When Lemonade (LMND 1.03%) went public five years ago, it initially dazzled the market with the growth potential of its AI-powered insurance platform. With its AI chatbots and algorithms, Lemonade simplified the byzantine process of buying insurance. That approach made it popular with younger and first-time insurance buyers.

Lemonade’s stock skyrocketed from its IPO price of $29 to a record high of $183.26 in early 2021. However, rising interest rates subsequently deflated its valuations and highlighted its ongoing losses, and it now trades at about $58. So will its stock soar again and set fresh highs over the next five years?

Image source: Getty Images.

Understanding Lemonade’s business

Lemonade initially only provided homeowners and renters insurance, but it expanded its platform with term life, pet health, and auto insurance policies. Its acquisition of Metromile in 2022 significantly expanded its auto insurance business, and its partnership with Chewy (NYSE: CHWY) supports its pet health insurance business.

Lemonade served 2.69 million customers at the end of the second quarter of 2025. That’s more than double the 1 million customers it served at the end of 2020, but it’s still tiny compared to insurance giants like Allstate (NYSE: ALL), which serves more than 16 million customers.

Lemonade’s AI-driven platform differentiates it from bigger industry peers. But it still gauges its growth like a traditional insurer through its total customers; in-force premiums (IFP), or the total value of its premiums tied to its active policies; and gross earned premiums (GEP), or how much of those premiums the insurer has already earned by providing coverage. Its overall stability can be measured in its gross loss ratio (its total claims paid divided by its GEP) — which should stay below 100% — and its adjusted gross margins.

Data source: Lemonade. YOY = Year-over-year.

In 2023, Lemonade’s growth decelerated as it struggled to secure higher rates for its home and auto policies in several states. Those delays crippled its ability to counter inflation with rate hikes, so it approved fewer new policies and reined in its ad spending as it waited.

But in 2024 and 2025, its growth accelerated again as its higher rates were approved, it greenlit more policies again, and it ramped up its ad spending to attract more customers. The AI-driven automation of its onboarding process and claims also reduced its costs and boosted its gross margins.

What will happen to Lemonade over the next five years?

For 2025, Lemonade predicts its IFP will rise 27%-28% as its GEP grows 24%-25%. It expects its revenue to grow 26% as its adjusted earnings before interest, taxes, depreciation, and amortization (EBITDA) rises from negative $150 million to negative $135-$140 million.

During its investor day presentation last November, Lemonade claimed it could grow its IFP ($944 million in 2024) to $10 billion in the “coming years.” It also predicted its adjusted free cash flow (FCF) would stay green in 2025, and that its adjusted EBITDA would turn positive in 2026.

It expects AI-driven efficiencies, along with economies of scale, to dilute its costs and drive it toward sustainable profits. It also aims to gain more customers as it expands across more states and expands its portfolio with more types of insurance.

From 2024 to 2027, analysts expect Lemonade’s revenue to grow at a compound annual growth rate (CAGR) of 45% as its adjusted EBITDA turns positive by the final year. That’s an impressive growth trajectory for a stock that trades at 4 times next year’s sales estimate. Assuming it hits those targets, grows its revenue at a CAGR of 20% for another three years, and still trades at 4 times sales, its market cap could surge more than 150% to $11.1 billion by 2030.

I believe it could achieve those gains as it attracts a steady stream of younger insurance buyers who are frustrated with traditional agent-driven platforms. It might experience some growing pains as it tries to bust out of its niche, but its AI driven approach could give it an edge against bigger industry peers.