So I will connect the probe ground to the negative where the negative goes into the transistor, if I understand you correctly. Right?
The most convenient place close to the measurement on the negative rail is ok unless it's a precision measurement.
When you know you are not introducing other earths/grounds and the circuit is fully floating you can put it anywhere. Important to note after you have an attached oscilloscope ground (or from any other equipment) your circuit is no longer floating.
Your bench supply has a ground output and is linear so you would assume floating... BUT they can come with a jumper clip that connects negative to earth, this makes it earth referenced. So first check to see it's removed.
To make an reasonable assessment if the power supplies floating you can do the following.
Unplug the bench supply from the wall and your circuit. Test the continuity and resistance (multimeter) between the mains plug earth pin and negative on the supplies outputs. Do the same now to the positive output. There should be no connection. Test continuity and resistance (multimeter) from the earth pin to the earth output socket. It should be a good and low resistance connection.
Plug in the supply and dial up a say 12V output on (without a load), take a voltage measurement (multimeter) on the supplies outputs, first positive and earth, then negative and earth. There should be no voltage.
As Ian mentioned we can perform a bulb/load test to see if current passes between two points. So put an incandescent bulb (and dial up the correct voltage for it) on your supplies outputs between positive and earth, then negative and earth. If it lights you have current. You can also substitute a resistor for this as well then measure voltage across the resistor, the idea in both cases is to load the circuit down and see if current flows. Use ohms law to find a suitable resistor value and power rating.
Don't ever load random parts of unknown circuits down (this is why we are careful where we put the ground), only power rails and again use ohms law to use suitable load. Drawing current (too much current) through sensitive components is bad.