I don't think we're a few generations away from high level managers having done nothing online that they're ashamed of.
Related: What topics do you freely talk about today which will get you fired in 20 years when society's expectations and sensitivity level changes? (Hint: It's impossible to know)
In an alternate world, labor would be strong enough that a worker could be comfortable knowing that their managers can't just fire them at-will for frivolous reasons. Labor is not at that point, in the US, at least.
If you're worried about this, vote for pro-labor politicians & judges when you can. Collectively bargain for protections or procedures for individual dismissals for this, etc.
Not many people know that here in the UK we got something like IR35 which innocently says that if someone works as an employee should be taxed as an employee (this was introduced by Labour to tackle employees registering a company on Friday, and going to work for the same company on Monday on b2b basis and paying less tax as a result). Now current government (Tories) added changes to this law so that now a client has to determine whether you are a genuine contractor or a disguised employee and then tax you at source. Still nothing sinister at the first glance, right? The problem is that because of that change employers will be able to construct their contracts in the way that contractor / employee will be always classed as a disguised employee, but only for tax purposes. This means workers hired this way will legally not have any employment rights - I mean their only recourse will be against their own company, that will not have any profits to care for employment benefits and so on. So for example if your de facto employer fires you when they learn you are pregnant, you only be able to take to court yourself (your own company). Anyway - I think much simpler explanation is here - https://norightsemployee.uk/step-by-step
What I want to say though - our Labour party and unions did absolutely nothing to stop this. This not only can render unions obsolete in the hands of crafty corporations, but essentially strips away decades of what Labour was fighting for.
So even if you vote Labour or pro-labour parties - there is no guarantee they will not sell you down the river.
Looking at current trends, I suspect that all those questions will be asked about any porn stash that is revealed a d people with problematic porn stashes will be called out.
The overwhelming majority of sex-positive people understand that fantasy is not behavior, and that the interests of an individual are rarely diverse. The only sort of porn that is ubiquitously "problematic" features people who were either underage or did not consent.