MacBook Pro not connecting to external displays via docking station

That docking station is a “stunt box” that uses the DisplayLink workaround for one or both of its video outputs. The mention of USB-A was a dead giveaway that some sort of workaround was involved, even before I looked at the description on the Kensington site.

You probably haven’t installed any DisplayLink drivers on your new Mac. You could do that, and see if that fixes it, but a better solution would be to get a dock that makes use of your Mac’s first-class, hardware-accelerated video output without need for any drivers.

that Dell P2419H appears to be 1920 by 1080 display accepting 8 bit color (no HDR)

it appear to have inputs of

HDMI 1.4

DisplayPort 1.2

Analog VGA may be Japan only

it has a USB-3 type-B connector, connector, but that is NOT adequate to get a picture on a modern Mac

¿what cable are you using between Dock and Display? how long is this cable?

what make & model display(s)?

what make & model EXACTLY is your Dock?

what cables are you using dock to display?

what Model-year Mac, and what Processor {(plain) PRO, MAX, ULTRA }