A customer conducted two currency transactions. One transaction was for a personal account and another transaction for his business account. He operates a sole proprietorship that does business under the DBA name XYZ. XYZ has several employees, so the customer and the sole proprietorship have a different TIN. The addresses are also different. What is a proper way to file a CTR on these transactions?
Should I complete two section 'A's? Check the boxes for 1b "multiple persons" and Section B box e "Conducted On Own Behalf"?
Or is just one section 'A' with the customer's SSN and home address and DBA XYZ for #5 with the Section B box e "Conducted On Own Behalf"? Thank you.

Two section A's. One for the Dba using the business address and TIN, and the other with the owners personal information, then if he conducted the transaction, you would mark "conducted on own behalf."

While that's not wrong, there really is no need to have separate Section A entries. He and his business are the same "person" and you can file under his name, address and SSN (you can ignore the sole proprietorship's EIN). Just make sure you report both deposits and both account numbers. See FinCEN ruling 2008-R001, at http://www.fincen.gov/statutes_regs/guidance/html/fin-2008-r001.html

Don't know if I've ever seen a sole prop DBA and have its own EIN.

What if that sole prop DBA was under the guy's SSN but the account had another signer.....would that other signer also be a part 2(c)?

An EIN for a sole prop is used only for income tax purposes if the sole prop has employees and does not really impact the number used for other reporting purposes. Unless an authorized signer conducted the transaction, they would not appear on a CTR

Is it possible to have more than one person "own" the sole prop/DBA? Like, a husband-wife duo?

It is possible in some states such as Oklahoma. The answer to your question depends on state law.

Curious. How do you record that in bank record? Are they both individually 100% owner? I'm guessing they can't be 50% owner because then wouldn't that be partnership?
I only ask because we have a CTR situation that arose where our DBA grocery market is "owned" by husband/wife per our records, they are both on the FBNS registrant statement. They are both recorded in our system equally as "business owner", so when they make their deposits and go over $10k we've doing a 2(a) and a 2(b) on the husband and wife. This is the first bank I've seen this at with ownerS of a DBA sole prop.

State law and if they need to be treated as a partnership under IRS tax rules are two different things. Not sure what a FBNS statement is.