I had this problem a few weeks ago with OB 2.0.
I have A4 and RYTM mk1 and I find overbridge a little finicky to get both working at the same time. I use Overhub with the original red elektron USB cables for both. I also have 4 other USB devices connected to Overhub. With my setup there are two instances where I get the “measuring” error and I will explain how I fixed them.
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I have to alternate/swap out which ports the rytm is plugged in to week to week. Until I find a combination that works. I can’t explain why this happens. I have a USB interface, two cdj’s, and a push2 connected as well. They all work in any of the ports, but rytm (and sometimes a4) will only work in certain ones.
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Start up sequence. I realized I was turning RYTM on first and it would just sit at “measuring” no matter what. Then I switched and I turn on A4 first wait for it to say idle and then turn on RYTM. Then poof ! Worked.
I’ve had them running solid for a few weeks now. I previously had 1.15 running for a few years successfully, but similar little nuances in how you connect things would impact it. I will also comment that it seems the USB is not “hot pluggable” when OB is running. I’ve had a few instances where I crashed my laptop unplugging the USB while the machines were turned on. Just a little something to look out for !