Optimal portfolios have historically been computed using standard deviation as a risk measure.However, extreme market events have become the rule rather than the exception. To capturetail risk, investors have started to look for alternative risk measures such as Value-at-Risk andConditional Value-at-Risk. This research analyzes the financial model referred to as Markowitz 2.0 and provides historical context and perspective to the model and makes a mathematicalformulation. Moreover, practical implementation is presented and an optimizer that capturesthe risk of non-extreme events is constructed, which meets the needs of more customized investment decisions, based on investment preferences. Optimal portfolios are generated and anefficient frontier is made. The results obtained are then compared with those obtained throughthe mean-variance optimization framework. As concluded from the data, the optimal portfoliowith the optimal weights generated performs better regarding expected portfolio return relativeto the risk level for the investment.