Executive Director of Strategic Accounts

About Stayntouch
Stayntouch is redefining how hotels operate. Headquartered in Bethesda, MD, we deliver a cloud-native PMS built for modern hospitality - flexible, intuitive, mobile-first, and designed to empower teams from the lobby to the back office. Our platform streamlines operations, unlocks new revenue opportunities, and elevates every step of the guest journey. Hoteliers can run their entire operation from any device, enabling staff to break free from the front desk and guests to personalize their stay from check-in to check-out. Trusted by iconic properties and brands, Stayntouch is the PMS for hotels that demand both simplicity and power.

*This is a remote position based in the United States with a strong preference to candidates based in the East Coast*

About the Role

Reporting to the VP of North America Sales, the Executive Director of Strategic Accounts is a key driver of growth across Stayntouch’s enterprise and multi-property segments. This role owns the full sales cycle for large, complex hotel groups - identifying and targeting high-value clients, cultivating executive-level relationships, shaping custom commercial proposals and steering strategic deals from discovery through close.

As a consultative partner to hotel ownership groups, management companies and brand-level decision makers, you’ll translate Stayntouch’s capabilities into measurable business outcomes. Success requires strong communication, negotiation, and strategic thinking, as well as the ability to understand client needs and deliver tailored solutions in partnership with internal teams.

This is a high-visibility, high-impact role for a seller who thrives in strategic pursuit, builds trust quickly and wants to make a meaningful mark on a fast-growing company.

What You’ll Do

• Partner closely with the Head of Sales to execute and refine Stayntouch’s enterprise strategy
• Build, prioritize, and manage a robust pipeline across your assigned territory
• Proactively identify and win new enterprise prospects, navigating multiple stakeholders and complex decision cycles
• Consistently achieve new-logo targets, pipeline coverage goals and sales activity metrics
• Develop tailored proposals, deliver compelling presentations and negotiate commercial agreements
• Maintain accurate CRM documentation for opportunities, forecasts and key account details
• Deeply understand Stayntouch’s platform, industry trends and competitive positioning
• Travel as needed to prospect, present, attend conferences, and strengthen key relationships

What You Bring

Required Experience:

• 10 + years of hospitality technology or SaaS sales experience
• Strong network of decision-maker relationships across North America
• Experience selling PMS or other hotel operations platforms preferred

Skills and Qualifications:

• Proven track record of hitting or exceeding quota in a strategic/enterprise sales capacity
• Excellent negotiation, presentation and storytelling skills
• Highly organized with disciplined follow-up and pipeline management
• Strong CRM proficiency (Salesforce preferred)
• Innate curiosity and commitment to understanding customer needs
• Ability to work autonomously, prioritize effectively and collaborate cross-functionally
• Strong interpersonal EQ - able to build trust internally and externally

Why Join Stayntouch?
At Stayntouch, we’re building more than cutting-edge hospitality technology. We’re building a culture where people can do the best work of their careers. We move fast, collaborate deeply, celebrate wins and genuinely enjoy the journey together.

• A supportive, high-trust environment where every voice matters
• A leadership team that invests in your growth, development and long-term success
• Remote-first flexibility with a team that feels connected, energized and mission-driven
• Opportunities to shape the future of hotel technology and make a visible impact

Comprehensive Benefits That Have You Covered

We offer a benefits package designed to support your wellbeing - inside and outside of work - so you can show up at your best.

• Medical, Dental & Vision Coverage - Competitive plans with options that fit your needs

• 401(k) with Company Match -  We help you invest in your future
• Competitive Compensation + Strong OTE  -  Rewarding performance in a high-impact role
• Company Paid Life & Disability Insurance  - Added peace of mind for life’s what-ifs

• Generous PTO -  Because great work requires real rest
• Paid Holidays -  Including company-wide days designed to unplug and recharge

• Remote-first work environment with autonomy and trust
• Career growth & development opportunities, from leadership access to cross-functional collaboration
• A mission-driven team reinventing how hotels operate and serve guests

Pay Info:

Base Salary + Strong Commission Upside

On-Target Earnings (OTE): up to $245,000 annually

Stayntouch does not discriminate in employment opportunities or practices on the basis of race, color, religion, sex, national origin, age, disability, marital status, ancestry, genetic information, veteran status, personal appearance, sexual orientation, gender identity or expression, family responsibilities, political affiliation, and matriculation or any other characteristic protected by law. Employment decisions at Stayntouch are based on merit, qualifications, and abilities. Stayntouch is also committed to providing reasonable accommodations for qualified individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, you may contact us at [email protected].