Probably stupidest mistake was touching my oscilloscope ground to the wrong tab on the output of my LED strip controller; which created some complex fault loop including my PC's 5V USB supply, isolated supply's 24V output, and oscilloscope earth. Had to replace most of the ICs on the board, but at least I did manage to fix it. The thing that makes it worse is that I actually only wanted to measure DC voltage, but couldn't find the multimeter or leads; so if I had been careful enough with the oscilloscope ground, OR organized enough to have the multimeter to hand, nothing bad would have happened.
In a similar kind of story, I was once heating some copper hydroxide in a beaker to convert it to copper oxide to make it better for disposal. I wanted to loosely cover the top to keep the heat in, without creating a seal. But I couldn't find my watch glass (a small piece of concave glass that is designed for exactly this purpose), so I stupidly thought it'd be alright to just loosely place a normal rubber stopper on the beaker, without pushing it down. A few minutes later, I hear a slight "whistling" sound, see some gas working its way past the rubber stopper in one particular place. To my brain's credit, I realised I should sprint out of the room immediately. The stopper had somehow worked its way down to form a seal under gravity, but now the seal was failing. About a second later, the stopper pops off, and the pressure drop causes a huge boilover, with scalding copper hydroxide spraying in every direction, including on the wall exactly behind where I was standing a few second earlier. Luckily I was out of the room by then. As if that wasn't stupid enough, I later discovered that the watch glass (that I couldn't find) was in front of me the whole time.
And for my "tip of the day": I designed a PCB late last year, but held off submitting it because PCB shop was closed for holidays. So I decided to go ahead and write the firmware for the MCU on board, and in the process of working through that, discovered a couple of mistakes in the PCB (e.g. LEDs connected from open-drain pins down to ground.) I might make a point of doing firmware in advance more often in future, as it's much easier to fix these issues in the digital world!