HR Generalist

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. What y ou will be responsible for: 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 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) 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 BigTime has its 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) Compensation & Benefits The pay range for this position is $70,000.00-$80,000.00 annually. Actual compensation will be determined based on experience, skills, and qualifications. Equal Opportunity Employer BigTime Software, Inc. is an equal opportunity employer and is committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, gender identity, sexual orientation, national origin, age, disability, veteran status, or any other protected status under applicable law. Reasonable Accommodations If you require a reasonable accommodation during the application or interview process, please contact Elaina Johnsen, Senior Manager of People & Culture ([email protected]). Employment Eligibility All applicants must be authorized to work in the United States. Additional Information This position may be subject to a background check in accordance with applicable laws. Employment with BigTime Software, Inc. is at-will and may be terminated at any time, with or without cause or notice.