Yes, the trial version is exactly the same as the paid version. We removed the "include in high school transcript" box from the courses page when we remodeled the reports section. Now you can pick and choose which courses to include when you are configuring your transcript reports (in the Reports section). Sorry for the confusion - we need to update our screen shots and videos!
About adding benchmarks: It sounds like you are doing everything right - you should be able to just type in a benchmark and press enter. There is no need to do anything else to save. So, if you are typing in a benchmark, then pressing "enter," you should be able to press "+" to enter another benchmark without having the first one disappear. Could you please try restarting OLLY to see if that fixes the problem?
If not, please let me know and we'll find the solution . . .