Trouble flashing v1 hardware to current firmware

My v1 hardware w/ wi-fi is currently running firmware version 2.2.3 and I'm trying to update to 2.3.5 so I can migrate to the new SmartThings app and over-the-air updates through the Konnected app. I'm following the flashing instructions at the link provided, but the Flash Tool times out after only displaying this message:

Connecting........_____....._____....._____....._____....._____....._____....._____....._____....._____....._____

I've refreshed the com port to verify I'm choosing the correct one.
Here are the instructions I'm following:
https://help.konnected.io/support/solutions/articles/32000023470-flashing-konnected-firmware-software

Any help would be appreciated!

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