System and method for promoting enterprise adoption of a web-based collaboration environment are disclosed. In one aspect, embodiments of the present disclosure include a method, which may be implemented on a system, for detecting eligibility of a user having an account in the web-based collaboration environment, for the user to invite additional users to join the web-based collaboration environment, providing the user with a mechanism to invite the additional users to join the web-based collaboration environment to create accounts with enhanced features, and/or sending, to those of the additional users who qualify, an invitation to create new accounts in the web-based collaboration environment, those of the additional users who qualify are affiliated with the enterprise of the user having the account. The new accounts that are created include the enhanced features.