Yesterday, we had a business owner bring in a deposit containing $8,119.00 in cash. The same person came in later in the day with $6,200.00 in cash to purchase a cashier's check with her personally as the remitter? I'm thinking we file a CTR since the same person conducted both transactions, but the benefactors were not the same. I'm confused!

Yes file, it is cash coming in totalling more that $10K

And they have been 30 good years, Bob. I agree: Same individual conducted both cash-in transactions. Therefore you have to file.