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People Technology Lead

Chicago, IL

At SpotOn, we’re helping restaurants and small businesses compete and win with flexible payment and software technology—backed by real people who really care. From seamless point-of-sale systems to integrated restaurant management solutions, every SpotOn tool is designed to help local businesses increase profits and create better experiences for their customers and employees.  

Recently, SpotOn was:

  • Named one of Fast Company’s Most Innovative Companies
  • Awarded Great Places to Work and Built In’s Best Workplaces for the fourth year in a row
  • Selected as the Best Overall Restaurant POS by NerdWallet 
  • Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users

We’re committed to caring hard and moving fast so that we can continue to grow and make a positive impact together. 

That’s where you come in. 

We're seeking a dynamic People Technology Lead to spearhead the transformation of our people operations through innovative technology solutions. In this pivotal role, you'll own the people technology ecosystem, from maintaining critical infrastructure and implementing cutting-edge AI solutions to driving data-driven insights that shape our talent strategy. You'll serve as the strategic bridge between our People, IT, and Finance teams, leading complex projects while ensuring compliance, security, and operational excellence across all systems. The ideal candidate will combine deep technical expertise with strong stakeholder partnership skills, transforming how we leverage technology to enhance employee experiences and drive organizational effectiveness at scale.

This is a hybrid position in our Chicago office (3x/week). 

Key Responsibilities:

People Technology 

  • Drive end-to-end ownership of our people technology infrastructure, from maintaining and optimizing existing systems to implementing new solutions, while architecting seamless integrations across our technical ecosystem to ensure optimal performance, reliability, and scalability.

  • Lead the strategic implementation of AI-powered solutions within our people technology stack, identifying automation opportunities to drive operational efficiencies, while developing comprehensive training programs and change management strategies to ensure successful adoption and maximize the transformative impact of AI tools across all SpotOn.

  • Develop and execute change management strategies that drive adoption of new systems an processes across all levels of the organization.

  • Drive operational excellence by architecting comprehensive documentation, automating routine processes, and establishing scalable best practices that streamline system maintenance, accelerate integrations, and empower teams to operate efficiently across our technical infrastructure.

  • Lead complex People Technology projects from initiation to closure, including system implementations, upgrades, integrations, and new module deployments. Develop detailed project plans, manage timelines, budgets, and resources effectively.

  • Establish and manage a robust support model for all People Technology systems, including troubleshooting, bug fixes, and ongoing maintenance. Ensure system stability, performance, and user satisfaction.

Stakeholder Partnership 

  • Collaborate extensively with IT, Finance,  and People Teams to understand their needs, gather requirements, and provide expert guidance on technology solutions.

  • Act as the primary liaison between People teams and IT for all People Technology-related matters.

  • Communicate project status, challenges, and successes to all relevant stakeholders.

Compliance & Security

  • Establish and enforce best practices for data governance, compliance, system configurations, and user access to ensure data integrity and security.

  • Ensure all People Technology systems and processes adhere to compliance requirements and other relevant regulatory frameworks.

  • Develop and maintain robust internal controls to safeguard HR data integrity and confidentiality.

People Analytics

  • Responsible for enterprise-wide employee reporting. Streamline data delivery processes, building automated self-service dashboards, and establishing scalable reporting solutions that create operational efficiencies. 

  • Support in developing people data visualization and comprehensive reporting solutions, leveraging dashboard to transform complex workforce data into compelling insights.  Translate people analytics into strategic talent initiatives that drive organizational effectiveness and employee engagement.

  • Maintain and optimize a people data infrastructure by harmonizing information across multiple global People systems, while applying deep understanding of organizational dynamics, People processes, and business operations to implement comprehensive validation frameworks that guarantee data accuracy and validity.

Qualifications: 

Research shows that women and members of underrepresented groups tend to apply to roles only when they check every box on a job description. We encourage you to apply if you meet the majority of qualifications and if this role is aligned with your career trajectory. 

  • 3+ years of experience at a mid-sized organization (800-3,000 employees) with full ownership and operational responsibility for the people technology stack.
  • Proven ability to manage complex, cross-functional technology projects from planning through execution.
  • Experience with API integrations, system connections, data mapping, and system architecture design.
  • Hands-on ownership of ADP, including administration, configuration, and ongoing optimization.
  • Advanced Excel proficiency, with the ability to build complex reports and analyze large datasets.
  • Proficiency with business intelligence tools (e.g., Power BI, Tableau, Looker) to deliver scalable, visually compelling people analytics solutions.
  • Strong people data analysis experience, including standard HR metrics (e.g., attrition, engagement, headcount trends), with the ability to translate insights into actionable business strategies.
  • Track record of leading system transformations, including migrations from one platform to another.
  • Solid understanding of HR compliance requirements and data governance frameworks.
  • Knowledge of data privacy regulations and security best practices.
  • Deep expertise in People systems and technologies, including HRIS, ATS, and LM with the ability to optimize platforms to enhance employee experience and accelerate People program outcomes.

Benefits:  

At SpotOn, we put people above everything else. We’re known for our innovative software and technology solutions, but we stand out because of the hard-working humans behind the tech. We can’t take care of our clients without taking care of our employees first, and that’s why we invest in you with a competitive benefits package which includes:

  • Medical, Dental and Vision Insurance 
  • 401k with company match
  • RSUs
  • Paid vacation, 10 company holidays, sick time, and volunteer time off
  • Employee Resource Groups to build community and inclusion at work
  • Monthly cell phone and internet stipend
  • Tuition reimbursement for up to $2,000 per calendar year to assist with your professional development

Compensation:

  • Our base pay ranges from $118,000 - $141,000 for this position. Offers will be reflective of the candidates location and experience.
  • Please note the salary range listed is just one component of a competitive compensation package which includes a company stock plan
  • Offers will be reflective of the candidate’s location and experience.

SpotOn is an equal employment opportunity employer. Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law.

SpotOn is an e-verify company.

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