The recent bankruptcy of the eGrocer Webvan demonstrates that online retailers face enormous risks and hence need well thought out business strategies (Porter, 2001). This paper presents a longitudinal study of the business strategies of two eGrocers that use physical stores to house their Internet-based grocery operations (clicks-and-bricks) and two online only (pure-play) eGrocers. Our study results in a number of recommendations for successful eGrocer strategy configuration. Even though we focus on eGrocer’s strategies, we suggest that the lessons learned are of interest to other retailers planning to embark on eCommerce activities.