Garmin doesn't have an auto upload option for third party apps, so it can't be automated, but it's very easy and quick. Here's how:
Log into the riding app: https://app.vqvelocity.com
Click on your name in the upper right corner
Select "Workout History"
When you hover over the workout you want to access, you'll see a blue circle in the bottom right corner of the workout overview
Click on the blue circle and you'll see:
A red delete option with a garbage can
A yellow upload button with an upload icon
A green download option with a download icon
The green download option will download the file to your download bar
Open up Garmin Connect in another tab in Google Chrome: https://connect.garmin.com
In the top right corner, you'll see an cloud icon with an upload arrow
A drop-down menu will appear and select "Import data"
Drag the Velocity file from your download bar into the highlighted bow
Click "Import Data"