Hi!
That sounds like you haven't disconnected and reconnected the DigiSpark when trying to program it or you're not getting a good enough connection with that USB-sockets.
If you're using the original firmware you should have the DigiSpark disconnected until that text shows up and then connect it to the USB-port.
Then the Arduino IDE will have 5 seconds to try and establish a connection with the DigiSpark before it switches from "programming mode" to "run current program mode".
If that still doesn't work you may want to test other USB-ports.
I had some problems with the chassis-mounted USB-ports and a couple of extensioncables/hubs because the plastic around the female USB-socket stopped the DigiSpark from getting a good connection.
Right now I'm using one of those butt-ugly USB extensioncords that has almost all of the female USB-socket exposed, so that there's no plastic rim around the opening, just the metal shielding that is usually hidden in plastic.
Hope that helps..
