System and method for generating a configuration diagram based on user specification of a task. A server computer communicates with a client system, e.g., a measurement system, including a client computer system, over a network. The server receives requirements, e.g., a task specification, for a task, e.g., a measurement task, where the requirements are provided in response to user input. A plurality of products operable to perform the task are determined in response to the requirements, e.g., by programmatically analyzing the requirements. A diagram is displayed on the client computer system iconically representing the plurality of products, including icons representing at least a subset of the products to the user as proposed hardware and/or software products for the client system. Pricing information for the proposed products may be displayed. User input indicating purchase of at least one of the products is received and the purchased products provided to the user.