Senior Manager Of People Operations

Careerwise Colorado•New York, NY

3d•$73,885 - $96,876•Hybrid

About The Position

At CareerWise, we believe every young person deserves a clear path to economic mobility and professional fulfillment. As a nationally recognized nonprofit, we transform that belief into action by building modern, student-centered youth apprenticeships that unite education and industry. Through a powerful blend of classroom learning and hands-on experience, we empower hundreds of apprentices to step confidently into the workplace and shape their own success. Our impact has sparked a national conversation. Education and workforce leaders look to CareerWise as a guiding light, allowing us to scale our model into multiple states through shared institutional wisdom, reliable technology, and a deeply supportive infrastructure. We are looking for a Senior Manager of People Operations who will run the entire HR operational ecosystem and create policies and practices that support employee growth, systems architecture, and distributed team success. Diversity, Equity, and Inclusion are core to who you are and you are intentional about embodying these values daily and embedding them in your work. We have an awesome team of smart, fun people who roll up our sleeves and get stuff done! You thrive in a high energy, dynamic team like ours. And we mean TEAM. We collaborate, engage in healthy debate, pivot quickly based on real-time learning, and jump in wherever our skills are needed. Reporting to the Chief of Staff and People Operations, the Senior Manager of People Operation will provide comprehensive operational leadership across all HR functions to ensure structural scalability and organizational alignment. This position operates as a hands-on architect of our People infrastructure, serving as a trusted partner to executive leadership on compliance, systems optimization, total rewards, and multi-state workplace strategy while delivering value-added support to staff across all operational regional hubs.

Requirements

Ability to bridge Operations and HR functions, supporting processes across teams
In depth understanding of state and federal employment laws (within and outside of Colorado and New York)
Ability to quickly build trust with staff and management
Maintains confidentiality and does not disclose personnel-related or confidential information without permission
Excellent critical thinking skills
Ability to remain flexible in a fast-paced environment and drive work with confidence within a hybrid environment
Comfortable with managing conflict; knows how to conduct unbiased workplace investigations
High level of emotional intelligence and diplomacy
Demonstrates a commitment to the principles of DEI (Diversity, Equity, and Inclusion)
Lives out the CareerWise values and has a passion for the CareerWise mission and vision
Minimum of 7 years of experience in a professional HR capacity (progressive leadership or operations Human Resources experience preferred)
Experience with HRIS, Payroll, ATS, and/or employee engagement platforms
Proficient in the Google Suite and Microsoft Office
Experience and comfort working in a fast-paced, rapidly changing environment
Ability to understand and interpret the multiple complexities of the evolving youth apprenticeship movement

Responsibilities

Execute overarching People strategies by aligning HR policies, systems, and procedures across distributed hubs (Denver, CO, and New York City, NY) and remote staff.
Support leadership and teams through change management processes with practical HR expertise.
Implement technical workflows, such as time-tracking architectures tied to grant allocations and funding compliance.
Design, develop, and implement rigorous Standard Operating Procedures (SOPs) for all operational HR functions, ensuring scalability, efficiency, policy clarity, and consistency across continuous department lifecycles.
Oversee the management, procurement, data integrity, and complete optimization of all People Operations technology platforms, including ADP TotalSource, Monday.com and employee engagement platforms.
Own the end-to-end administration of multi-state payroll processing, 401(k) plan compliance, and comprehensive leave management programs (including FMLA, PFL, and short/long-term disability), ensuring flawless execution, data accuracy, and timely employee support.
Maintain ownership of compliance monitoring, ensuring all HR policies, procedures, and handbook standards adhere fully to federal, local, and state employment laws with a strict emphasis on multi-state and remote work rules.
Lead the administration and execution of competitive benefits enrollment, renewal cycles, and total rewards programs.
Support, design, and spearhead robust strategies to effectively onboard, engage, and retain a high-performing multi-state remote workforce, owning the seamless employee lifecycle from pre-hire to offboarding.
Drive continuous improvement of the performance management ecosystem, ensuring department-wide consistency, objectivity, and equity.
Track, analyze, and present key people metrics, HR KPIs, and workforce data insights to the Chief of Staff and the Executive Leadership Team (ELT) to drive proactive, course-correcting decision-making.
Build deep trust across all structural layers of management and staff.
Foster a vibrant, inclusive workplace culture promoting wellness and psychological safety.
Act as a neutral consultant in navigating conflict, resolving employee relations issues, and executing unbiased workplace investigations.
May perform other duties as assigned