How do you decide which technology improvements to make in your organization, and which to cancel? If technology and IT procurement is treated as an investment, then you treat the question as a portfolio of investment. You perform portfolio management.
A portfolio of investment lists each investment, its cost, its level of return (return on investment), and its risk. You put the investment with the highest ROI at the top. Eliminate all the poor investments. Working from the top down, you draw a red line when you run out of budget for these investments. The investments above the line are what you fund, and those below are what you cancel.
As your investment proceeds you monitor that it performs as predicted. If the return drops or the risk spikes you review the investment for cancellation.
"If you do anything long enough, you eventually get good at it." MK