HR Generalist

BigTime Software • Chicago, IL

2d • Hybrid

About The Position

BigTime Software is looking for a full-time HR Generalist to join our People & Culture team. This is a broad, high-impact role that spans the full employee lifecycle — from recruiting and onboarding to performance management, enablement, and HR operations. We're looking for someone who is not only process-oriented and people-first, but also excited about designing and scaling AI-powered People operations. This role will act as a force multiplier for the People team—leveraging AI, automation, and systems thinking to improve efficiency, decision-making, and employee experience. This is a great opportunity for someone passionate about building great employee experiences and eager to grow across multiple dimensions of People & Culture. This is a hybrid role based at our Chicago headquarters.

Requirements

• Bachelor's degree or equivalent experience
• 2+ years of experience in an HR, People Operations, or related role
• Demonstrated interest or experience in recruiting, HR, or enablement
• Curiosity and enthusiasm for AI tools, automation, and process improvement
• Excellent verbal and written communication skills
• Strong interpersonal and customer service orientation
• Exceptional organizational skills and attention to detail
• Ability to manage multiple priorities in a fast-paced, high-growth environment
• Proficiency with Microsoft Office Suite, Google Workspace, or related tools
• HRIS experience a plus
• All applicants must be authorized to work in the United States.

Responsibilities

• Own the New Hire Experience, including orientation, our New Hire Ambassador program, and a seamless onboarding process for employees and managers alike
• Manage benefits administration, including new hire enrollment, qualifying life events, and monthly insurance invoice audits
• Maintain accurate employee records and manage HRIS system administration (address changes, time-off approvals, profile updates, employee change requests)
• Support the termination and offboarding process
• Manage and update the Employee Referral Bonus Tracker
• Be a culture ambassador and embody BigTime's Core Values
• Design automated workflows for onboarding, offboarding, and employee lifecycle events
• Implement AI-powered self-service solutions (e.g., internal HR chatbot, knowledge base automation)
• Support full-cycle recruiting efforts, including job postings, candidate screening, interview scheduling, and coordinating the offer process
• Partner with hiring managers to ensure a consistent and positive candidate experience
• Help maintain and improve recruiting workflows and tracking
• Leverage AI tools to enhance sourcing, screening, and candidate communication workflows
• Experiment with AI-assisted interview evaluation, job description optimization, and talent insights
• Own and coordinate the performance management process, including review cycles, goal-setting frameworks, and manager/employee communications
• Serve as a go-to resource for employees and managers on HR policies, procedures, and people-related questions
• Support the Director of People in educating and enforcing HR policies across the organization
• Use AI tools to analyze engagement, performance trends, and attrition signals
• Support managers with AI-assisted feedback, goal-setting, and performance insights
• Assist in developing and delivering lightweight enablement content — manager training, onboarding resources, policy guides, and more
• Partner with team leads to identify skill or knowledge gaps and help design scalable learning solutions
• Maintain and organize a library of People & Culture resources accessible to all employees
• Create AI-powered learning content and just-in-time enablement resources
• Build scalable knowledge systems (e.g., Notion + AI, internal copilots)
• Proactively identify manual or repetitive People team processes and lead efforts to automate or streamline them using AI tools and agents
• Stay current on emerging HR tech, AI tools, and automation best practices — and bring recommendations to the team
• Serve as the People team's internal champion for thoughtful, responsible AI adoption

Benefits

• Competitive salary and bonus potential
• Company-paid benefits, including medical, dental, vision, disability, and life insurance
• Generous time off and paid company holidays
• Company-provided latest technology & software tools
• Hybrid schedule (combination of remote and in-office at our Chicago HQ)

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level