Can anyone provide perspective on how you have or would address a company that has inefficient operations and more employees necessary due to outdated, legacy software systems that aren't integrated and create more manual work?

Have you explored integration or automation options?
What factors would you consider in deciding to maintain status quo, try to automate certain tasks, opting to integrate the systems or completely replacing them?
Any insights from someone that has specifically gone through with a software integration solution?

Thanks
Mike