Insured Financial Position and Investment benefits are key factors that drive the Insurance industry to the competitive edge. To draft out the investment benefits to consumer, effective investment procedures, policies should be derived and delivered to the consumer in a lucid way. Consumer usage level of the financial product can be well identified by the level of awareness of the products in the market that best suits the customer with proper deliverables. As environment and technology changes the way of work, industries should also concentrate on providing key skills needed for employees to manage risks. Employees should be upskilled in different roles and levels to achieve greater standards in promoting best insurance products to customers. This paper discusses the skill development level of employees working in insurance industries, before and after upskilling process. Skilled employees would make the product and process development easier according to the customer needs thereby delivering long term value added packages to the customer. The study is limited to Chennai region using convenience sampling method. Findings of this study illustrates that there is a positive correlation between the observed variables of digital impact on job with employee skills level utilization. Findings also portray a positive correlation between the job enrichment and Job efficiency levels due to digital impact on core work areas and after upskilling.