IT Support Specialist
Cowbell Cyber
Cowbell is signaling a new era in cyber insurance by harnessing technology and data to provide small and medium-sized enterprises (SMEs) with advanced warning of cyber risk exposures bundled with cyber insurance coverage adaptable to the threats of today and tomorrow. Championing adaptive insurance, Cowbell follows policyholders’ cyber risk exposures as they evolve through continuous risk assessment and continuous underwriting. In its unique AI-based approach to risk selection and pricing, Cowbell’s underwriting platform, powered by Cowbell Factors, compresses the insurance process from submission to issue to less than 5 minutes.
Founded in 2019 and based in the San Francisco Bay Area, Cowbell has rapidly grown, now operating across the U.S., Canada, U.K., and India. This growth was recently bolstered by a successful Series C fundraising round of $60 million from Zurich Insurance. This investment not only underscores the confidence in Cowbell’s mission but also accelerates our capacity to revolutionize cyber insurance on a global scale. With the backing of over 25 prominent reinsurance partners, Cowbell is poised to redefine how SMEs navigate the evolving landscape of cyber threats.
ABOUT THE ROLE:
We’re seeking a proactive and technically skilled IT Support Specialist to join our growing technology team. This individual will provide Tier 1–2 support for our internal users, manage identity and access workflows through Okta, and support IT operations through JIRA. The ideal candidate is resourceful, detail-oriented, and thrives in a fast-paced environment.
What you will do:
Provide day-to-day technical support to employees via chat, email, and ticketing
systems.
Manage identity and access provisioning using Okta, including onboarding, offboarding,
and role-based access.
Triage, track, and resolve IT tickets using JIRA, ensuring timely and accurate resolution.
Support company hardware (primarily Mac devices; some Windows support as needed).
Maintain endpoint security, system configurations, and compliance standards.
Assist with IT onboarding for new hires and maintain hardware inventory.
Collaborate with IT and Security teams to improve workflows and documentation.
Troubleshoot network connectivity, software, and account issues across cloud-based environment
What Cowbell needs from you:
Education:
Bachelor’s degree in computer science, Cybersecurity, Information Technology, or
a related field.
Years of Work Experience:
2–4 years of experience in an IT Support, Helpdesk, or Technical Support role.
Soft skills:
Excellent troubleshooting skills across desktop and SaaS environments.
Strong communication and customer service skills.
Technical Skills:
Familiarity with endpoint management tools (e.g., Jamf, Kandji, or Intune).
Strong experience managing user accounts and groups within Okta.
Hands-on experience using JIRA or a similar ticketing system for IT operations.
Experience supporting macOS environments (Mac management, imaging, and
troubleshooting).
Basic scripting experience (Bash, Python).
Understanding of security best practices and compliance frameworks (SOC 2, ISO
27001, etc.).
Experience with Google Workspace.
What Cowbell brings to the table:
● Employee equity plan
● Group Medical, Personal Accident and Term Life cover for all employees
● Comprehensive wellness program, meditation app subscriptions, lunch and learn,
book club much more.
● Professional development and the opportunity to learn the ins and outs of cyber
insurance, cyber security as well as continuing to build your professional skills in a team environment
Equal Employment Opportunity:
We are committed to equal opportunity in the terms and conditions of employment for all employees and job applicants without regard to race, color, religion, sex, sexual orientation, age, gender identity or gender expression, national origin, disability, or veteran status.
Cowbell is a leading innovator in cyber insurance, dedicated to empowering businesses to always deliver their intended outcomes as the cyber threat landscape evolves. Guided by our core values of TRUE—Transparency, Resiliency, Urgency, and Empowerment—we are on a mission to be the gold standard for businesses to understand, manage, and transfer cyber risk.
At Cowbell, we foster a collaborative and dynamic work environment where every employee is empowered to contribute and grow. We pride ourselves on our commitment to transparency and resilience, ensuring that we not only meet but exceed industry standards.
We are proud to be an equal opportunity employer, promoting a diverse and inclusive workplace where all voices are heard and valued. Our employees enjoy competitive compensation, comprehensive benefits, and continuous opportunities for professional development.
Cowbell is an E-Verify employer. E-Verify is a web-based system that allows an employer to determine an employee's eligibility to work in the US using information reported on an employee's Form I-9. The E-Verify system confirms eligibility with both the Social Security Administration (SSA) and Department of Homeland Security (DHS). For more information, please go to the USCIS E-Verify website.
For more information, please visit https://cowbell.insure/.
Cowbell Cyber does not permit the use of AI tools during any stage of our interview process. By submitting your application, you agree to complete all assessments and interviews without the use of generative AI assistance.