IT Support Specialist - Contractor

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?

Flex is in search for IT Support contractors to serve as the front line for tier 1 & 2 IT requests for our Customer Success organization. This is a contract role that will have hands-on execution against documented procedures, with an emphasis on account provisioning, access management, and rapid troubleshooting.

The role sits within the IT function and reports to the IT Manager, and works in close partnership with the CS Tools & Technology team on tool-level escalations and cross-functional workflows. The ideal candidate is a strong technical generalist with a service-delivery mindset, comfortable working in a high-volume ticket environment, and disciplined about doing sensitive access changes right the first time.

• Type: Contract (W2)

• Duration: Initial engagement of 6 months with possibility of extension based on business need and performance

Hours: 30+/week during standard business hours (ET)

• Location: In-office at Flex HQ (NYC) - Required to be in office 4 out of 5 days.

• Reports to: IT Manager

• Partners with: CS Tools & Technology team on tool-adjacent work

• Compensation: Pay range is in USD as an hourly basis

• Own tier 1 & 2 IT support for the CS organization: account provisioning, access upgrades, password resets, MFA and SSO issues, and general troubleshooting. Resolving directly or escalating with clean context to senior IT staff.

• Execute CS agent onboarding and offboarding against established runbooks, including account creation, group and role assignments, hardware and tooling access, and clean deprovisioning on separation.

• Serve as the day-to-day IT point of contact for the CS org, keeping account and access requests moving without needing manager involvement.

• Support CS IT help desk requests via Slack, Zoom, phone, and in-person on hardware, software, account, and connectivity issues.

• Handle user-level administration for Google Workspace, Slack, Jira, and Confluence. Including but not limited to account creation, group membership, permission changes, and license assignment.

• Partner with the CS Tools & Technology team on Zendesk, Amazon Connect, and CSAT tool issues that require IT-side access or account intervention, escalating tool configuration work to their team.

• Triage and resolve tickets, keep the queue clean, and meet defined SLAs.

• Identify recurring, repetitive requests (onboarding, access changes, common resets) and propose lightweight automations using tools like Zapier or Superblocks to reduce manual handling.

• Document and maintain SOPs and runbooks in Notion for IT support processes affecting BPO and CS, so the process stays consistent as request volume scales.

• Escalate cleanly on issues outside documented scope, and flag documentation gaps or recurring pain points to the IT