About this role.
Kalshi is seeking an experienced IT Administrator to own and improve its internal end-user technology stack in a lean, high-growth financial technology environment. The role covers identity and access management, Microsoft 365 and cloud workloads, Windows and macOS endpoint administration, collaboration platforms, ITSM, and user support. The administrator will automate operational work with PowerShell or Python, improve documentation, and collaborate with technical and business teams. This is a highly autonomous, greenfield-oriented position that may include after-hours support. Candidates need at least three years of experience managing cloud-based enterprise IT environments and strong knowledge of tools such as Azure AD, Okta, Intune, JAMF, and Office 365.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
4/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Cover letter sample
Dear Hiring Team,
I am excited to apply for the IT Administrator role at Kalshi. With experience supporting cloud-based workplace environments, identity platforms, endpoint management, and both macOS and Windows users, I can help build reliable internal systems that enable teams to work effectively.
I bring hands-on capability with Microsoft 365, Azure AD/Entra ID, Okta, Intune, JAMF, Exchange Online, and automation using PowerShell or Python. I also value clear documentation, responsive user support, and secure, scalable operational processes.
Kalshi’s ownership-oriented culture and opportunity to shape a greenfield IT environment strongly appeal to me. I would welcome the opportunity to contribute to a high-performing team and strengthen the technology foundation behind your mission.
Sample interview questions
I would begin by confirming the user’s identity and assessing the urgency and business impact. I would review sign-in logs, device compliance, conditional-access policies, group memberships, and recent changes in the identity platform, then restore access through the least-privileged and documented path. After resolution, I would document the root cause and adjust controls or automation to reduce recurrence.
I have used PowerShell and Python to standardize repetitive administration, such as onboarding and offboarding, license assignment, group management, device inventory reporting, and compliance checks. I design scripts with logging, error handling, input validation, and a safe testing process before production use. Automation should reduce manual work while preserving auditability and security.
I use a consistent lifecycle that includes identity creation, role-based access, hardware provisioning, endpoint enrollment, required applications, security configuration, and a documented handoff. For offboarding, I prioritize immediate access revocation, session termination, account and device recovery, data retention requirements, and transfer of business ownership. I coordinate with HR, managers, security, and legal as appropriate.
I would establish baseline configurations for encryption, OS patching, endpoint protection, screen-lock policies, local-admin controls, inventory, and compliance monitoring. I would use Intune for Windows and JAMF for macOS, applying policies in phased deployments with pilot users and clear rollback plans. I would also report compliance metrics and address exceptions through a documented approval process.
I would classify requests by business impact, security risk, affected users, and time sensitivity, while setting clear expectations through the ITSM tool. I would resolve urgent incidents quickly, reserve planned focus time for strategic work, and identify repeat tickets that can be eliminated through self-service documentation or automation. Regular communication with stakeholders helps ensure priorities reflect business needs.
Kalshi is defining a new category
Kalshi has defined a new category: prediction markets. Kalshi allows people to trade on the outcome of any events and turn any question about the future into a financial asset. Kalshi fought for years and legalized prediction markets in the US for the first time in history. Kalshi is currently the fastest growing financial market in America, and has thousands of markets across politics, economics, financials, weather, tech, AI, culture and more.
We believe prediction markets have the potential to be the largest financial market because they turn anything into a financial position.
- Our vision: well… build the largest financial market on the planet.
- Our mission: bring more truth to the world through the power of markets.
Building a new category is hard… like really hard. But it’s beautiful and deeply fulfilling. Our culture is simple: we hire really talented people, work really hard, and enjoy the climb. We are looking for ambitious and exceptional people to join our (relatively small) team to help us build the next generation of financial markets.
We’re looking for an experienced and driven Systems Administrator to join our lean, high-impact team and help elevate how businesses do IT.
Role Roadmap
As a Systems Administrator, you’ll be a key technical force behind our end-user tech stack—owning everything from cloud services and identity management to endpoint configuration and support infrastructure. You won’t just respond to tickets; you’ll actively build the internal systems that power the modern workplace.
About You
- Managing, configuring, and optimizing core systems like Azure AD, Okta, Intune, JAMF, O365, and others
- Supporting a wide range of cloud workloads, including Exchange Online, SharePoint, and Jira
- Writing and maintaining automation scripts (PowerShell, Python) to improve operational efficiency
- Collaborating across engineering and business teams to deploy and refine internal tools
- Troubleshooting and resolving issues across both Windows and macOS environments
- Supporting collaboration platforms including Teams, Slack, Zoom, and productivity suites
- Improving documentation, internal process clarity, and user help resources
- Participating in after-hours support as needed
The rest of the role is yours to shape. We have a lot of greenfield to build on, and we trust you’ll claim ownership and expand what’s possible.
About You
You bring a strong foundation in IT systems and a passion for solving problems at scale. You’re excited by the idea of making tech work better—not just for individuals, but for the whole business.
You likely have:
- 3+ years of experience managing cloud-based and enterprise tech environments
- Deep knowledge of Office 365, Azure AD, Exchange Online, and SharePoint Online
- Experience with IAM tools: Okta, Azure AD, Active Directory, GSuite, Auth0
- Scripting proficiency in PowerShell or Python for automation
- Hands-on experience with Intune, SCCM, JAMF, and managing both Mac and Windows platforms
- Familiarity with collaboration tools like Teams, Zoom, Slack, and Office Suite
- Experience with ITSM tools such as Jira, ServiceNow, or Zendesk
- A passion for great support and a desire to help others resolve technical issues
Bonus traits:
- High attention to detail and follow-through
- Clear communicator who thrives in cross-functional teams
- Curiosity and a love of learning
- Organized, self-motivated, and able to prioritize effectively
- Energized by challenges and the opportunity to build something new
NYC Pay Transparency Disclosure:
Salary Range: $80,000 to $90,000 annually plus equity and benefits.
This salary range is based on the current available market data, and represents the expected salary range for this role. Kalshi has minimal hierarchy and few titles, but has broad ranges of experience represented within roles. Should you have compensation expectations that exceed these bands, we’d love to hear from you and would welcome you to reach out to further discuss.
Our Culture
Meritocracy is at our core, and we value people who take ownership and figure (usually hard) things out. We dream big. We love our craft deeply and are proud of what we put out in the world. We are committed to our vision of building something big… but also useful: a product that brings more truth through the power of markets.
Kalshians are Kalshi’s most important asset: we pick Kalshians carefully, so we trust them fully on day 1.
Commitment to Equal Opportunity
Kalshi is committed to creating a culture of inclusion and belonging, and we are proud to be an equal opportunity employer. We believe it is our collective responsibility to uphold these values and encourage candidates from all backgrounds to join us in our mission. All qualified applicants will be treated with respect and receive equal consideration for employment without regard to race, color, creed, religion, sex, gender identity, sexual orientation, national origin, disability, uniform service, veteran status, age, or any other protected characteristic per federal, state, or local law. If you are passionate about what you do and want to use your talents to support our mission and values, we’d love to hear from you.
Commitment to Equal Opportunity
Kalshi is committed to creating a culture of inclusion and belonging, and we are proud to be an equal opportunity employer. We believe it is our collective responsibility to uphold these values and encourage candidates from all backgrounds to join us in our mission. All qualified applicants will be treated with respect and receive equal consideration for employment without regard to race, color, creed, religion, sex, gender identity, sexual orientation, national origin, disability, uniform service, veteran status, age, or any other protected characteristic per federal, state, or local law. If you are passionate about what you do and want to use your talents to support our mission and values, we’d love to hear from you.
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