Quicken Classic for Win - OL-295-A Errors at Vanguard

Quicken pushed Windows Classic R61.20 Build 27.1.61.20 when I opened the app today.

I am experiencing the same issue reported here: updates are being rejected by Vanguard.

I will also report that trying to run a Vanguard update a second time crashes Quicken. That is surprising and unsettling to me.

I also called Vanguard, was told they are aware of the issue with no timeline for a fix. Agent suggested QFX downloads . I asked, as an account holder, that they generate a message to tech support requesting that this be made a priority.

I've been getting an OL-295-B with Vanguard. Quicken Classic for Windows. But my accounts still seem to download. Is this related to the OL-295-A error, @Quicken Anja? I started having Vanguard issues about 1/11 with an OL-304-B every time I connected. I've been living with the error and just realized tonight that several days ago it was now an OL-295-B.

(sorry if thee things have been said already)

Let's think about this problem in a different context. Vanguard is a behemoth company that manages over $10 trillion in assets. We Quicken users are but a minuscule fraction of that. IT departments have to prioritize their problems based on urgency and Quicken is probably not high on the list of things to fix immediately.

So I suggest that we exercise patience, because in IMHO, we will be lucky if Vanguard decides to allow Quicken to restore access to its servers at all. With data breaches being a huge concern these days, many companies are tightening down on 3rd party software access to their customers' data, and are constantly developing more secure ways to keep hackers out. Downloading a QFX file is a minor inconvenience if I eventually can get Direct Connect back.

One solution that Quicken has alluded to, but would probably not say outright is for Quicken users to call Vanguard and complain about the problem. The squeaky wheel gets the grease.

That's just my $0.02.

I'm having the errror as well. I just voiced my anger in a chat session with Vanguard online. This was their response:

I understand you have questions regarding errors on direct downloads to third-party software such as Quicken. We are currently aware of this issue and are working towards restoring this service. While we work to restore this service, you can follow these steps to manually download your transaction history information.

1. Navigate to the Download Center in the Activity tab.
2. Click Download to get a copy of the file.
3. Upload the file to your third-party software.

We currently do not have an expected time frame on when this issue will be fixed, but our technology team is prioritizing this fix.

This sounds like it has been escalated somewhat. We just need to keep pressing them on it!

I've been using the method of manually downloading my account information directly from the Vanguard site. I click on Activity then click on Download center and choose to download to Quicken. I specify a month worth of data because it is easier that way. When I download I have things setup where Quicken will automatically open with the downloaded QFX file. There are no duplicates in my any of my Vanguard Quicken accounts.

It's likely that most people don't bother doing any budgeting and/or tracking of their finances. The number of smart people I know who don't even do anything at all is astounding. Which would only reinforce your point that Quicken doesn't have the pull it once did. I would also bet that many financial institutions don't want to pay the (supposedly) high fees that Quicken charges them. FWIW, I just sent a message to Vanguard customer support expressing my disappointment and hope that they will work to fix this soon, and that they will acknowledge the issue.

I hope it is indeed true that Vanguard is working on a resolution to this problem. I was initially told the same thing about Quicken Loans (Rocket Mortgage) but it turned out that QL/Rocket has decided to no longer partner with Quicken Financial software. If the same happens with Vanguard I'm out! Currently paying for a service that is pretty much useless to me.

Vanguard server issue. I talked to Vanguard tech support today - 2/28/2025. I was told that a third party that handled the direct connect workings was no longer supported by Vanguard. I was finally able to download my account activity using the Vanguard download options ( importing Quicken files ).

Just spoke to my account rep at Vanguard, who guessed as soon as I said "Digital Banking" that it was about the Quicken issue. He tried to put me through to them, but the queue was 28 minutes, so he suggested I use a portal message, which goes directly to him, and he would forward to someone with authority to do more than ritual apologies and pointers to the OFX method.

I sent a very real threat to walk to Schwab if they won't fix it.

So Vanguard is feeling the heat. Suggest keeping it coming.

I used the chat and this was the reply. A request for a more specific time frame was ignored.

I tried the OFX download process. I have one account with six different funds. When I execute the OFX file, it asks which account it is associated with, and then Quicken lists several accounts, just not Vanguard. I tried associating it with one of my Vanguard accounts, but nothing really changed. Instead, it said the last time I updated was in March 2024! How does the OFX process work with several Vanguard accounts each account having multiple funds? The whole process as a workaround seems klugey.

Yup. Fidelity doesn't seem to have any problem either and they have essentially all the same funds.