Full-Time

Customer Experience Specialist

Posted on 3/19/2026

Lemonade

Lemonade

1,001-5,000 employees

AI-powered insurance carrier with Giveback program

No salary listed

Europe

Remote

Category
Customer Experience & Support (2)
,
Required Skills
LLM
Git
Zendesk
REST APIs
Requirements
  • 1–3 years in SaaS, fintech, insurtech, or another digital-first environment—or able to provide a portfolio of side projects that proves you learn fast
  • Experience with help-desk tools (Zendesk, Intercom, or other relevant tool) plus an itch to automate repetitive macros with AI or no-code tools
  • Comfort reading API docs, running basic queries, or debugging browser development tools—no CS degree required, just genuine curiosity
  • A track record of self-promotion: blog posts, GitHub PRs, conference lightning talks, or any other evidence that you amplify your own work
  • Native-level French (bonus points if you can also meme fluently)
  • Contributions to open-source or community forums and/or fluency in another EU language, a plus
  • Strong phone and creative writing skills
  • Helpful personality and loads of attention to detail
  • A builder’s mindset: whether it’s Google Sheets wizardry, building small apps, or documenting best practices, you leave things better than you found them
  • Ability to work in a remote environment
  • Enthusiasm about learning and adapting to the exciting world of AI—exploring this field is a fundamental part of our culture
Responsibilities
  • Provide a delightful experience by adapting your style of support to meet each customer’s unique needs in a variety of situations
  • Rapidly become an expert across our insurance products and tech stack, using this knowledge to guide customers with confidence and precision
  • Identify and communicate critical pain points in the customer journey with a solution-oriented mindset
  • Bring our values to life while you interact and build community across our teams
  • Collaborate closely with our prompt engineers to identify prompt changes for our AI tools and evaluate their impact on our customers
  • Use your exceptional written communication skills, and keen eye for clear, natural customer communication
  • Constantly test, learn, and adapt—whether it’s a new tool, SOP, or customer insight—because growth is your baseline
  • Use AI in your daily tasks and continually strive to optimize your workflow
Desired Qualifications
  • Contributions to open-source or community forums and/or fluency in another EU language, a plus
  • Bonus points if you can meme fluently in French

Lemonade uses AI and behavioral economics to quote, underwrite, and process claims with chatbots, delivering quotes in seconds and some claims paid instantly. It operates as a licensed insurer, charging a fixed fee on premiums and directing any unclaimed Premiums to Giveback charitable causes chosen by policyholders. It started with renters insurance in 2016 and now offers homeowners, car, pet, and term-life coverage in the US and select European markets, including the Metromile acquisition to strengthen pay-per-mile car insurance. Its goal is to offer simple, transparent, affordable coverage with social impact by using technology to streamline buying and claims while aligning with customers’ interests.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

New York City, New York

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 revenue grew 71% to $258 million, showing accelerating demand.[1]
  • In-force premiums reached $1.33 billion, up 32%, supporting scale economics.[1]
  • Tesla FSD insurance expansion in Indiana opens a new usage-based auto lane.[3]

What critics are saying

  • Profitability still depends on hitting adjusted EBITDA positivity by Q4 2026.[1]
  • Auto insurance remains state-limited, leaving national incumbents room to outprice Lemonade.[3]
  • Catastrophic homeowners or auto claims can quickly overwhelm reserves and damage trust.[4][5]

What makes Lemonade unique

  • AI-native, bot-driven underwriting and claims replace broker-heavy insurance workflows.[4][6]
  • Giveback donations align unused premiums with customer-selected charities and brand trust.[4][7]
  • Metromile added pay-per-mile auto data for precision pricing and faster scaling.[3]

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Your Connections

People at Lemonade who can refer or advise you

Benefits

Health Insurance

401(k) Company Match

Paid Vacation

Parental Leave

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
Yahoo Finance
Mar 18th, 2026
IonQ leads quantum computing growth while Kratos and Lemonade struggle with cash burn

IonQ, a quantum computing company founded in 2015, is highlighted as a potentially promising investment despite burning cash at a -230% free cash flow margin. The company achieved 143% annual revenue growth over the past two years and expects 81.7% growth next year, suggesting expanding market share. Meanwhile, Kratos and Lemonade face challenges. Kratos, a national security solutions provider, saw its free cash flow margin decline 8.8 percentage points over five years, with low returns on capital indicating poor fund allocation. It trades at 122.8x forward P/E. Lemonade, an AI-powered insurance platform, experienced declining book value per share and negative returns on capital, with earnings per share growth lagging revenue gains. The stock trades at 11.1x forward P/B.

