I feel like the question https://rpg.stackexchange.com/q/94713/8610 has an answer, but even considering the question—and bracing for an onslaught of similar questions like How did Gygax's narcissism influence AD&D? or whatever—makes me uncomfortable.
Are questions that ask users to connect the dots between a designer's personal life and his game on topic?
I don't think it's necessarily off topic, just usually a poor question. That sort of thing is often going to be difficult to impossible to answer, and could be asked just as productively without so narrowly focusing on that one specific source of a game's influence.
I think it's still technically on topic because the history and nature of the development of an RPG is on topic, and the influences of a game's design is on topic. It's just that the personal qualities of a designer that are among those influences is going to be a really hard question to answer. And it's probably an unnecessary question to ask (unless you have unusual motives, like our example question does).
So maybe there are interviews that cover a designer's personal life influences on their games, or maybe there aren't. A more productive question would be to simply ask what a game's influences are — in general — since a complete answer to that will cover any personal influences, if any.
Regardless of topicality though, It's also a likely bad question in many cases simply because most such questions would be phrased in a way that they would attract many answers that speculate about any possible connections.
And that's a reason for closing, since despite even good intentions in a question, Primarily Opinion-Based is a valid close reason even when it could be objectively answered, but will mostly tend to not be:
answers to this question will tend to be almost entirely based on opinions, rather than facts, references, or specific expertise.
It almost goes without saying that only publicly available information is relevant in this context. Digging into a designer's personal life more aggressively than that in order to merely answer an RPG.se question is the sort of thing we aren't OK with.
The trouble with that question goes deeper than merely being self-hobblingly narrow though, as the up-front reason to even want to focus so narrowly on one source of influences is being openly repulsed by the designer. That kind of thing may be the reason for wanting to focus on one kind of influence, but the stated reason itself is unacceptable to even express here per our code of conduct.
If they'd been clever, researched the site they were posting on, and thought about it, they might have been able to write the broader question and got answers that would have allowed them to privately make the determination they had in mind. They weren't that clever though, and just tracked mud all over our carpets while barging in blindly, so we're not going to un-see the violation of acceptable behaviour and try to rehabilitate the question.
Though we could polish this turd, we shouldn't.
All people are welcome, but to ensure that is true, not all ideas are welcome. In particular, ideas that some people shouldn't be welcome because of who they are, are especially unwelcome ideas here.
Personal life is personal. And although every creation is affected in one way or another by a persona of it's author it's not constructive to dig into another person's life. Especially, from point of view of personal judgement towards the designer.
Also, there are myriads of things that can affect the game starting from co-authors and editors and going to events and political situation at the moment of the game's birth.
It can be interesting in a historical way. Just like writers lifes are researched in order to understand what influenced their creations at given time. But I'm sure that this kind of things will be off-topic, because it's still a subject for theories and discussions and won't fit well in Q&A format.
It's unclear what's OP consider to be a manifestation of designer's views. If the question was like "Does this game have this or that?", "How does it handle that thing?" or in any form that asks about what OP would like to know about product regardless of it's authors, it would be answerable.
And question like this should be more specific. I'm afraid that in most cases questions like "I'm a conservative. Is this game is influenced by liberal political views?", even though disconnected from game designer's persona, will be too-broad and unclear to have high quality answers.
