HR Benefit Specialist

Embrace Your Impact as the HR Benefits Specialist - Start Your Journey Today!

posted August 22, 2025

Compensation: Starting at $70,000 per year

Your impact starts here – Caring for you on our journey together

At First Hospitality, our purpose is simple yet powerful: to care for you on our journey together. As the HR Benefits Specialist, you’ll play a vital role in fostering a workplace where employees feel valued, supported, and empowered. Your expertise in benefits operations, leave administration, and compliance will ensure our team members receive reliable, thoughtful support—because we believe success starts by taking care of our people.

What's in it for you

  • Insurance enrollment available from DAY 1
  • Paid time off available from DAY 1
  • Holiday pay available from DAY 1
  • 401(k) enrollment after 30 days
  • Hotel and travel discounts at worldwide destinations
  • Professional development and promotion opportunities

What you’ll do

You’ll be the go-to resource for all things benefits-related, overseeing group insurance programs, leave administration, unemployment claims, workers’ compensation, and billing reconciliation. Your day-to-day will include:

  • Guiding and Supporting Employees - Be a trusted advisor on benefit offerings, helping employees navigate enrollment, life events, and leave with clarity and compassion.
  • Delivering Seamless Administration - Oversee plan enrollments, payroll deductions, monthly billing reconciliations, and vendor relationships to ensure programs are accurate, efficient, and compliant.
  • Championing Workplace Well-being - Administer leave of absence programs (FMLA, ADA, etc.) and workers' compensation claims; support return-to-work planning with care and sensitivity.
  • Managing Compliance and Claims - Respond to unemployment claims, track filings, and ensure adherence to ERISA, HIPAA, ACA, COBRA, FMLA, ADA, and applicable state laws.
  • Driving Process Excellence - Maintain SOPs, benefit documentation, and HRIS data integrity; partner across HR, Payroll, and Accounting to streamline processes and resolve issues.

What makes you a great fit

You’re someone who thrives on creating positive employee experiences through precision, communication, and care. Your key strengths include:

  • 5+ years of experience in benefits administration, including leave management, workers’ compensation, and billing reconciliation
  • A passion for employee well-being and delivering exceptional service
  • Strong working knowledge of benefits administration, leave laws, and claim processes
  • Proven ability to manage complex billing reconciliations and compliance reporting
  • Effective communication skills to support and educate employees and leaders
  • Experience with HRIS and payroll platforms—UKG experience is a plus
  • A collaborative and detail-oriented mindset in a fast-paced, multi-state environment
  • Proficiency in Microsoft Office (Excel, Word, Outlook, PowerPoint).

Your journey starts here

If you're ready to be part of a company that truly cares for its employees, we’d love to connect. Join us on our journey—where people always come first.

First Hospitality

222 W Adams
Suite 400

Chicago, IL 60606


Corporate Office

First Hospitality

Corporate Office

ABOUT FIRST HOSPITALITY 

At First Hospitality, our mission is to care for you on our journey together.

Founded in 1985, First Hospitality has curated a forward-thinking reputation. Successfully investing and managing hotels throughout the country, our passion for harnessing data to plan ahead means we don’t just follow industry trends, we create them.  This means creating value for our investors, opportunity for our employees, comfort for our guests, and trust for our partners.

First Hospitality is focused on achieving together through integrity, caring service, leadership, ownership, teamwork, full living, and inclusivity and social good.  We're thrilled for all we've achieved and believe we're still building our legacy of success.

JOIN THE TEAM!

First Hospitality believes we do better when you do better.  That's why we're committed to helping you build a future through comprehensive training and extensive career development opportunities.  We provide all employees with competitive wages, benefit enrollment options from the first day of employment, paid time off from the first hour worked, holiday pay, 401(k) retirement savings, and more!


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