About the Team
We are a multi-dimensional team dedicated to building an exceptional employee experience through seamless benefits execution and operational excellence. By leveraging technology and data-driven insights, we ensure every Moose receives the clarity and support they need to thrive.
About the Role
As a Total Rewards Operations Specialist, your primary responsibility will be to support the daily administration and execution of Rapid7's Total Rewards and benefits programs. Specifically, your focus will be to:
- Co-facilitate standard Benefits 101 orientation sessions and execute routine onboarding activities for new hires using established materials.
- Serve as a primary point of contact for routine employee Total Rewards inquiries and escalate complex issues to senior team members.
- Execute day-to-day administrative tasks for US and international health, welfare, and retirement plans, including basic data entry and vendor file transmissions.
- Document operational processes and assist in identifying AI tools to automate repeatable tasks and improve response times.
- Distribute Total Rewards educational materials and employee communications according to established schedules.
- Provide administrative and data support during Open Enrollment, wellness events, leave intake, and annual program rollouts.
- Track vendor invoices, draft purchase requisitions, and maintain expenditure records following finance procedures.
- Perform basic data checks and routine compliance tracking activities to support standard reporting requests.
The skills and qualities you'll bring include:
- Bring foundational knowledge or experience in HR Operations, People Strategy, or Total Rewards concepts (Bachelor's degree or 0-2 years equivalent experience).
- Communicate in a clear manner that conveys objectives and rationale when responding to employee inquiries and distributing communications.
- Demonstrate accountability by establishing ownership over assigned administrative tasks, timelines, and confidentiality standards.
- Exhibit strong self-awareness to adapt to team dynamics, ask questions when navigating ambiguity, and continuously learn new corporate systems.
- Demonstrate exploratory experience or interest in using AI tools to drive process automation and task efficiency.
- Apply meticulous attention to detail to execute structured work assignments, manage data entry checks, and spot discrepancies.
- Demonstrate comfortable navigation of fast-paced corporate environments with a flexible, adaptable mindset.
- Bring proficiency with Google Workspace (Docs, Sheets, Gmail), MS Excel, or exposure to HRIS platforms like Workday.
- Embody our core values to foster a culture of excellence that drives meaningful impact and collective success.
We know that the best ideas and solutions come from multi-dimensional teams. That's because these teams reflect a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don't be shy - apply today.
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About Rapid7
At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what's possible and drive extraordinary impact. We're building a dynamic and collaborative workplace where new ideas are welcome.
Protecting 11,500+ customers against bad actors and threats means we're continuing to push the envelope just like we' ve been doing for the past 20 years. If you 're ready to solve some of the toughest challenges in cybersecurity, we're ready to help you take command of your career. Join us.
Skills Required
- Bachelor's degree or 0–2 years of equivalent experience in HR Operations, People Strategy, or Total Rewards
- Clear written and verbal communication skills for employee inquiries and communications
- Accountability for administrative tasks, timelines, and confidentiality standards
- Ability to adapt to team dynamics, ask questions, and learn corporate systems
- Interest or exploratory experience using AI tools for process automation
- Strong attention to detail for data entry, checks, and discrepancy identification
- Ability to work in a fast-paced corporate environment
- Proficiency with Google Workspace and Microsoft Excel, or exposure to HRIS platforms such as Workday
- Ability to embody company values and contribute to team success
Rapid7 Compensation & Benefits Highlights
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Leave & Time Off Breadth — Time off is described as robust, with unlimited PTO for U.S. employees alongside company-wide disconnect days and standard holidays. Feedback suggests this breadth provides meaningful flexibility and recharge time.
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Healthcare Strength — Healthcare is characterized as comprehensive, including medical, dental, vision, and mental-health resources, often available from the start date. Feedback suggests these offerings stand out as a core strength of the package.
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Equity Value & Accessibility — Equity participation is available through an ESPP and, for many roles, RSUs or stock options. Feedback suggests these programs add meaningful value to total compensation.
Rapid7 Insights
What We Do
At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what’s possible and drive extraordinary impact. We’re building a dynamic and collaborative workplace where new ideas are welcome. Protecting 11,000+ customers against bad actors and threats means we’re continuing to push the envelope - just like we’ve been doing for the past 20 years. If you’re ready to solve some of the toughest challenges in cybersecurity, we’re ready to help you take command of your career. Join us.
Why Work With Us
With our products, research, and open source communities, we’re building a secure digital future for everyone. This means constantly learning and evolving in an industry that’s anything but stagnant. You’ll be faced with tough challenges, and given the support to find creative solutions that drive our business, and your career forward.
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Rapid7 Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Our default working model is hybrid, with employees working three days per week in the office. This approach underpins our commitment to flexibility and adaptability while supporting our dedication to development, teamwork and customer purpose.

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