Abstract-Online assessments are rapidly creating a market space for measuring competency of employees in an enterprise. This unanimously blends with competency development programs. Such programs offer various certifications to assess multi facet skills of an employee. In a flat world, employee workforce is geographically spread in multiple development centers across the world. Designing a common online assessment platform for this workforce makes any competency development program very perplexing. This paper highlights potential adaptability, acquiescence related, location specific, systems and process centric challenges an enterprise can face while creating and running an online assessment system to measure the competency of employees. Anticipated modules and their features imperative to any enterprise online competency assessment system are proposed. Multidimensional strategies to mitigate various challenges are discussed. It also highlights the best practices that an enterprise should follow in order to have a balanced assessment platform. Adoption of recommended mitigation strategies lead to tangible measurable business benefits and had positive impact on customer satisfaction, issue resolution time, number of reported issues and escalations.Index Terms-online assessment, competency development, question bank, authoring manager, assessment rule