Worn-out headphone jack as optical out for computer audio via external DAC

I have been using my iMac's headphone output jack to connect with a DAC and my audio system for some time now, but I apparently have inserted and removed the optical plug connector so many times to switch between DAC and internal iMac speakers that it has worn out: pulling the plug out of the jack no longer always switches the sound output back to internal speakers - Built-in. I have to pull it in and out several times and even this doesn't always work. Is anyone aware of a switch I could install to do this without constantly pulling the plug out and plugging it back in?

My suggestion to work around this problem would be to hook up an Airport Express. The AE also has an optical out the same as your iMac. As long as your wireless connection is robust enough you should be able to stream from your iMac to your AE and then have the optical cable connect between your AE and your DAC, which then connects to your Integrated Amp/Receiver/Pre-Amp (depending on your system configuration).
I assume because you are using the optical out and connecting to an external DAC that you are looking for a high level of Audio quality ?

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