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Posted Apr 24, 2026

Experienced Hospitality Customer Service Manager – Short-Term Rental Operations & Guest Experience Leadership

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Join arenaflex: Redefining Hospitality Excellence in Short-Term Rentals

Are you passionate about delivering exceptional guest experiences and thrive in a fast-paced, dynamic hospitality environment? Do you possess the leadership qualities and operational expertise to manage guest communications, resolve challenges, and ensure satisfaction across a growing portfolio of premium furnished rentals? If so, arenaflex invites you to apply for an exciting opportunity as our Hospitality Customer Service Manager – a part-time leadership role that offers flexibility, growth potential, and the chance to shape the future of temporary housing in two vibrant metropolitan markets.

At arenaflex, we pride ourselves on being Milwaukee's premier provider of fully furnished, move-in-ready apartments available for nightly to monthly stays. Our portfolio has expanded significantly over the years, now encompassing over 80 meticulously maintained units across the downtown Milwaukee area and a growing presence in Chicago with 20 additional properties. We advertise our exceptional inventory on leading platforms including Airbnb, Vrbo, and Booking.com, connecting travelers, business professionals, and relocating individuals with comfortable, convenient, and fully equipped accommodations that feel like home.

As we continue to expand our operations and enhance our service offerings, we are seeking a dedicated and experienced Customer Service Manager to join our dynamic Hospitality team. This part-time position requires a commitment of 20 hours per week, with schedules available from 1:00 PM to 5:00 PM CST, Wednesday through Sunday. However, we emphasize that this role offers substantial opportunity for advancement and expanded hours as our company continues its upward trajectory. If you are looking for a role that combines operational variety, guest interaction, and professional development within a supportive and growth-oriented organization, this position may be the perfect fit for you.

Why arenaflex?

At arenaflex, we believe that great hospitality goes beyond providing a place to stay – it involves creating memorable experiences, building lasting relationships, and anticipating needs before they arise. Our team is comprised of passionate hospitality professionals who share a common commitment to excellence, innovation, and guest satisfaction. We foster a collaborative work environment where every team member's contributions are valued, and where continuous learning and professional development are actively encouraged.

Working with arenaflex means becoming part of a forward-thinking organization that leverages modern technology and best practices to streamline operations and enhance the guest journey. We invest in our people, providing training, resources, and the tools necessary to succeed. Additionally, our flexible scheduling approach and remote work model ensure that you can maintain a healthy work-life balance while making a meaningful impact on our guest experience.

The Role: Hospitality Customer Service Manager

This position serves as the frontline leadership role responsible for managing all aspects of guest communications and ensuring operational excellence across our diverse portfolio of short-term rental properties. The ideal candidate will bring a wealth of experience in customer service and hospitality, coupled with strong attention to detail, exceptional interpersonal skills, and the ability to multitask effectively in a dynamic environment.

Key Responsibilities

Essential Qualifications & Skills

To succeed in this role, candidates must demonstrate a unique combination of hospitality expertise, technical proficiency, and personal attributes that enable them to thrive in our fast-paced environment.

Required Experience & Background

Core Competencies & Skills

Technical Requirements

Compensation & Benefits

arenaflex is committed to providing competitive compensation and valuable benefits that recognize our team members' contributions and support their professional growth.

Work Environment & Culture

At arenaflex, we foster a culture of excellence, collaboration, and continuous improvement. Our remote work environment allows our team members to work comfortably while maintaining the connectivity and collaboration essential for delivering outstanding guest experiences. We value open communication, creative problem-solving, and a commitment to exceeding expectations.

Our team thrives on the diversity of perspectives and experiences that each member brings. We believe that strong teams are built on mutual respect, shared goals, and a genuine passion for hospitality. As part of our team, you will contribute to a mission-driven organization that is transforming the temporary housing industry and creating home-away-from-home experiences for countless travelers.

Application Process

If you are ready to take the next step in your hospitality career and join a team that values excellence, innovation, and guest satisfaction, we encourage you to apply today. Please complete our online application, ensuring that you provide accurate and complete information.

As part of the application process, you will be asked to confirm your availability for the required schedule (1:00 PM – 5:00 PM CST, Wednesday through Sunday) and verify that you have the necessary technical resources (reliable smartphone and capable laptop) to perform the role effectively.

arenaflex is an equal opportunity employer committed to diversity and inclusion. We encourage candidates from all backgrounds and experiences to apply and join our team.

Ready to Make an Impact?

This is a fantastic opportunity for a motivated hospitality professional who is looking for a part-time role with significant growth potential. If you have a passion for customer service, the skills to manage complex guest interactions, and the drive to contribute to a winning team, we want to hear from you.

Apply now and become part of the arenaflex family – where exceptional hospitality meets exciting career opportunities. We look forward to welcoming you to our team!