Thank you Genreve,
Clearing cache does not help. Here is the process:
1. Select transaction from "Unmarked Transactions" window
2. Click Add Transaction
3. Choose "Use Recurring"
4. A new window opens over the original transaction window
5. I enter details and click "Record" and the window closes leaving the original one open
6. The transaction remains unchecked in the "Reconcile Accounts" window
7. I then go back and choose "Match Transaction" and choose the same transaction
8. The transaction still remains unchecked in the "Reconcile Accounts" window
9. I need to manually check the transaction
