question about jail time, charges and felonies?

There are a lot of variables at play here. Was there any violence involved? Does the defendent have any means of making restitution for the lost property? How much property was recovered? How many prior theft charges does he have? Many times they will group it into one charge. A lot of times they will view this as a crime spree and give him the maximum, say 5 years, 50 times, for each crime. However, the judge has the choice of running it consecutively or concurrent. Concurrent means that all 50 crimes are being served at once, so it's like he would get 5 years rather than 250 years in prison for 50 robberies. Again, prior convictions, amount of money he is able to repay, and any guns or weapons used would be taken into consideration greatly.

Probably looking at 5 to 15 years

That many cases?! The judge is not going to be lenient. This is a serial criminal and no slap on the wrist is in the works.

State pen time. Probably 3-5 years.

Pucker-up

Depends on how much was stolen. 2-5 years for each incident is the average in Illinois. It will be consolidated, though, most likely.