If we have multiple clocks across multiple sites with different managers at each site, do I need to purchase software and support for each?

No. You’ll need one “Starter Kit”: That includes one clock (Extreme Blue, Vetro or Tap), plus TimePilot 5 software, 10 iButtons and the accessories you’ll need. After that, you’ll just add individual clocks—and you can add any of the three clocks mentioned above to an existing system. If you purchase a Cloud-Based system you get unlimited support covering everything; if you buy an On-Premise system you get 30 days of free support and can purchase a year’s worth of tech support for $179 that covers everything.