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Remote Vacation Planner Jobs in Wisconsin (NOW HIRING)

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Are you interested in building your expertise in ERP support and problem-solving? At Cayenta, our ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Are you interested in building your expertise in ERP support and problem-solving? At Cayenta, our ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Organizational and planning skills * Persistence and resilience in long-cycle sales environments ... What we can offer: * 3 weeks' vacation and 5 personal days * Comprehensive Medical, Dental, and ...

Facilities Coordinator

Oshkosh, WI · On-site +1

$65K/yr

  • Medical

  • Retirement

  • PTO

Facilities Planner Job Duties: The Facilities Coordinator supports the effective planning ... Hybrid remote work may be available after the successful completion of the initial training period.

Facilities Coordinator

Oshkosh, WI · On-site +1

$65K/yr

  • Medical

  • Retirement

  • PTO

Facilities Planner Job Duties: The Facilities Coordinator supports the effective planning ... Hybrid remote work may be available after the successful completion of the initial training period.

Territory Sales Manager - Heartland

Madison, WI · On-site +1

$77K - $96K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The TSM will lead strategic business planning, sales team training, and territory management, with ... Remote based - based upon territory supported. Travel Required This position will require travel 80 ...

Microsoft Dynamics 365 Platform Architect

Wausau, WI · Remote

$115K - $140K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Experience working with ERP implementation partners or consulting firms. This is a remote role with ... Paid Time Off (Vacation and Sick Time) * Paid Holidays * Tuition Reimbursement Program * Employee ...

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Showing results 1-20

Remote Vacation Planner information

What is a remote vacation planner?

A Remote Vacation Planner is a travel professional who helps clients organize, book, and coordinate vacations while working from a remote location, often from home. They research destinations, find the best deals, arrange accommodations, transportation, and activities based on client preferences and budgets. These planners use digital tools and communication platforms to interact with clients and service providers, making the vacation planning process convenient and personalized. Their goal is to create stress-free and memorable travel experiences tailored to each client's needs.

How does a remote vacation planner typically collaborate with clients and suppliers to ensure a seamless travel experience?

As a Remote Vacation Planner, you will regularly communicate with clients via email, phone, or video calls to understand their preferences and requirements. You’ll also partner closely with travel suppliers such as hotels, airlines, and tour operators to secure bookings and resolve any issues that arise. Effective coordination and timely follow-ups are key to ensuring smooth itineraries and addressing any last-minute changes or challenges. Collaboration is mostly virtual, requiring strong organizational and interpersonal skills to maintain positive relationships and deliver exceptional service.

What are the key skills and qualifications needed to thrive as a remote vacation planner, and why are they important?

To thrive as a Remote Vacation Planner, you need strong organizational abilities, destination knowledge, customer service skills, and typically some experience or certification in travel planning or tourism. Familiarity with travel booking platforms, itinerary management tools, and CRM systems is often required. Excellent communication, attention to detail, and problem-solving skills help you deliver personalized, seamless travel experiences for clients. These skills and qualities ensure client satisfaction, efficient trip planning, and the ability to handle unexpected changes or challenges remotely.

What is the difference between Remote Vacation Planner vs Remote Travel Agent?

AspectRemote Vacation PlannerRemote Travel Agent
CredentialsTravel planning certifications, customer service skillsTravel certifications, industry knowledge
Work EnvironmentHome-based, client-focusedHome-based or office, client-focused
Industry UsageTourism, travel planning companiesTravel agencies, tour operators
Search & ComparisonOften compared for personalized planning rolesCompared for booking and sales roles

Remote Vacation Planners focus on creating customized travel itineraries and providing personalized travel advice, often working independently with clients. Remote Travel Agents handle booking, reservations, and sales for travel services, typically working with travel agencies or companies. While both roles require travel industry knowledge and certifications, Remote Vacation Planners emphasize planning and consultation, whereas Remote Travel Agents focus on booking and transaction processes.

How much do remote vacation planners make?

Remote vacation planners typically earn between $30,000 and $60,000 annually, depending on experience, client base, and whether they work as independent contractors or for agencies. Some may also earn commissions or bonuses based on sales and customer satisfaction. Strong communication skills and familiarity with booking tools can enhance earning potential.

How to become a remote vacation planner?

