Why Work at Hotel 55 Chicago?

At Hotel 55 Chicago, we don’t just offer jobs—we cultivate careers in a vibrant environment that celebrates creativity, inclusivity, and hospitality at its finest. Located just steps from the Magnificent Mile, our boutique hotel is a cultural destination that seamlessly blends contemporary art, thoughtful service, and inspired design.

With 297 stylish guest rooms and the locally beloved Lure Fishbar, Hotel 55 offers an experience unlike any other. Whether you’re welcoming guests, curating moments in public spaces, or elevating the dining experience, every role at Hotel 55 contributes to something unforgettable.

If you’re passionate about art, hospitality, and making a difference—this is where your story begins.

About Our Company

We are experts in lifestyle, boutique hotels and restaurants. We elevate our food and beverage to match the quality and sensorial experience of our hotels. We create memories, bring dreams to life, and deliver unmatched perfection around every corner. From the moment of arrival, guests are met with personalized and thoughtful service. This is where you can be yourself and truly succeed. Join our team of innovators! 

About Hotel 55 – Chicago, IL

Hotel 55 is a modern boutique hotel located in the heart of downtown Chicago. Thoughtfully designed with a refined, contemporary aesthetic, the hotel offers well-appointed guest rooms, inviting social spaces, and a focus on elevated yet approachable service. Blending urban sophistication with comfort and functionality, Hotel 55 provides a distinctive experience for both guests and team members, rooted in style, connection, and a genuine sense of place.

You should join our team if you believe...

• That people come first and that the heart of a great hotel begins with its associates.
• That exceptional service and thoughtful care create unmatched guest experiences.
• That HR plays a critical role in shaping culture, supporting leaders, and developing talent.
• That collaboration, communication, and integrity build strong and resilient teams.
• In joining an organization that cares deeply about your growth and professional journey.

You're a great fit for this role if you love...

• Are a proactive and compassionate HR leader who thrives in a fast-paced hospitality environment.
• Have deep experience in employee relations, recruiting, training, and performance management.
• Are confident partnering with leaders to build strong teams and healthy workplace culture.
• Are highly organized, detail-focused, and capable of managing multiple priorities.
• Lead with integrity, discretion, and a solutions-focused mindset.
• Are passionate about supporting our curators at every level—from onboarding to development to engagement.

What You’ll Do

The HR Director is responsible for overseeing all HR functions at Hotel 55, serving as a key business partner to department leaders and a trusted resource to our curators. Responsibilities include, but are not limited to:

Core Responsibilities

• Serve as the on-property HR leader and primary support contact for all HR needs.
• Partner with department leaders on recruitment, interviews, selection, and onboarding to ensure a strong, consistent hiring process.
• Support employee relations by providing guidance, conducting investigations, and ensuring fair, consistent application of company policies.
• Maintain compliance with local, state, and federal employment laws, and company policies.
• Facilitate coaching, performance documentation, corrective action processes, and terminations when necessary.
• Lead new-hire orientation and ongoing training initiatives that promote culture, service standards, and operational excellence.
• Manage HR administrative functions—including personnel files, payroll support, benefits communication, and HRIS updates.
• Support engagement efforts, recognition programs, and retention initiatives that foster a positive and inclusive work environment.
• Provide managers with guidance on best practices to build strong, high-performing teams.
• Collaborate regularly with Regional HR Director to ensure consistency, alignment, and shared success across the portfolio.

Qualification Standards:

• Minimum five years of Human Resources leadership experience, preferably in hospitality or service driven industry.
• Bachelor’s degree in Human Resources, Hospitality, or related field preferred.
• Demonstrated expertise in employment law, labor relations, HR compliance, and HR best practices.
• Experienced operating in a unionized environment, including knowledge of CBA’s and partnership with union representatives.
• Strong leadership presence and influence
• Experience conducting investigations and managing employee relations.
• Excellent communication, presentation, and interpersonal skills.
• HR certification strongly preferred (PHR/SHRM-CP)