I agree. It all boils down to how much money the company is willing to spend to improve or address the issues of Scalability/Performance/Modernization if any.  So as you have alluded to we need to ask the right questions and get the buy-in from the stakeholders. 

@Rahul-Sahay : As a leader, there is no set guideline in providing data strategy solutions. So I wanted to know the process or a strategy to adopt and accomplish a feasible solution.