Apologies if this has been asked before, I searched and did not find an answer to this specific question.

What is the legality of using D&D Beyond content within Foundry VTT, specifically when the Foundry server is hosted by a 3rd party?

For context: I have the Legendary Bundle and Master sub for D&D Beyond. There are tools available to import content from D&D Beyond into Foundry VTT. However, looking at the 3rd-party hosting sites for Foundry, they all seem to have some variation of this in their EULA: "You agree that you own the rights to or have express permission to use any content you upload".

I love being able to import a D&D Beyond monster into my Foundry game with a single click, but I also want to put my Foundry server into one of the available cloud solutions - am I at legal risk for doing so? I do not wish to break any laws or agreements. Do I have legal ability to upload, for example, art and data for monsters I've imported directly from D&D Beyond via the available tool?

They won't answer that question.  Their lawyers (of course) decided on

• Except as expressly permitted by the Company (for example with respect to the use of text content that is submitted to particular Fandom communities as permitted as set forth at our licensing page), you may not modify, publish, transmit, reproduce, scrape, create derivative works from, distribute, perform, adapt, aggregate, sell, transfer or in any way exploit any of the content, in whole or in part,
• Use any robot, spider, site search and/or retrieval application, or other device to scrape, extract, retrieve or index any portion of the content;

The reality is nobody cares about what one kid and his 4 players does.  Where you foundry server resides is irrelevant. 

DDB and WOTC can't even stop one individual from making the entire D&D books online while selling ads on the site along with his patreon...

You can read the an official response from Beyond on page 6 in this other thread. From what I understand, Beyond is not going to go out of its way to stop people from exporting their data from Beyond to another platform, but Beyond is not able to officially support such a feature right now and they do not plan to do so in the near future, so those unofficial tools are not always going to work properly, especially after a big update. Beyond does indicate that they want to officially support exporting data eventually, but it is probably very far off.

As for why the language in Beyond's agreement seems to contradict their latest statements, my best guess (I am not a lawyer) is that they want to have that language in the agreement in case they need to use that clause to defend themselves against malicious actors.