AI-Powered HR Generalist — Hybrid Ops

Big Time 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.

Employee Experience

• 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 Big Time'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)

Recruiting

• 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

Human Resources

• 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

Enablement

• 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)

AI & Process Innovation

• 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

Our ideal candidate will have:

• 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

Working at Big Time has its benefits!

• Competitive salary and bonus potential

• Company-paid benefits,…