To become a remote vacation planner, gain experience in travel planning, customer service, or hospitality, and develop strong organizational and communication skills. Familiarity with booking tools, travel software, and industry knowledge can enhance your prospects. Some roles may require certifications or training in travel consulting or related fields.

What are popular job titles related to Remote Vacation Planner jobs in Wisconsin?

For Remote Vacation Planner jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Remote Vacation Planner jobs in Wisconsin look for?

The top searched job categories for Remote Vacation Planner jobs in Wisconsin are:

What cities in Wisconsin are hiring for Remote Vacation Planner jobs?

Cities in Wisconsin with the most Remote Vacation Planner job openings:

Infographic showing various Remote Vacation Planner job openings in Wisconsin as of August 2026, with employment types broken down into 94% Full Time, 2% Part Time, and 4% Contract. Highlights an 4% In-person, and 96% Remote job distribution.

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 10 days ago


Job description

Are you interested in building your expertise in ERP support and problem-solving? At Cayenta, our Support Analysts play a critical role in helping customers resolve system issues and keep their operations running smoothly.

In this role, you will manage and resolve support tickets related to our Human Resource Management and Payroll modules. Issues may span application functionality, system environments, and end-user challenges, requiring strong troubleshooting skills and a solid understanding of ERP systems.

This is an opportunity to deepen your knowledge of enterprise software while working directly with customers across North America. We are seeking candidates with strong software proficiency and experience in HR and payroll processes who are comfortable working in a remote environment.

This remote role welcomes candidates anywhere in Canada and the US.

What your impact will be:

  • Resolve customer issues in a timely and thorough manner, ensuring a high level of customer satisfaction
  • Monitor the support queue, take ownership of new tickets, and reassign as needed
  • Collaborate with internal teams (Environment Specialists, R&D, and other analysts) to escalate and resolve complex issues
  • Troubleshoot application, data, architecture, and interface-related problems
  • Communicate proactively with customers, providing clear updates and managing expectations throughout the resolution process
  • Develop deep functional and technical knowledge of our ERP applications, with a focus on Human Resources and Payroll modules
  • Identify root causes and provide recommendations to prevent recurring issues
  • Understand support service agreements and appropriately scope requests outside of standard support
  • Contribute ideas for product and process improvements

What we are looking for:

  • Experience supporting or working with ERP systems, particularly in Human Resources and Payroll
  • Strong technical aptitude with proven troubleshooting and problem-solving skills
  • Experience delivering solutions, services, or support within HR, payroll, finance, or accounting environments is preferred

Customer Support Qualifications:

  • Excellent communication skills, with the ability to clearly explain technical concepts and manage customer expectations
  • Ability to manage multiple priorities and support tickets simultaneously in a fast-paced environment
  • Strong analytical skills with the ability to make sound, independent decisions
  • Self-motivated, adaptable, and able to work both independently and collaboratively within a team

Technical Qualifications

  • Preferred software experience in applications based in at least one of the following: SQL, PL/SQL, Uniface, Acucobol
  • Experience in troubleshooting APIs and/or web services preferred.
  • Knowledge of Apache Tomcat configuration and troubleshooting is preferred.

What we can offer:

  • 3 weeks' vacation and 5 personal days
  • Comprehensive Medical, Dental, and Vision benefits starting from your first day of employment
  • Employee stock ownership and RRSP/401k matching programs
  • Lifestyle rewards
  • Remote work and more!

Compensation Range:

60K-75K

About Cayenta:

Founded in 1983 and welcomed to the Harris family in 2004, our Cayenta business unit is the North American leader in technology for medium to large utility clients. We provide innovative end-to-end CIS and ERP solutions that were engineered from the ground up to be agile and seamless, ensuring that our clients have a platform for operational success.

About Harris:

Harrisis a leading provider of mission critical software to the public sector in North America. As a wholly owned subsidiary of Constellation Software Inc. ("CSI", symbol CSU on the TSX), Harris has become the cornerstone for CSI's investment in utility, local government, school districts, public safety, and healthcare software verticals. Our success has been realized through investments in our proprietary software and market expertise. This focus, combined with acquiring businesses that build upon or complement our offerings, has helped drive our success. Harris will continue to growth through reinvestment - both in the people and products that we offer and making investments in acquiring new businesses.

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