HR Generalist

About Crumdale Specialty:

 Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare solutions to a limited distribution network of brokers, consultants, and agents nationwide. Ranked on the Inc. 5000 Fastest Growing Companies and Best Workplaces, we leverage industry expertise, superior talent, data analytics, and a disruptive mindset to manufacture, underwrite, and administer agile, transparent, and cost-saving solutions. We optimize the fragmented health benefits supply chain to reduce health benefit costs and create better outcomes for employers and employees.

 At Crumdale, people come first. We strive to make a positive impact on the people we serve. We believe this starts with the passion and purpose of our team. Our company culture is rooted in alignment, innovation, and integrity.

About the Job:

We’re looking for an HR Generalist to help support and scale our People operations across a range of functions—including onboarding, benefits administration, payroll support, performance management, and general HR processes. In this role, you’ll help ensure a seamless and high-quality employee experience from day one, working closely with the People team and business leaders to build efficient, people-centered systems and workflows

Duties & Responsibilities:

 Onboarding Administration

• Coordinate and execute new hire onboarding logistics (checklists, systems, documentation)
• Ensure a smooth transition from offer acceptance to first day
• Help with Laptop shipments/returns (offboarding).
• Assist with Training coordination

Benefits Administration

• Manage enrollments, changes, and terminations in our benefits systems
• Serve as the first point of contact for employee benefits questions
• Support open enrollment and annual benefits reviews

Payroll

• Maintain and update employee data in the payroll system to ensure accuracy and compliance
• Collect, validate, and input payroll-related data such as hours, bonuses, deductions, and adjustments
• Process payroll in coordination with our HR team, ensuring timely and accurate payroll runs
• Prepare payroll documentation for auditing purposes, including reports, reconciliations
• Submit payroll for internal review and process final payroll once approved
• Respond to employee payroll inquiries and resolve issues in a timely and professional manner
• Stay up to date on payroll regulations and recommend improvements to ensure compliance and efficiency

Performance Management Support

• Help coordinate performance review timelines and communications
• Provide administrative support for tracking and documentation of performance feedback and goals

General HR Administration

• Maintain accurate employee records and ensure compliance with internal policies and external regulations
• Support HR projects and initiatives that improve our processes and employee experience
• Respond to employee inquiries and route as needed
• Other duties as assigned

• 3–5 years of HR generalist experience, preferably in a high-growth or start‑up environment
• Strong knowledge of HR compliance, labor law, and benefits administration
• Experience with HR software, payroll interfaces, and benefits platforms (Paylocity and Workable preferred)
• Excellent communication, interpersonal, and organizational skills; ability to navigate ambiguity and build trust
• Comfortable working in a hybrid, entrepreneurial culture

Preferred:

• Experience in the self‑funded insurance or healthcare industry
• HR certification (aPHR, PHR, SHRM‑CP, etc.)
• Familiarity with analytics-driven HR and data tracking

At Crumdale, we strive to provide a comprehensive and supportive benefits package to ensure the well-being of our employees. Our benefits include:

• Medical
• Telemedicine
• Dental
• Vision
• Life, AD&D, Disability
• 401(k)
• Flexible Time-off

Please note: Crumdale Specialty will not be engaging with external recruitment agencies. We kindly request that agencies refrain from contacting us regarding this position.