People & Benefits Specialist, Pentera
3 days a week in office ( Burlington, MA )
Automated security validation
Be an early applicant
Automated security validation
201-500 employees
Be an early applicant
3 days a week in office ( Burlington, MA )
201-500 employees
Company mission
To put an end to the constant struggle with the perpetual lag in cyberthreat detection, remediation, and mitigation.
Role
Who you are
- 3+ years of experience in People Operations or HR Operations within a growing technology environment
- Hands-on experience with US benefits administration, open enrollment, leave management, and vendor coordination
- Strong working knowledge of employee lifecycle processes, HR policies, and employment documentation
- Proven experience building or maintaining employee self-service resources, HR portals, or knowledge bases
- Demonstrated ability to collaborate cross-functionally with Payroll, Finance, Legal, and IT
- Exceptional communication skills, strong attention to detail, and an empathetic, customer-centric approach to employee support
What the job involves
- We're looking for a People Operations Specialist based in Burlington, MA, to own our US benefits infrastructure and deliver an exceptional employee lifecycle experience as Pentera scales worldwide
- Reporting directly to the HR Business Partner, you will serve as the first point of contact for global employee queries across benefits, leave policies, onboarding, and HR processes
- In this role, you will streamline operational workflows, build out our self-service HR portal, and partner across functions to keep our global workforce supported and engaged
- Serve as the global first point of contact for routine employee People inquiries regarding benefits, leave policies, onboarding, employment documentation, and HR workflows
- Lead US benefits administration end-to-end, managing enrollments, life-event changes, annual open enrollment, provider renewals, and day-to-day employee support
- Own and execute operational employee onboarding and offboarding experiences to ensure seamless, high-quality transitions
- Build and continuously improve the HR portal and self-service resources, including country benefit guides, FAQs, policy information, and onboarding materials
- Partner closely with Payroll, Finance, Legal, IT, vendors, managers, and HRBPs to coordinate lifecycle workflows and resolve issues efficiently
- Support broader People Operations activities, including performance-cycle administration, documentation management, and HRBP projects as needed
Our take
Over the last decade, the number of Israeli-founded cybersecurity companies has quadrupled – marking the country out as a would-be global leader in the industry. Pentera is one such company, supplying Enterprise Security Validation to the likes of Deloitte, IDB Bank and NEC, as well as to government projects.
The company's approach is to emulate real cyber attacks across various environments, to find exploits that may be open to cyber criminals. This enables defenses to be validated and security risks to be mediated, providing measurable improvements in cybersecurity.
The company has been growing rapidly since emerging from stealth in 2018. It achieved Unicorn status in early 2022 and won the Black Unicorn Award that same year. It has also been recognised on the Deloitte Technology Fast 500, and in 2025 boasted a record year that saw it reach Centaur status (over $100 million in ARR).
Freddie
Company Specialist at Welcome to the Jungle
Insights
44% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Mar 2025
$60m
SERIES D
Jan 2022
$150m
SERIES C
Total funding: $249.5m
Company benefits
- Remote work opportunities
- Health, Dental, Vision, Disability & Life Insurance, and Flexible Spending Account (FSA)
- Onsite gyms and team workouts
- Free daily meals, stocked kitchen, happy hours & game room
- 401(k) and matching
- Company equity & performance bonuses
Company HQ
Burlington, MA
Leadership
Amitai Ratzon
(CEO)Previously VP of Global Sales at Callvu, VP of Sales at Earnix and Sales Director for Northern Europe at SuperDerivatives.
Arik Liberson
(Co-Founder & CTO)Was CEO until Amitai Ratzon assumed the position in 2018. Previously spent 16 years working in the Israel Defense Forces and Airforce, including a three year spell as Head of the Cyber Warfare group at the IDF’s Computer Service Directorate.
Arik Faingold
(Co-Founder & Observer)Is also the Co-founder, Chairman & President of IT services company Comm-IT. Former CTO & General Manager of OpenTV Israel.
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