Ouch...
Yes, you can use Classification Lists... but you would still need to set up a Classification for each value (that isn't sustainable).
The repeated keyword is going to be the biggest issues.
If it weren't for that, I would say use a list variable, so that you don't need classifications for each.
When you say "the certain keywords may repeat" do you mean the total value, as in "Executive Financial Planning" might appear twice in the list:
"Executive Financial Planning-Executive Financial Planning-Financial Education"
Or do you mean that the word "Financial" may repeat in different values:
"Executive Financial Planning-Financial Education"
If something like "Executive Financial Planning" could appear multiple times in the same list of items, then a List variable isn't going to work... values will be de-duplicated. If it's just part of the value (like the word "Financial") as long as you are splitting the value on the delimiter you should be fine.
In the fully repeated scenario, there is only one option... using your ProductsList with merchandising events.
If you are already using Products, then this is going to be a major change to your tagging and reporting.
I use Products for multiple purposes, including purchases. I use the category (in the product notation) to denote the use.
So for something like this, I would set the category to something like "topic", then I would pass each value as the product, then I would set up a numeric event and use this in the notation:
s.products = "topic;Executive Financial Planning;;;event1=2,topic;Financial Education;;;event1=1";
s.events = "event1";
Using a numeric event, I can pass the appropriate "repetitions" of a value to count.. so in this example, Executive Financial Planning counts as 2 whereas Financial Education only counts as 1.
This is the only way to get around the default de-duplication, it has to be in products because this is the only dimension that allows for explicitly related events that won't cross contaminate the other values.
Now, all the values will be available as a product (with the category of "topic") and the event1 is the metric you would use to get the proper counts.