However, I am going to simply because it makes sense in a dollars and cents way.
I will buy the upgrade but it is simply to maintain the future value of the software
This makes no sense at all…upgrading now from Cubase 5 to Cubase 7.5 is cheaper than it would have been buying each incremental upgrade as they came out…Upgrading to 8 without 7.5 will work out the same or less as upgrading now. You aren’t “maintaining any future value” by upgrading more frequently.
The only thing you may be doing is making smaller payments at one particular time.