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Looks like you are mining. You just need to wait for your miner to enter the block mining queue. It's random it think. As for setting up your witness, it's in step 8 of the guide you linked above.

Ex.
name of witness controlled by this node (e.g. initwitness )
witness = "popper"
witness = "popper2"
witness = "popper3"

You will also need to setup an equal number of miners for your witnesses

Ex.
name of miner and its private key (e.g. ["account","WIF PRIVATE KEY"] )
miner = ["popper","5YourPrivateWIFKeyIsVeryLong"]
miner = ["popper2","5YourPrivateWIFKeyIsVeryLong"]
miner = ["popper3","5YourPrivateWIFKeyIsVeryLong"]

How many witnesses are good to set? + How long does it takes to get something? I know that is randomly but approx? when was your first reward?

I just setup 3 in my config. It differs. I had one system enter the mining queue almost immediately once i set it up. My first system that I setup took an entire day before it entered the queue. I have a 3rd machine that has been going for 2 days and has still not entered the queue.