Hello @Dickey,
Thank you for reaching out to the Quicken Community, though I do apologize that you are experiencing this issue.
These errors usually appear when your computer cannot establish an internet connection with Quicken. Please note, these errors do not mean the computer has lost internet connection, simply that Quicken cannot establish an internet connection. You may follow this link for more information and some troubleshooting steps regarding an OL-295-A error message. It is recommended to save a backup before proceeding with troubleshooting steps (just in case).
I hope this helps!
Thank you for providing more information, though I do apologize for the delay in response.
If the issue is not resolved after following the steps located in the support article, you will need to contact your financial institution to resolve this issue. Quicken does not have access to the financial institution's servers to correct the problem. This may require you to ask to speak with an online services specialist that handles transaction download issues at the financial institution. If your financial institution states they can't assist, an escalation with the financial institution may be necessary.
We do recommend requesting to speak to a tier 2 agent or supervisor as they are generally more familiar with third-party applications such as Quicken. Unfortunately, we do not have access to the financial institution's internal servers to know if you have an open ticket with them. You will need to contact them for further assistance.
I apologize that we can not be of more assistance.