Senior Systems Admin Jobs

Lemonade completely reinvented how insurance works. As a customer-centric tech company, we created an insurance experience that is smart, instant, and delightful.

At Lemonade, you’ll be working with a group of like-minded makers, who get a kick out of moving fast and delivering great products. We surround ourselves with some of the smartest, most motivated, creative people who are filled with positive energy and good karma.

Unlike most publicly traded companies, we’re nimble and efficient. We take pride in the fact that we still think and operate like a startup. We don’t care much about titles and hierarchy and instead focus on innovation, bold moves, and challenging the status quo.

We’re built as a lean, data-driven organization that relies on a common understating of objectives and goals to provide teams with autonomy and ownership. We don’t like spending our days in meetings and we skip committees altogether. At Lemonade, there’s no such thing as going over someone’s head. We have zero tolerance for bureaucracy, office politics, and lean-back personalities.

As a Public Benefit Corporation and a certified B-Corp, we deliver environmental and social impact using our products and tech. Through our Giveback program, we partner with organizations such as the ACLU, New Story, The Humane Society, Malala Fund, American Red Cross, 360.org, charity: water, and dozens of others, and have donated millions towards reforestation, education, animal rights, LGBTQ+ causes, access to water, and more.

We’re looking for an experienced Senior Systems Administrator to help design and maintain our company’s external tools.

In this role, you’ll collaborate with stakeholders on the Customer Experience, Product, and BizOps teams to deliver on system improvements that support and delight both employees and customers in a measurable way.

In this role you'll

• Document and maintain system administration operating procedures and best practices
• Ensure key metrics are codified and surfaced throughout all platforms to drive data-sharing and collaboration with management
• Work closely with leadership to understand existing pain points, advocate for system scalability, and then prioritize and manage projects end-to-end
• Foster vendor relationships to remain informed of new enhancements and upgrades available for our systems
• Plan, design, and maintain customer-facing systems that are heavily integrated across departments, channels, tools, and regions
• Monitor system health and reporting integrity to prevent and remediate outages
• Draw actionable insights from internal data in order to streamline and automate both internal and agent workflows

What you’ll need

• Comfortable collaborating cross-departmentally and assisting teams across diverse geographies
• Well-versed in utilizing APIs and regular expressions in order to interconnect and automate systems
• Experience with SaaS applications (Zendesk, Talkdesk, Looker, Twilio, Agyle Time)
• Adept at growing and streamlining systems functions (startup experience is a major advantage)
• Ability to work in an office environment
• 5+ years systems administration experience within a hyper-growth environment

Unfortunately, we cannot consider applicants from these states; Colorado, California, Montana, Hawaii, New Mexico and Puerto Rico.

Lemonade is an equal opportunity employer committed to diversity and inclusivity. We never discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status. If you require reasonable accommodations due to religious beliefs, pregnancy, or disabilities, let us know at any time.