If the barn said they would clean more than once a day if the horse is in, yes. If this was never promised to you, then no. I have worked at other people’s barns and we would sometimes do quick pick if they stayed in all day but not all the time, it depended if we had extra time in the afternoons. If they were turned out it was only once a day. The only barn that regularly mucked twice was a high-end Grand Prix barn where the horses only went out for an hour regardless of weather. Those stalls were done twice with a pick at night check. Since it is extra labour and material costs, I wouldn’t expect any barn do to stalls twice unless it is explicitly stated in the contract. Some may not mind you doing it yourself as an owner, but check before you do it.
I am BO of a private boarding barn now, and if I have time and the horses come in super early for bad weather or are in for an injury, I will try to pick in the afternoon just so the stalls are less disgusting the next day but I don’t promise this as I won’t always have time. Keep in mind that I do not leave horses in all day unless it is vet prescribed. Even in bad weather everything is going out for at least a couple of hours to stretch their legs. Everyone has appropriate blankets and I have plenty of outdoor boarders who are outside all the time, so if they can live outside in bad weather, the stalled horses can certainly get turned out for a bit in it. But that is just my opinion.