Since the evolution of information and communication technologies in the past decade, most libraries and librarians have experienced the widespread embracement of Web 2.0 technologies, pervasiveness of mobile devices to the discussion in data management today. It has been always a challenge for librarians to keep up to date with the technologies. But, it never has been a mission impossible for most librarians, who have the passion in building and constructing online information services for the community. True, and not to mention that these are current challenges are also facing similarly by the library vendors (or partners). On the other side, there are online information providers such as Google keeps changing their business model and having a strong financial backup to improve their online services. Amazon is another example too and a possible alternative to the library industry. And today, where do the libraries and librarians stand in the online information services industry. Especially, towards the questions of coping with technologies to improve the online information services model that the management has to keep up to date. This paper discusses the challenges from the point a young librarian, with the experiences in librarianship, as a vendor and also an entrepreneur who builds information portal for the communities. In addition, this paper will also shares the some frameworks that are been taught in libraries and library schools, which have adopted to meet the needs of its users and its clientele, as well as employers of library school graduates. It is through the “awareness-knowledge-experimentation-immersion” educational paradigm, which guided these successful librarians to step out their comfort zone into the competitive industry. They learned to cope with the technology knowledge progressively and the economics of the industry. It does not matter if the knowledge is from an open source, proprietary environment, outsourced or in-house system. They have learnt to build a versatile, scalable library, especially as an online information service for the community to adopt, embrace, engage and utilise. And, with these pointers that will be discussed in this paper, will help some of the future librarians to grow
