People Operations Manager

Cacheflow; United States; Hybrid; USD 90,000 - 120,000; Full time

Job summary

Cacheflow is seeking an experienced People Ops professional to lead and streamline human resources activities for a diverse, 500+ FTE workforce. You'll be responsible for managing the entire People Ops cycle, ensuring processes are efficient and effective while maintaining clear communication.

The ideal candidate will have extensive experience with HR technologies and methods to optimize workflows, especially utilizing AI tools to enhance operational efficiency. You will play a crucial role in improving the overall employee experience and ensure compliance across various regulations.

Join us in our commitment to fostering a diverse and inclusive workplace.

Qualifications

• Broad HR scope experience managing 300+ employee company.
• Experience in utilizing AI tools for workflow automation.
• Track record of improving high-visibility company-wide cycles.

Responsibilities

• Own and run company-wide People Ops cycles end-to-end.
• Manage the People Ops HR tech stack and vendor relationships.
• Leverage AI for data insights and reporting.

Skills

HR technology expertise

AI tools utilization

People management

Data analysis

Tools

Rippling

Lattice

Carta

Cocoon

Job description

Our Mission and Opportunity

Early education is one of the most important determinants of childhood outcomes, a critical support for working families, and a $175B market that remains underserved by modern technology. Brightwheel is the largest, fastest growing, and most loved platform in early ed, trusted by millions of educators and families every day. We are a three-time Cloud 100 company, backed by top investors including Addition, Bessemer, Emerson Collective, Lowercase Capital, Notable Capital, and Mark Cuban.

Our Team

Our team is passionate, talented, and customer-focused. We embody our Leadership Principles in our work and culture. We are a distributed team with remote employees across every US time zone, as well as select offices in the US and internationally.

Who You Are

You're a seasoned People Ops operator who thinks in systems and runs in programs. You've owned a broad HR scope before including benefits, onboarding, performance cycles, compliance, and leave administration. You know what it takes to uplevel these processes and run them cleanly at scale.

As a systems thinker, you understand the architecture of the HR tech stack and can design the machine. You can envision how data flows between systems, where integrations break down, and what a well-designed stack actually enables. You're someone who looks at a manual process and immediately starts designing the automated version. You're energized by the challenge of building a smarter, AI-enabled People Ops function.

You take end-to-end ownership seriously. You notice when the data doesn't add up or when the process needs improving, and you go looking for the root cause. You're comfortable navigating high-stakes, sensitive work across Finance, HRBPs, Legal, and IT. And when something is broken or unclear, you fix it - even if no one assigned it to you.

What You'll Do

• Own and run company-wide People Ops cycles end-to-end for 500+ FTEs, including open enrollment, performance reviews, and merit cycles. Ensure they run effectively and with clear stakeholder communication at every stage.
• Manage the People Ops HR tech stack, including Rippling, Lattice, Carta, and Cocoon. Own account administration, permissioning, vendor relationships (including regular account team touchpoints and renewals) and ongoing evaluation for consolidation or replacement. Stay current on product roadmaps and leverage in-product AI features to create a better experience for employees and managers.
• Serve as the operational PM for People initiatives that require structured coordination, both within the team and across functions (ex. policy changes, new program launches, tech migrations).
• Own People Ops data and reporting. Leverage AI to surface trends across headcount, attrition, engagement, and benefits utilization. Move the team to proactive insights on a regular cadence.
• Redesign the new hire experience from the ground up: audit what exists, identify what should be automated or AI-assisted, and rebuild the onboarding journey for a workforce that spans US and international, FTEs and contractors, in-office and remote.
• Evolve the HR help desk experience. Evaluate the current solution, explore consolidation with adjacent tools, and implement AI automation for high-volume, low-complexity requests.
• Own benefits program operations end-to-end, including full ownership of open enrollment (from broker coordination to Rippling build to company-wide communication and employee education).
• Manage ongoing broker, carrier, and perks vendor relationships, including regular account team touchpoints. Surface utilization trends and data-driven recommendations to the Director of People Operations.
• Identify and drive AI automation of manual or high-touch processes across People Ops: LOA communications, offer send process, payroll, benefits Q&A, employment verifications, offboarding comms, and more. Build the solution, document it, and own the iteration.

What You've Done

• Managed broad People Ops or HR operator scope at a company of 300+ employees, running multiple concurrent programs across benefits, lifecycle, and performance with minimal direction.
• Used AI tools (Claude, ChatGPT, or workflow automation platforms like Zapier or Make) to meaningfully reimagine HR workflows. Not just experimentation. Has built multiple automations, iterated on them over time, and has solutions actively running today.
• Operated in a diverse, distributed employee population: multi-country, mix of FTEs and contractors, or hybrid/remote workforce. Understands the compliance and process nuances this creates.
• Has a track record of running high-visibility company-wide cycles (open enrollment, performance, or merit) end-to-end. Can speak to how they’ve improved them over time, not just executed.
• Leveraged Rippling or comparable HRIS platform as an advanced user. Deep expertise in reporting, workflow configuration, permissioning, and integration management. Comfortable using HRIS data to surface insights.
• Handled sensitive, high-exposure work with discretion and judgment.
• Managed external vendor and account relationships (benefits brokers, carriers, or HR tech platforms). Owned regular touchpoints, renewal management, and holding vendors accountable to delivery.

What Sets You Apart

• You have built multiple AI-powered HR tools from scratch — a Slack bot, an automated workflow, a custom agent — that is actively in use and saving meaningful time.
• You have redesigned an employee-facing program end-to-end (onboarding being the most valuable example) and you have a feedback loop in place that shows whether it worked.
• You can evaluate a People Ops tech stack and articulate what’s underleveraged, what’s redundant, and where the highest ROI opportunities are. You have a clear P.O.V. on how to get more out of the current stack.
• You proactively surface people data insights and know how to turn them into recommendations that drive decisions.

Brightwheel is committed to creating a diverse and inclusive work environment and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

Protecting Our Applicants: Please be aware of recruiting scams impersonating Brightwheel. All legitimate communications come from @mybrightwheel.com addresses, and we never ask for payment or sensitive personal data as part of our hiring process. If you suspect fraudulent contact, reach out to [e-mail]. Thank you for helping us keep our applicant community safe.