Senior IT Operations Engineer

As a Senior IT Operations Engineer at Rain, you will build and scale the IT infrastructure for a rapidly growing fintech company. You join a small, high-impact team responsible for supporting over 100 organizations using Rain's stablecoin payments platform. Your work spans end-user support, infrastructure automation, identity lifecycle management, and security compliance, with the opportunity to shape how IT ops scales at a hypergrowth company backed by ICONIQ, Sapphire Ventures, Dragonfly, and other top-tier investors.

What you'll do

• Own day-to-day end-user support across hardware, software, accounts and access requests, serving as the primary point of contact through Console helpdesk and Slack.
• Run full IT onboarding and offboarding, including device provisioning through JumpCloud and Apple Business Manager, account setup and new hire IT and security sessions.
• Own IT asset and inventory management across all offices, tracking hardware from procurement and assignment through refresh and retirement with accurate records.
• Improve and document IT processes, including workflows, runbooks and onboarding guides, driving down recurring ticket volume.
• Manage the SaaS portfolio, including licenses, renewals, enterprise tier upgrades and spend optimization.
• Lead vendor management and vendor security reviews, evaluating new tools, negotiating pricing and terms, and onboarding approved vendors.
• Own onsite IT, networking and AV across all Rain offices, including UniFi network management, conference room infrastructure and physical security systems.
• Design and build automation that eliminates manual toil across IT, HR and security, from simple scripts to agentic AI workflows.
• Architect and operate identity lifecycle automation in Okta and Okta Workflows, including joiner-mover-leaver provisioning and instant deprovisioning across the SaaS stack.
• Write and maintain scripts and lightweight internal integrations in Python and JavaScript to connect platforms that lack native integrations.
• Build AI-assisted helpdesk deflection and self-service flows that resolve common requests automatically and route the rest with context attached.
• Identify high-leverage automation opportunities and ship reliable, monitored solutions with proper error handling and alerting.
• Document all automation processes, system architecture and Okta configurations thoroughly for maintainability and clean knowledge transfer.
• Support SOC 2 Type II, PCI DSS and GDPR efforts, including evidence collection, access reviews and control monitoring using tools such as Vanta.
• Help enforce endpoint and access security across CrowdStrike, JumpCloud and Okta, including device posture and conditional access.
• Assist with security alert triage and incident response in coordination with the IT Manager.

What you bring

• 3 or more 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.
• 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 similar tools.
• 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.

Nice to have

• Experience in fintech, payments or another regulated and high-compliance environment.
• Experience with agentic AI tools and building AI-powered internal workflows.
• Vendor negotiation and SaaS cost optimization experience.
• Okta Workflows experience.

What we offer

• Unlimited time off, with a minimum of 10 days required annually.
• Flexible work arrangements: work from home, from an office, or both. New hires receive a stipend for home workspace setup.
• For US employees: 95% coverage of health, dental and vision plan costs, plus 90% for dependents, and 100% company-subsidized life insurance.
• 401(k) plan with a 4% company match.
• Equity option plan for all employees.
• Monthly stipend for health and wellness spending, including gym memberships, fitness classes, massages and acupuncture.
• In-office meals: lunch and dinner covered with a DoorDash credit for those working from the office.
• Team summits including domestic and international offsites.

About Rain

Rain is the global stablecoin payments platform for enterprises, neobanks, platforms, developers and AI agents. As both a Visa and Mastercard Principal Member, Rain issues cards that work at more than 175 million merchant locations in over 220 countries and territories. Backed by ICONIQ, Sapphire Ventures, Dragonfly, Bessemer Venture Partners and other top-tier investors, Rain closed a $250M Series C in January 2026 at a $1.95B valuation.