Web site - Web based applications

Project is related to/for an Insurance agent. Some of the code is already done where few functionalities are in placed. We are moving to the phase to develop the Sales Team application (clients data input so it can be submitted for quotes to the different Insurance companies). Everything will be web-based. Once the Sales Team input the data, this will be transferred to different PDF pre-existing formats for the different coverages / Insurance companies. Different companies require different types (formats) that they already have in place and require for submission. The information will be stored (databases / tables) so later on could be used to fill out the closing documents (PDF formats already established and developed by the different companies). Many more functionalities will be added to the system as we progress. I need to see progress / completion of a phase in order to move on to the next phase. Ruby is what's been used by the developer who did first phase. Also, very important, a friendly and appealing UI is of utmost importance, as well, as data integrity / validation I will start off with simple pieces then move forward into more elaborate task as I see progress. More than once developer may be hired, so a Team oriented person may work better.