The checkpoint makes it different from other logs, we haven't done a security checkpoint.
Again, I don't know if this is necessarily an interest point. We haven't done a D-Class cafeteria menu or a janitor's bathroom log yet either; that doesn't mean that the majority of the audience will be automatically interested in that material.
If this is my directive, do you think this could possibly work?
I'm a little confused here. What is the directive? Just "security checkpoint, mix it up"? What do you mean by "mix it up"?
since I don't think any logs have done time logs
Most of the time having timestamps isn't super necessary or relevant for enjoyment of the reading. Again, you should make sure that what you're adding is something that readers will enjoy having, not just kind of shoehorned in because no other page has those elements.
I feel like this might be better formatted as a tale about a personnel member who has to respond to all these random mishaps in a Site, rather than a log which might get repetitive. It'll also give this more of a Foundation-flavor feel, since the examples you've given ("Researchers commuting and aggressively enter their keycard the wrong way for 5 whole minutes, employees ignoring a wet floor sign and (minor) chaos ensues") could happen IRL pretty much at any office with keycard systems, not necessarily only in the Foundation.