Yahoo Finance
Mar 6th, 2026
Lemonade shares down 27.5% YTD despite 59% annual gain as $77 fair value estimate signals 28.6% upside

Lemonade, an AI-powered insurance company, has seen its share price drop 27.5% year-to-date despite posting a 59% one-year return. The stock currently trades at $55.04, with analysts suggesting a fair value of $77.14, implying 28.6% upside. The company remains unprofitable but reported strong growth metrics: in-force premiums of $889 million (up 24% year-over-year), 2.31 million customers (up 17%), and gross profit climbing 71%. Revenue stands at $737.9 million. However, Lemonade trades at a price-to-sales ratio of 5.7x, significantly above the 1.8x peer average and 1.2x US insurance sector average. The recent pullback follows momentum cooling after a multi-year run that saw shares triple over three years. Key risks include potential deterioration in loss ratios and exposure to catastrophe events.

Yahoo Finance
Mar 5th, 2026
Lemonade stock plunges 36% in February despite 53% revenue growth

Lemonade's stock fell approximately 36% in February despite reporting solid fourth-quarter results, including 23% year-over-year customer growth and 53% revenue increase. The AI-powered insurance company forecasts reaching positive adjusted EBITDA in Q4 2026. The decline stemmed from multiple factors. Investors are growing impatient with companies making heavy AI investments without clear returns, particularly as Lemonade remains unprofitable despite being built on AI-driven disruption. Geopolitical and macroeconomic uncertainty has also dampened appetite for risk assets. Lemonade's high volatility compounds the situation, with a beta of 2.2 indicating price swings more than double the broader market's. The company's lack of profitability makes traditional valuation metrics less useful, though loss ratios provide insight into pricing accuracy and the path to profitability.

Yahoo Finance
Feb 26th, 2026
Lemonade reports 53% revenue growth and positive free cash flow in Q4, but stock falls on cautious investment outlook

Lemonade reported fourth quarter revenue of $228.1 million, beating analyst estimates of $217.6 million with 53.3% year-on-year growth. Adjusted earnings per share of -$0.29 also beat expectations of -$0.43. Despite the strong results, the market responded negatively. CEO Daniel Schreiber called it "our strongest quarter ever", citing rapid growth in in-force premium and improved marketing efficiency. CFO Timothy Bixby told analysts the company expects positive EBITDA by year-end and has sufficient capital to support ambitious growth rates. During the earnings call, management discussed cross-selling as a key efficiency driver, with growing premium from multi-policy customers. The company is using improved marketing efficiency to fund higher growth spend rather than introduce conservatism into guidance. Lemonade also addressed its autonomous vehicle insurance opportunity, emphasising its agile, data-driven platform.

Yahoo Finance
Feb 25th, 2026
Lemonade posts record $737.9M revenue in 2025 but remains unprofitable with continued EBITDA losses expected

Lemonade reported record revenue of $737.9 million for 2025, up from the prior year, whilst narrowing its net losses. Fourth-quarter revenue reached $228.1 million. However, the insurance technology company's shares fell 19.2% following guidance indicating continued adjusted EBITDA losses through 2026. The company plans to invest heavily in AI development and product expansion, including launching autonomous car insurance. Management maintains its AI-driven model will eventually deliver sustainable profits despite ongoing losses. Analysts project Lemonade could reach $1.8 billion in revenue by 2028, with some forecasts suggesting a fair value of $67.11 per share, representing 29% upside from current levels. The company's extended timeline to profitability remains a key risk, alongside concerns about data privacy and the competitive advantage of its AI technology.

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