Systems Engineer

• You will be responsible for Level 1 and 2 Help Desk Support for Windows and Mac devices, supporting enterprise networking and Applecart office expansion. Additionally, you will assist with core systems administrations, systems automation and scripting using python
• In this position, you will work with HR, Business Operations, Office Management, and Platform teams
• This role will report to the Director of Information Systems and Technology
• Serve as the primary point of contact for internal technical support
• Support daily Applecart office operations alongside operations teams
• Improve security and automation posture
• Partner with the IT Director for large initiatives such as MDM configuration and migration and SOC 2 readiness

Benefits

• 35 days of Paid Time Off: 20 vacation days, 10 personal days, 5 sick days
• 14 company holidays
• Bereavement leave
• 16 weeks of fully paid parental leave inclusive of birth and adoption for primary and secondary caregivers
• Frequent company-wide and team social events such as games nights, cooking classes, summer boat cruises, paint & sip, karaoke, escape rooms, bowling, team dinners, baseball games, holiday parties, and plenty more
• Stocked fridge full of drinks and plenty of healthy (and less healthy) snacks
• Weekly happy hour and bagel breakfast
• Pre-tax commuter benefits
• $300 workstation budget to personalize your at-home or in-office space
• Hybrid in-office setup: we work from our offices in midtown Manhattan every Tuesday - Thursday and give the option to work from anywhere on Monday and Friday
• Applecart pays 75% contribution towards Medical, Dental and Vision
• 401(k) with 4% company match
• HSA and FSA
• OneMedical: On-demand primary care free to all employee whether you take our insurance or not
• Health Advocate: Personal healthcare concierge
• Teladoc: Network of virtual healthcare providers
• Talkspace: Online mental health therapy
• Headspace: Full access to the meditation app
• Kindbody: Fertility and gynecology services- Device management experience with Windows and macOS (Apple Business Manager, Jamf, Kandji/Iru, MaaS360, Intune, Hexnode, JumpCloud, Workspace ONE), leveraging service for an automated OOBE
• Strong written and verbal communication skills
• Experience supporting SOC 2 audits or similar compliance frameworks
• Strong administration experience (Okta, Google Workspace (GAM), Slack, MS Office)
• Enterprise networking experience (Juniper, Unify, Meraki, Cisco)
• Python scripting experience (PyCharm, VSCode, GitHub (no AI IDEs Cursor, Tailwind, Manus)) to automate repetitive tasks
• Hands-On + Remote Help Desk experience (Zendesk, Freshworks, ServiceNow, Jira Service Desk, etc.)
• 3+ years of experience in IT Systems Administrator or similar role
• SSO integration experience (Okta, OneLogin)
• Impeccable attention to detail and superior organizational skills
• AWS/public cloud certification is a plus