This is not stupid question at all. But yes, tool is intact and works fine. Manage get better results when I use in Flatcam tool width 0.45mm. Tool is fine and I checked with new tool, no difference. Small edit. If the tip of the tool snap off after you start milling and because I use auto level option, It would not mill at all because its moving above pcb surface...
I hold PCBs down with hard double sided tape.
I set Z to zero first getting it near as I can to the pcb and I run Auto level with chilipepper software. That put zero exactly on surfice of the pcb...