A distant acquaintance who's a bookkeeper (!) pays all her bills on autopay or on the due date. She seems to consider this "float" to be "her" money, even though her husband brings home 90% of the bacon. She thinks she's smarter again by half by threading this needle yet she's always getting smacked by late fees when her house of cards collapses.
Pay your stuff online a week earlier than the due date and watch your bank to see that it clears. Banks know who's living paycheck-to-paycheck and in vulnerable position, so they do these shenanigans to those people more often, IMO, betting that they'll just grin and take it.