IT Systems & Automation Engineer — AI, Okta & Security

raincards.xyz; New York (NY); On-site; USD 90,000 - 130,000; Full time

Benefits offered by this job

Unlimited time off

Flexible working

Health insurance

401(k) with company match

Equity plan

Team summits

Job summary

Rain is seeking an IT/Systems Engineer to support end users, manage onboarding/offboarding, and oversee IT assets across multiple offices. You will drive automation, secure identity lifecycle, and coordinate with security partners to maintain strong controls.

You will design scripts and lightweight integrations, manage JumpCloud, Okta, UniFi networks, and vendor relationships while supporting a flexible, remote-friendly work environment. Strong communication and startup experience are valued.

Qualifications

• 3+ years in IT support, IT systems engineering or automation engineering, ideally at a startup or hypergrowth company.
• Hands on Okta administration experience, including SSO, MFA, Group Rules and Universal Directory, with Okta Workflows a strong plus.
• Scripting and automation proficiency in Python and JavaScript for API interaction and system management.
• Familiarity with a modern SaaS and endpoint stack such as Google Workspace, Slack, JumpCloud, CrowdStrike and more.
• Hands on experience with office networking and AV such as UniFi, and comfort supporting onsite infrastructure across multiple offices.
• A working understanding of compliance frameworks such as SOC 2, PCI DSS and GDPR and how IT controls map to them.
• Strong end user support instincts and excellent written and verbal communication.
• A bias toward action and genuine comfort wearing many hats and filling gaps across corporate IT and security on a small team.

Responsibilities

• Provide day-to-day end user support across hardware, software, accounts and access.
• Lead onboarding and offboarding, device provisioning via JumpCloud and Apple Business Manager.
• Manage IT asset inventory across offices and lifecycle.
• Improve IT processes, runbooks, onboarding guides and reduce ticket volume.
• Oversee SaaS licenses, renewals and cost optimization.
• Lead vendor management and security reviews.
• Own onsite IT, networking and AV across Rain offices.

Skills

Okta admin

Python scripting

JavaScript

End user support

Cloud services

Networking basics

Security basics

SLA management

Tools

JumpCloud

Apple Business Manager

UniFi

Okta

CrowdStrike

Job description

Rain is seeking an IT/Systems Engineer to support end users, manage onboarding/offboarding, and oversee IT assets across multiple offices. You will drive automation, secure identity lifecycle, and coordinate with security partners to maintain strong controls.

You will design scripts and lightweight integrations, manage JumpCloud, Okta, UniFi networks, and vendor relationships while supporting a flexible, remote-friendly work environment. Strong communication and startup experience are valued.