I’m a newbie trying to learn how to DIY.

I’m trying to drill a small hole into the fiber cement siding on the outside to route wiring from the panel shown here to the garage right behind the wall. I wonder if I need to use stud finder or if I can drill anywhere I want. Is there anything else that I should pay attention before drilling?

Also, what kind of drill bit should I use?

[![enter image description here][1]][1]


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  [1]: https://i.sstatic.net/2fjRAcfM.jpg
  [2]: https://i.sstatic.net/wR5LeMY8.jpg
  [3]: https://i.sstatic.net/1nCitC3L.jpg