How much gear do you have? A /24 gets you 254 devices at a time, and more than that assuming some part of the total network population is "transient."
You'll have to inventory your current and planned gear to see if it can all deal with a /16. (A subset of the IP equipment around only allows the configuration of a /24, and has no means to implement a /16.)
I usually run the IP address space and subnets first by physical locality (and usually with a /24, due to the occasional bit of dumb-as-a-fence-post IP gear), and only then by organizational function if and when that's necessary. A key detail being site-to-site and backbone links, and partitioning the network against excessive traffic. The routers deal with getting the packets from one subnet and one locality across either a routed link configured for traffic segmentation, or occasionally for security, or across a point-to-point link or backbone link between (among) locations.
Within a subnet, various printers and servers usually get fixed addresses. Servers want fixed addresses and some of the other devices that tend to have problems DHCP, even if they claim support (qv: "dumb-as-a-fence-post"). The APs I commonly use can deal with DHCP-assigned addresses, though YMMV depending on your particular APs. Everything else in a given segment of a physical network or VLAN usually gets an address out of the same DHCP pool for that subnet.
Do you have or plan to add IP routers capable of dealing with subnet routing? You'll need that for getting from the /24 out into the /16 minimally, and I'd generally tend to avoid overlapping subnets as it makes my head hurt.
If you really do have that much network gear, the amount of traffic possible in a reasonably-populated /16 can flood many network connections and devices.
You're also intentionally heading for DHCP server(s) that you'll be manually mapping the MAC addresses of the devices for all those address ranges into? That's a fair chunk of work to create and mantain (even with VLANs), and I don't (personally) see any direct gain from that effort here.