IT Engineer

Gyde
Hybrid

About The Position

Gyde is reimagining the insurance brokerage industry by building the first AI-native insurance brokerage platform. This platform aims to automate operations, power intelligent voice and chat experiences, and predict the right coverage and products for individuals and businesses. Gyde achieves this by acquiring traditional brokerages and transforming them into data-driven organizations using their AI platform. The company is focused on redefining how people access and understand healthcare coverage, building AI systems to improve healthcare access, designing production-grade voice, chat, and predictive models for a regulated domain, and launching technologies that augment human judgment. The founding team has experience from Oscar, Stripe, Vista Equity Partners, and Alpine, and the company has secured $60M in financing led by Lightspeed.

Requirements

  • 4-6 years in end-user/desktop support, IT operations, or an MSP/help-desk environment.
  • Hands-on administration of an IdP (Entra ID, Okta) plus Google Workspace and/or Microsoft 365.
  • MDM experience (Hexnode a plus; Intune, Jamf, or Kandji acceptable).
  • Comfortable imaging/provisioning laptops and managing the device lifecycle end to end.
  • Solid working grasp of MFA, SSO/conditional access, VPN, and AVD or a comparable remote-desktop setup.
  • End-user support & troubleshooting — diagnoses and resolves laptop, SaaS, connectivity, and access issues quickly and communicates clearly with non-technical users.
  • Identity & access (Tier 1–2) — confident across an IdP (Entra/Okta), Google Workspace/M365, MFA, SSO, conditional access, and clean JML hygiene.
  • Endpoint & MDM operations — device imaging, enrollment, lifecycle, inventory, and policy/compliance troubleshooting in an MDM (Hexnode or comparable).
  • Communication & stakeholder management — calm, clear, and credible with non-technical agency users and leadership, especially under cutover pressure.
  • Operational rigor & security mindset — follows and improves runbooks, documents recurring quirks, and handles HIPAA-aware verification and device-loss scenarios without being prompted.

Nice To Haves

  • Experience supporting a HIPAA or otherwise regulated environment.
  • Multi-tenant, MSP, or M&A / agency-integration IT experience.
  • Hexnode and Azure Virtual Desktop (AVD) specifically.
  • Light scripting for automation (PowerShell or similar).

Responsibilities

  • Own the end-user IT experience for acquired agencies — onboarding, cutover, hypercare, and day-to-day support before, during, and after integration; serve as the primary IT point of contact for agency users.
  • Run endpoint and device operations — image, enroll, ship, and lifecycle-manage laptops (provisioning through RMA and offboarding retrieval); operate the MDM (Hexnode) day to day, push policies, and clear compliance failures.
  • Handle Tier 1–2 identity and access — provision, modify, and deprovision accounts in Entra/Okta, Google Workspace/M365, and core SaaS; run JML workflows accurately, with same-day deprovisioning as a non-negotiable.
  • Execute the user-facing portions of integration rollouts owned by the Infra Engineer — schedule cutover windows with agency leadership, run pilot waves, capture friction, recommend runbook changes, and own status comms during rollouts and incidents.
  • Enforce security hygiene at the user level — endpoint baselines, disk encryption, MFA enrollment, and screen-lock policies; support phishing reporting and basic user security education; flag anomalies (impossible travel, unmanaged devices, shadow IT) up to Security/Infra; keep HIPAA-aware support habits.

Benefits

  • Top of the market compensation
  • Flexible (Unlimited) Paid Time Off
  • Medical, Dental, and Vision benefits for you and your family
  • Retirement Plan (e.g., 401K)
  • Parental Leave
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