When using a trigger like Option+Tab, how do I keep Option held until I release the physical key?

Hi, for my Windows running in VMWare I am trying to bind the ergonomically sub-optimal WindowsKey+Number to Option+Letter. However, when I hit the BTT-created trigger, the modifier key is effectively released immediately after hitting the Letter. The output I would like to see instead is the modifier to remain held as long as I actually physically hold it.

I would really appreciate some help with this. Maybe this has been answered before as it looks to me like a problem other people would run in as well, but I could not find anything.