We’re looking for enthusiastic, fun, and energetic people who take the work seriously, but not themselves. Let’s see if we’re a fit. We hope so.

The Vice President of Technology will serve as Mainsail’s senior technology leader, responsible for defining and guiding the company’s technology strategy in support of operational excellence, scalable growth, cybersecurity, and an elevated guest experience. This person will be responsible for strategic planning for technology infrastructure, information system assets, data management, and enterprise security. This role is a business-oriented leadership role that ensures technology decisions align with Mainsail’s operating philosophy, brands, and growth strategies.

What You Will Do

Technology Strategy & Roadmap

Define and maintain a multi-year enterprise technology strategy and roadmap aligned with company growth, new developments, renovations, and transitions
Establish clear technology principles to guide decision-making (simplicity, scalability, security, ROI)
Balance innovation with operational stability; avoid unnecessary complexity
Define the right internal vs. outsourced technology model
Engage and manage third-party partners and manage service providers effectively
Ensure appropriate frameworks are in place without overengineering the organization
Partner closely with Operations, Finance, Development, and Brand Leadership

Technology Governance & Decision Frameworks

Establish and manage a governance operating model, including data ownership, stewardship, and accountability for:
System selection and retirement
Vendor evaluation and performance
Project prioritization and capital allocation
Serve as executive steward for technology standards while respecting property-level operational realities
Ensure data supports audit readiness, cybersecurity, and regulatory controls.

Hospitality Systems & Platforms

Provide strategic oversight (not day-to-day administration) of:
PMS, POS, revenue, sales & catering, guest-facing platforms
Finance, procurement, and data platforms
Ensure systems are integrated, secure, and aligned to position Mainsail to scale in growth
Identify opportunities to simplify or rationalize overlapping technologies

Cybersecurity & Risk

Serve as executive owner for:
Cybersecurity posture and vendor oversight
PCI compliance and data privacy
Disaster recovery and business continuity
User access controls, and information security policies

New Openings & Transitions Support

Partner with Development and Operations teams to ensure technology readiness for new builds, acquisitions, and transitions
Provide standards and playbook solutions for every project

Leading People & Human Resources Activities

Coach, mentor, and develop leaders and subject matter experts.
Participate in hiring, succession planning, and workforce strategy.
Provide performance feedback, evaluations, and recognition.

Additional Responsibilities

Excellent project management skills with demonstrated ability to coordinate communications, objectives, and tasks between internal and external resources
Able to influence and make sound judgments quickly
Work on multiple tasks, making appropriate progress towards deadlines
Able to work independently, take direction, and provide direction to others
Maintain the highest degree of confidentiality
Ability to effectively handle challenges in the workplace, including anticipating, preventing, identifying, and solving problems as necessary
Demonstrated success supporting growth, openings, or a multi-property environment
Highly proficient in contract negotiations, contract maintenance, and vendor management
Other duties as assigned

What You'll Have

Education & Experience

Bachelor’s degree in computer science or information systems or an equivalent business degree
A minimum of 10 years of experience in information technology with a minimum of 3 years in data strategy and data management
Experience in travel and hospitality software technology systems/products. Knowledge of Marriott hotel technology requirements and systems is a plus.
PMS platforms such as Opera cloud or FSPMS
POS platforms such as Micros, Toast, or Agilisys
Hotel internet, guest Wi-Fi, IPTV, phone systems, and in-room entertainment platforms.
A minimum of 4 years of experience implementing and managing customer-facing web and mobile applications
Minimum of 15 years of progressive technology leadership experience
At least 4 years of prior experience in hospitality, retail, multi-unit, or service-driven businesses strongly preferred
At least 3 years’ experience operating within lean, entrepreneurial cultures (not only large enterprises)

Physical Demands

Ability to sit or stand for extended periods of time
Ability to communicate clearly
Ability to lift, bend, and carry 20 lbs.
Corrected vision to normal range.
Ability to work long hours as needed

Mainsail is an Equal Opportunity Employer and it does not discriminate on the basis of actual or perceived race, color, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth and pregnancy-related conditions), gender identity expression (including transgender status), sexual orientation, marital status, parental status, military service and veteran status, political affiliation, physical or mental disability, genetic information, or any other characteristic protected by applicable federal, state or local laws and ordinances.

Mainsail Lodging & Development

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