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Oscar Health // health insurance
Engineering, Full Time    New York    Posted: Tuesday, November 05, 2019
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We are changing how health insurance works. Oscar is a high-tech startup out to revolutionize the healthcare industry. We want to create a healthcare experience thats intuitive & puts people first. To do this, weve brought together leaders from top technology & healthcare companies to create a talented team that is passionate about helping people navigate the complex & confusing healthcare industry. We all work side by side in a collaborative, energetic, & creative environment. The result: better people, better ideas, & better healthcare.

As the Senior IT Engineer, you will be part of an amazing team responsible for all IT functions in our brand new office. Working closely with SRE, Security, as well as the broader IT team in New York & Tempe you will be supporting all of Oscars infrastructure. This role will report directly to our Head of IT. We are growing rapidly, & building most everything from scratch on Mac & Linux, however we do not wish to reinvent the wheel, you must be able to discern between engineering or purchasing. The ideal candidate will be someone who enjoys building & supporting systems with automation & security in mind, takes ownership of local site support, as well as provides cross-support for the other three Oscar locations.

Within the first six months, you will:

  • Develop a deep understanding of Oscars internal IT function, while also recommending & implementing improvements

  • Interject yourself throughout the organization to increase efficiency through technical solutions

  • Scale all technical infrastructure to accommodate rapidly growing end-user counts

  • Work to increase value & eliminate wastage in the IT org

  • Identify areas that we have points of failure & help to create strategies to remedy them

  • Help different parts of the business make the best technology decisions that ensure high functionality & minimize confusion & spend

What it takes to excel in this role:

  • 5+ Years supporting large environments of Mac & Chrome OS users with an ability to patiently troubleshoot issues while helping to educate end users.

  • Experience in capital build projects of scale

  • Experience with inventory control, purchase orders, & provisioning laptops.

  • Up to date knowledge about the latest tools & methods for managing these environments.

  • A strong background in networking is required

  • WiFi experience is a necessity

  • An amazing work ethic & positive attitude

  • Help to architect new systems to help ease day to day operations

  • You love owning things: youre proud of the things you build & thrive with responsibility

  • Experience with call centers and/or phone systems is a plus

  • Experience with Google Apps for Work a plus

  • Experience with Casper Suite a plus

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we work to cultivate an environment where exceptional people can be their most authentic selves & find both belonging & support. We're on a mission to change healthcare -- an experience made whole by your unique background & perspectives.

Pay Transparency Policy: Oscar's Pay Transparency Policy ensures that you won't be discharged or discriminated against based on whether you've inquired about, discussed, or disclosed your pay. Read the full policy here.

Oscar applicants are considered solely based on their qualifications, without regard to applicants disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations should contact the Oscar Benefits Team ( to make the need for an accommodation known.

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