If the A/C units are packaged units (common for computer rooms) then they often have a menu setting for a start-up delay, so you set the first one at 30 seconds, and then the rest them 15 seconds apart. Then when the ATS brings the genset on line the loads dont "try to climb on the genset at once" - like that phrase.
A double conversion UPS will try very hard to keep the output syncronised in phase with the input, and most big UPSs have menu settings (often service personnel only) to control how "fussy" the UPS is in this respect. The reason the UPS tries so hard is because of bypass. If the UPS self-checks fail it'll go straight into bypass. More importantly, if there is a significant step increase in output current or an overload (eg need to clear a downstream fault) then the UPS will go into bypass, as UPSs have very poor fault current generation capability, usually only about 150% for one cycle, which isn't enough to rapidly clear a fault. So they go to bypass, and let the upstream source (normally utility power) supply the fault current, and then the UPS goes back online, all over in a couple of seconds. They cant do this if the output and input is out of sync, or the input is missing, in which case the UPS usually collapses and dies requiring manual restart.
Computers are not terribly fussy in terms of input power, and can tolerate an unsynchronized static bypass switchover, unlike motors, which really don't like that kind of thing. Thus you can allow the UPS to go quite wide in terms of frequency and rate of change of frequency.
Assuming theres a bit of slack on the loads of the UPS, the genset is only going to be loaded a bit above 50%, so an easy ride, but not too underloaded.