Which of these is the safest choice for a first-day-of-the-week workhorse shoe?
The bit loafer is the only one explicitly marketed as an office shoe in its own title, which makes it the most defensible pick if you want one style to wear repeatedly without thinking about it. The Clarks flat is a close second on the basis of its low, plain silhouette.
Is the 75mm heel too tall for all-day wear?
75mm is roughly a mid-height heel — noticeably shorter than a stiletto but taller than a flat or kitten heel. Whether it's comfortable for a full day depends on your own tolerance, which isn't something the listing title can answer; treat the number as a starting point for comparison, not a comfort guarantee.
Does a slingback stay secure enough for walking around an office?
A slingback strap generally offers less heel security than a closed-back loafer or slip-on flat, since the strap can shift with movement. The listing doesn't specify strap adjustability, so anyone doing a lot of walking during the day may want to weigh that trade-off before choosing the pointed kitten heel.
What's the actual difference between the two flats in this list?
The Clarks Sillian 2.0 comes from a line generally built around low, simple silhouettes, while the Steve Madden Vala's title gives less structural detail beyond being a flat. If you want the plainest possible shoe, the Clarks is the safer bet; if you want more fashion presence, check the Vala's product photos directly since the title doesn't specify.
Can any of these double as an after-work shoe?
The mid-height pump and the pointed slingback kitten heel are the two styles here with the most dress presence, based on their described heel and toe shapes, and are the most likely of the five to transition past the office. The loafer and flats are built for practicality rather than an evening look.