I have a Macbook Air and just tried analog output to an external powered speaker connected through the 1/8" headphone jack . The external speaker shows up and worked fine when selected.
Then I tried output from one of the two USB C ports on the Macbook Air to a Pro-Ject Pre Box S2 Digital DAC in my office system. The DAC shows up in the Sound Output preferences window and plays fine through my office system.
Could it be the mixer that is the problem?