Chicago, IL Hybrid Employment $90K – $105K

Kin Insurance is hiring an IT Help Desk Manager

Requirements

  • 3–5 years of experience in IT support, including at least 1–2 years leading or supervising a team.
  • Proven experience managing a help desk or IT support function in a fast-paced environment.
  • Hands-on experience with ITSM platforms (e.g., Jira Service Management, Zendesk, ServiceNow).
  • Strong knowledge of macOS and Windows environments, SaaS administration, and endpoint management.
  • Experience with identity and access management tools (e.g., Okta, JumpCloud).
  • Experience using JumpCloud for directory and device policy management.
  • Experience with BetterCloud for SaaS operations and workflow automation.
  • Working knowledge of networking fundamentals, including VPNs, firewalls, and troubleshooting.
  • Ability to analyze operational data and translate insights into action.
  • Clear, effective communication skills with both technical and non-technical stakeholders.
  • Experience with Google Workspace and Slack administration.
  • Exposure to SOC 2 or SOX compliance environments.
  • Experience supporting a remote-first workforce.
  • Familiarity with ITIL or similar frameworks.

Benefits

  • Comprehensive, competitive benefits program, allowing you to choose the benefits that are best for you and your family, starting on the first day of the month following your start date.
  • Competitive salary and company equity through Restricted Stock Units (RSUs), granted as part of our standard compensation package and based on role and level.
  • 401(k) with company match up to 4% of eligible earnings.
  • Multiple medical plan options, plus dental and vision coverage.
  • Company-funded HSA contributions (based on medical plan selection).
  • Company-paid life insurance and short-term disability.
  • A variety of supplemental benefit options, including long-term disability, critical illness, accident, legal, and pet insurance.
  • Access to mental health support and confidential counseling resources.
  • Flexible PTO for exempt employees (most employees take 15–20 days per year), plus 8 company-observed holidays.
  • Paid parental leave, including up to 14 weeks at 100% pay for birthing parents and 8 weeks at 100% pay for non-birthing parents.
  • Career mobility and internal growth opportunities across the organization.
  • Professional development budgets for certifications, conferences, and learning available, subject to management approval.

Work Arrangement

Hybrid

Team

Structure: Lead a team of Help Desk Analysts and interns

Additional Information

  • Must be able to commute to the office on short notice when needed.
  • During catastrophe (CAT) events, this role provides extended support coverage seven days a week.
  • The hiring process and timeline for each role will vary, depending on the position.
  • Prompt updates and feedback following interviews.
  • Interviews with recruiters, hiring managers, and members of teams.
  • Skills assessment relevant to the position, if applicable.
  • Genuine, thoughtful human interaction at every step.
  • We don’t just hire for skills. We hire for alignment.
  • Kin is a remote-first company with offices in Chicago, IL and St. Petersburg, FL where teams can come together for collaboration.
  • For all other positions, these roles can sit in any of the following 40 states: AL, AR, AZ, CA (exempt only), CO, CT, FL, GA, ID, IL, IN, IA, KS, KY, MA, ME, MD, MI, MN, MO, MT, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, SD, TN, TX, UT, VT, VA, WA, and WI.
  • For remote technical positions located in Canada, we are only able to hire individuals who reside in Ontario.
  • Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer.
Required Skills
IT supportincluding at least 1ITSM platformsmacOSWindows environmentsSaaS administrationendpoint management.identityaccess management toolsJumpCloud for directorydevice policBetterCloud for SaaS operationsworknetworking fundamentalsincluding VPNs IT supportincluding at least 1ITSM platformsmacOSWindows environmentsSaaS administrationendpoint management.identityaccess management toolsJumpCloud for directorydevice policBetterCloud for SaaS operationsworknetworking fundamentalsincluding VPNs
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About company
Kin Insurance
Kin is the only pure-play, direct-to-consumer digital insurer focused on the growing home insurance market. We make policies convenient and affordable through a technology platform that delivers a seamless user experience, customized options for coverage, and fast, high-quality claims service.
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Job Details
Department IT
Category other
Posted 15 days ago