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Why did Drugstore.com Fail?

What Happened To Drugstore.com & Why Did It Fail?

January 24, 2025

Drugstore.com, founded in 1998, was an early e-commerce platform for health and beauty products. It quickly rose to prominence, going public in 1999 and acquiring millions of customers. However, after being acquired by Walgreens in 2011, it was shut down in 2016 to refocus on Walgreens.com.

What Was Drugstore.com?

Drugstore.com

Drugstore.com was an online retailer specializing in health and beauty products, offering over 60,000 items. Its unique value proposition lay in its convenience and strategic partnerships, such as with Rite Aid for prescription pickups. Notable achievements include its $429 million acquisition by Walgreens and the invention of the first inventory information approval system (IIAS).

What Happened to Drugstore.com?

The story of Drugstore.com is a classic tale of early success followed by eventual decline, marked by several key phases:

  • Early Success and Public Offering: Founded in 1998, Drugstore.com quickly gained traction and went public in 1999, finishing its first day of trading at $54.25. The company attracted high-profile backers like Melinda Gates, Howard Schultz, and Jeff Bezos, and its stock peaked at $67.50.
  • Acquisition by Walgreens: In 2011, Walgreens acquired Drugstore.com for $429 million, a 102 percent premium over its 30-day average closing stock price. This acquisition was part of Walgreens' strategy to enhance its digital capabilities and expand its online presence.
  • Challenges in Customer Acquisition: Despite its early success, Drugstore.com struggled to attract new customers and increase transaction sizes. These challenges were significant factors in Walgreens' decision to shut down the site in 2016 to focus on its own website, Walgreens.com.
  • Regulatory and Logistical Hurdles: Drugstore.com faced numerous obstacles, including stringent regulations and logistical issues, particularly in the prescription drug market. These challenges limited its ability to compete effectively with established pharmacy benefit managers and retail pharmacies.
  • Final Closure and Legacy: On July 28, 2016, Walgreens announced the shutdown of Drugstore.com and Beauty.com, with the official closure date being September 30, 2016. The decision was part of Walgreens' broader strategy to focus on its own digital tools and omni-channel capabilities.

When Did Drugstore.com Shut Down?

Drugstore.com was officially shut down on September 30, 2016, as part of Walgreens' strategy to focus on its own digital tools and omni-channel capabilities. The decision was announced on July 28, 2016, and marked the end of an era for the pioneering online retailer.

Why Did Drugstore.com Shut Down?

  1. Regulatory Hurdles:

    Drugstore.com faced significant regulatory challenges that hindered its ability to operate effectively in the prescription drug market. The complex regulations surrounding the sale and distribution of prescription drugs made it difficult for the company to compete with established pharmacy benefit managers (PBMs) and retail pharmacies.

  2. Logistical Challenges:

    The company struggled with logistical issues, particularly in handling and distributing prescription drugs. Specialized requirements such as cold storage and the need for licensed pharmacists added layers of complexity that Drugstore.com found difficult to manage efficiently.

  3. Competition from PBMs:

    Drugstore.com was unable to compete effectively with dominant PBMs like Express Scripts, CVS Health, and OptumRx. These established players controlled a significant portion of the market, making it challenging for Drugstore.com to gain a foothold and attract a substantial customer base.

  4. Customer Acquisition Issues:

    Despite its early success, Drugstore.com struggled to attract new customers and increase transaction sizes. The inability to accept certain insurance plans further limited its customer base, as noted by former CEO Dawn Lepore, who mentioned that 1 out of 5 visitors had to be turned away due to insurance issues.

  5. Financial Struggles:

    Drugstore.com never recorded an annual profit, which was a significant factor in its eventual shutdown. The financial burden of maintaining operations without profitability led Walgreens to decide to shut down the site and focus on its own digital tools and omni-channel capabilities.

Lessons Learned from Drugstore.com's Failure

  • Adaptability: Stay flexible and ready to pivot strategies in response to market changes and regulatory challenges.
  • Customer Acquisition: Develop robust strategies for attracting and retaining customers to ensure sustainable growth.
  • Regulatory Compliance: Understand and navigate complex regulations to avoid operational hurdles and legal issues.
  • Logistical Efficiency: Invest in efficient logistics and supply chain management to handle specialized requirements effectively.
  • Competitive Analysis: Continuously analyze competitors to identify market gaps and opportunities for differentiation.
  • Financial Health: Focus on achieving profitability to sustain long-term operations and avoid financial strain.
  • Insurance Integration: Ensure compatibility with various insurance plans to broaden your customer base and increase accessibility.
  • Technology Investment: Invest in advanced digital tools and technologies to enhance customer experience and operational efficiency.

We Shut Down Startups

Drugstore.com's failure underscores the complexities and challenges that startups face, from regulatory hurdles to financial struggles. If you're navigating the difficult decision to wind down your startup, Book A Demo with Sunset to ensure a smooth and compliant closure.

Sunset takes care of all the legal, tax, and operational burdens, allowing you to avoid penalties and reduce liabilities. Let us handle the complexities so you can immediately move on to what's next.