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The product bundling problem is a challenging task in the e-Commerce domain. We propose a generative engine in order to find the bundle of products that best satisfies user requirements and, at the same time, seller needs such as the minimization of the dead stocks and the maximization of net income. The proposed system named Intelligent Bundle Suggestion and Generation (IBSAG) is designed in order to satisfy these requirements. Market Basket Analysis supports the system in user requirement elicitation task. Experimental results prove the ability of the system in finding the optimal tradeoff between different and conflicting constraints