enterprise sales, hospitality experience preferred but not mandatory
  • Proven track record of meeting or exceeding quotas, with success in closing six-figure deals
  • Experience in selling complex, consultative tech solutions (e.g., martech, data platforms, CRMs)
  • Familiarity with sales methodologies like MEDDIC, SPIN, or Challenger
  • Strong organizational skills with the ability to work both independently and collaboratively
  • Adaptable to fast-paced environments and proactive in scaling the business
  • Preferred familiarity with pain points in the hospitality sector

Responsibilities

  • Manage the entire sales cycle from lead generation to closing contracts
  • Develop relationships with upper mid-market and enterprise clients in the U.S.
  • Collaborate on outbound initiatives and engage with quality inbound prospects
  • Lead discovery sessions and present tailored solutions to senior decision-makers
  • Work with presales teams to create customized demos and compelling business cases
  • Navigate complex sales processes involving multiple stakeholders
  • Maintain accurate sales forecasts and pipeline management using CRM tools
  • Contribute insights to refine messaging and go-to-market strategy
  • Promote Otelier at industry events, webinars, and conferences

Benefits

  • Fully remote work
  • 401k Plan (Traditional & Roth) with company match
  • Flexible PTO policy to refresh and recharge
  • Comprehensive Medical, Dental & Vision plans for employees and their dependents
  • Paid parental leave
  • Additional company-paid benefits such as LTD, STD, and life insurance
Full Job Description
About the Role
Otelier is looking for an Enterprise Account Executive who thrives on winning new business and driving impact. In this role, you'll own the full sales cycle from prospecting to close, while helping scale a proven go-to-market motion in a high-performing environment. You'll join a lean, high-performing sales team where every deal matters and individual contributions are highly visible. This is a great opportunity to run your territory with strong support from leadership, marketing, product, customer success, and our alliance partners. For ambitious sales professionals, this role offers more than just hitting quota, it's a chance to grow your craft, influence how we sell, and be rewarded for impact.

Key Responsibilities:
  • Manage the full sales cycle from lead generation to contract close.
  • Target and develop relationships with upper mid-market and enterprise-level companies across the U.S.
  • Collaborate with business development representatives on outbound initiatives and engage with qualified inbound prospects.
  • Lead discovery sessions and deliver tailored solution presentations to senior marketing and digital decision-makers.
  • Partner with presales to develop custom demos and persuasive business cases.
  • Navigate complex sales processes involving multiple stakeholders, including procurement.
  • Maintain accurate forecasts and pipeline discipline using CRM tools (e.g., HubSpot).
  • Provide insights to enhance messaging, ideal customer profiles, and go-to-market strategy.
  • Foster a high-performance, collaborative team environment.
  • Represent Otelier at relevant industry events, webinars, and conferences.


Requirements

  • 5+ years of experience in SaaS enterprise sales: experience in the hospitality industry a plus, but not a requirement
  • Demonstrated success in consistently meeting or exceeding quotas, with experience closing six-figure deals.
  • Background in selling complex, consultative technology solutions such as martech, data platforms, or CRMs.
  • Proficiency in sales methodologies such as MEDDIC, SPIN, or Challenger.
  • Strong organizational skills with the ability to work independently and collaboratively.
  • Comfortable in dynamic, fast-paced environments where you're helping to scale the business-not just executing a playbook.
  • Familiarity with the pain points in the hospitality space, strongly preferred


What we Offer (US Benefits)
  • Fully remote work.
  • 401k Plan (Traditional & Roth) with company match.
  • Flexible PTO policy to refresh & recharge.
  • Comprehensive Medical, Dental & Vision plans for you and your dependents.
  • Paid parental leave when expanding your family.
  • Additional company paid benefits, such as LTD, STD, and life insurance to give you peace of mind for life's unexpected moments.

This position offers a base compensation range of $100,000 to $150,000, with unlimited upside. This range represents the potential compensation for this role, with actual pay based on factors such as the location, skills, experience, and qualifications. Compensation may vary from the stated range. This information is provided to applicants in accordance with state and local laws.

About myDigitalOffice

myDigitalOffice is a cloud-based platform that provides real-time data and analytics for hotel owners, operators, and asset managers. The platform integrates with various hotel systems to provide a comprehensive view of hotel performance, including revenue, expenses, and labor costs. The platform also includes a mobile app that allows hotel staff to access real-time data and communicate with each other. myDigitalOffice was founded in 2012 and is headquartered in Philadelphia, PA.
Learn more about myDigitalOffice
Size
20 employees
Industry
Net Income
-$500,000
Founded
2012
5 Year Trend
+20%
Revenue
$1 million

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