Demo Systems Manager

About Rippling

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, Rippling has raised $1.8B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.

We prioritize candidate safety. Please be aware that all official communication will only be sent from @Rippling.com addresses.

About the role

As the Manager of Demo Systems Specialists, you will lead and scale a technical team responsible for building, maintaining, and innovating Rippling’s pre-sales demo environments. You will serve as the strategic bridge between technical infrastructure and field execution, ensuring our Solutions Consulting (SC) and Sales organizations have a flawless, high-impact product story to show prospects.

In this role, you will not only manage daily operations and troubleshooting queues, but you will also drive the long-term vision for our demo architecture, cross-functional data alignment, and team development.

What you will do

Team Leadership & Development

• Manage and Mentor: Lead a growing team of Demo Systems Specialists, providing coaching, career development, and technical guidance.
• Resource Allocation: Oversee sprint planning, ticket triaging, and project assignments to ensure the team effectively balances daily support requests with long-term infrastructure projects.
• Culture: Foster a collaborative, inclusive, and high-performance engineering culture aligned with Rippling's values.

Strategic Operations & Innovation

• Environment Architecture: Own the roadmap for our demo environments, ensuring they are scalable, reliable, and equipped with realistic, high-fidelity data sets.
• Release Management: Partner with Product and Engineering to ensure demo environments seamlessly absorb the latest product releases without disrupting active sales cycles.
• Data-Driven Improvement: Establish KPIs and track analytics around demo downtime, top technical issues, and support turnaround times to proactively improve environment infrastructure.
• Knowledge Management: Oversee the creation and upkeep of robust internal documentation, standardizing demo setup procedures and troubleshooting workflows for the broader SC organization.

Cross-Functional Collaboration

• Field Alignment: Serve as the primary escalation point for Sales and Solutions Consulting leadership regarding critical demo environment needs.
• Product Feedback Loop: Translate recurring demo technical issues into actionable feedback for Core Product and Engineering teams to improve overall product stability.

What you will need

• Bachelor’s degree or equivalent work experience required; Master's degree in business or related field preferred
• Minimum 2 years in a technical support management role.
• Strong technical curiosity – ability to quickly learn complex SaaS systems and troubleshoot configurations.
• Excellent communication and collaboration skills – comfortable flexing between technical engineers and non-technical field-facing stakeholders.
• Passion for creating seamless, high-impact demo experiences.

Additional Information

Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accommodations@rippling.com

Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.

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