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Hospitality Software Implementation Jobs (NOW HIRING)

Mwe

Guest Experience & Hospitality Supervisor

Chicago, IL · On-site

$83K - $105K/yr

... Software. * Act as the primary escalation point for front office, conference services, and ... Gather and implement feedback to continuously enhance service quality and the overall workplace ...

Fourth Enterprises LLC.

$100 - $125/hr

... hospitality management technology solutions. We pride ourselves on delivering a world-class SaaS ... Experience with training clients to use software * Conflict resolution and de-escalation techniques ...

Hurtado Barbecue

Hospitality Manager

Dallas, TX · On-site

$22/hr

Able to identify potential issues and implement solutions. * Goal-Oriented: Motivated to meet and ... Proficient in using restaurant POS systems and basic office software (Word, Excel). At Hurtado ...

Harri US

Project Manager

Manhattan, NY · On-site

$100K - $120K/yr

You will serve as an implementation project manager and a trusted consultant, playing a key role in delivering successful enterprise-level software transformations for hospitality businesses. What ...

Harri US

Project Manager

Manhattan, NY · On-site

$100 - $125/hr

You will serve as an implementation project manager and a trusted consultant, playing a key role in delivering successful enterprise-level software transformations for hospitality businesses. What ...

Reeco T.M. Ltd.

Senior Implementations Manager

Miami, FL · On-site

$100 - $125/hr

Join us and help build the future of hospitality tech. About the role A successful implementation ... Experience driving software adoption and organizational change is highly preferred. Bonus if you've ...

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Hospitality Software Implementation information

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$44.5K

$76.8K

$102.5K

How much do hospitality software implementation jobs pay per year?

As of Sep 9, 2026, the average yearly pay for hospitality software implementation in the United States is $76,827.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,000.00 and $90,000.00 per year, depending on experience, location, and employer.

What is hospitality software implementation?

Hospitality software implementation refers to the process of installing, configuring, and integrating software solutions tailored for the hospitality industry, such as property management systems, booking engines, or point-of-sale systems. This process involves assessing a hotel's or restaurant's needs, setting up the software, training staff, migrating data, and ensuring the system works seamlessly with existing operations. The goal is to streamline operations, improve guest experiences, and increase efficiency while minimizing disruptions during the transition.

What are some common challenges faced during hospitality software implementation, and how can they be managed?

A key challenge in hospitality software implementation is ensuring seamless integration with existing systems, such as property management or point-of-sale platforms. Other common hurdles include staff resistance to change, insufficient training, and aligning the software’s capabilities with operational needs. Successful implementation often involves close collaboration with both technical teams and end-users, thorough planning, and ongoing support to address issues as they arise. Proactive communication and comprehensive training programs are crucial to encourage staff adoption and minimize disruptions.

What are the key skills and qualifications needed to thrive in hospitality software implementation, and why are they important?

To thrive in Hospitality Software Implementation, you need a solid understanding of hospitality operations, project management skills, and experience with software deployment, often supported by a relevant degree or certifications like PMP or hospitality technology credentials. Familiarity with property management systems (PMS), point-of-sale (POS) platforms, and integration tools is typically required. Strong communication, problem-solving abilities, and customer service orientation are essential soft skills for successful client interactions and troubleshooting. These skills ensure seamless software transitions, high client satisfaction, and effective adoption of technology within hospitality environments.

What are popular job titles related to Hospitality Software Implementation jobs?

For Hospitality Software Implementation jobs, the most frequently searched job titles are:

Infographic showing various Hospitality Software Implementation job openings in the United States as of August 2026, with employment types broken down into 88% Full Time, 8% Part Time, and 4% Contract. Highlights an 88% Physical, 3% Hybrid, and 9% Remote job distribution, with an average salary of $76,827 per year, or $36.9 per hour.

Implementation Specialist (Contract)

Remote

Club Caddie Holdings, Inc.
Software Development • 11 - 50 employees
Learn more about Club Caddie Holdings, Inc.external

Full-time

Posted 12 days ago

Job description

Job Details:

Implementation Specialist (Contract)

Club Caddie - Public, Semi Private and MCO Golf Course Installation

THE COMPANY

Club Caddie is a quickly growing technology start-up that builds golf course management software. We've had the privilege of recently being acquired by Jonas Software.

Jonas Software is the valued technology partner of over 40,000 customers worldwide in more than 15 countries. Jonas is headquartered in Canada and also operates offices throughout North America, the United Kingdom, Europe, Australia and Africa. Jonas is a 100% owned subsidiary of Constellation Software Inc., headquartered in Toronto and traded on the TSX (CSU.TO).

Club Caddie's objective is to expand Jonas' outstanding reputation and market share in the public, semi-private and multi-course operator golf business.

THE POSITION

Working on our implementation team and reporting to the Director of Professional Services, we are seeking an ambitious, action-oriented contract individual to join our team of professionals as an Implementation Specialist.

Job Responsibilities:

  • Scheduling meetings with clients following the sale of Club Caddie software and leading the collection of data and other information required to structure purchased software systems.
  • Creating and managing a project plan for each client, detailing the tasks that need to be completed for the timely installation of Club Caddie software systems.
  • Leading communications with clients throughout the software setup process to obtain feedback and approval.
  • Using knowledge of golf course operations, structuring Club Caddie software systems based on clients' individual needs and specifications.
  • Training clients on how to use Club Caddie software systems and add-on modules that fit their specific needs.
  • Creating a specialized document for each client, detailing all customizations made.
  • Managing key deliverables and project milestones.
  • Providing cost and time estimates to clients who require additional developments to be done; billing clients for professional services.
  • Other duties as assigned

Qualifications:

  • Action-Oriented: Enjoys working hard; is action-oriented and full of energy for the things he/she sees as challenging; not fearful of acting with a minimum of planning; seizes more opportunities than others.
  • Approachability: Is easy to approach and talk to; spends extra time to put others at ease; builds rapport well.
  • Prior Club Caddie software experience preferred
  • Prior experience working as an Implementation Specialist or related field.
  • Golf Industry Acumen: intimate knowledge with golf course operations and golf course management systems; familiarity with Club Caddie's competitor's software functionality. 3+ years of golf course operation experience.
  • Sound technical knowledge.
  • Proficiency in Microsoft Office product suite or related tools.
  • The ability to work independently and as part of a team.
  • Strong analytical and problem-solving skills.
  • Excellent organizational and time management skills.
  • Strong Communication Skills and Presentation Skills: in written, spoken and non-verbal communications, is effective inside and outside of the organization in a variety of formal presentation settings; one-on-one, small and large groups, with peers, direct reports and with bosses.
  • Ethics and Values.
                                                                                Business Unit:Club CaddieScheduled Weekly Hours:40Number of Openings Available:3                                                                                   Worker Type:Contractor - JonasMore About Jonas Software:

Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas' vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of "Software for Life." We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We're a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.

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