Measuring headspace and resizing a fired case are two different things. When your firearm was built, the chamber headspace was checked to verify it was within SAAMI specification. "GO" and "NO GO" gauges were used. Unless you are building a firearm, or checking the condition of a old or extensively used suspect firearm, there's no practical reason for you to own "GO" and "NO GO" gauges.
When resizing fired cases with a full length sizing die, you simply follow the die makers instructions to set the dies up... doing this will insure that the case is re-sized to within SAAMI specification. It may end up being a bit dimensionally smaller than absolutely necessary, but it will be in spec, and it will ensure proper function in your firearm.
As you gain knowledge, and learn more about the what and why of reloading, you can start to make adjustments as you see fit.
I can go on and on here about datum lines and shoulder bumps... but the above is sufficient to answer your question in the "layman's terms" you requested.
Am looking at the Redding FL bushing die. What size bushing do i need for the 22-250?
If you don't know what a bushing die is for, you many be in over your head. In simple terms, a bushing die allows you to adjust the amount of neck tension on the bullet... a variable that can effect function and accuracy. No one can tell you what size because no one knows what brass you're using, the case/neck wall thickness, the actual bullet diameter or the chamber neck diameter. If you don't know these things, again, you may want to stay away from bushing dies until you understand the variables.