How should I go about changing it to work with Always, then?

You can quite easily modify the script to make it work for «Always».
If you need help with this, I can modify it for you.

After watching the video, there are two main things I am doing differenlty.

> I am displaying the map using uGUI (an image) instead of the tileset (though I believe this doesn't matter).

> I have "Show Marker Tooltip", in the "Advanced" settings, set to "Always" instead of "On Hover". By doing so, tooltips are no longer drawn (I replicated the setup shown in the video in order to test this).

Are you able to confirm this?

I just checked this example, and everything works well.
tooltipMarker is assigned inside of Online Maps.

Video:
https://www.dropbox.com/s/2svt3rsfi7jbu … 1.mp4?dl=0
Actually this video uses uGUICustomTooltipForAllMarkersExample, but uGUICustomTooltipExample has the same logic.
I hope this will help you understand how it works.

I've been studying Online Maps and found out that both uGUITooltip examples doesn't seem to work. At least not out of the box (as I assumed they would).

Basically

OnlineMapsMarker tooltipMarker = OnlineMaps.instance.tooltipMarker as OnlineMapsMarker;

is always null, so nothing is ever drawn.

I did, however, manage to get it working by putting most of the code found in the LateUpdate() method inside the delegate assigned to OnlineMapsMarkerBase.OnMarkerDrawTooltip.

But I am not quite sure this is the correct approach, even more so seeing how the marker is never deleted even when outside the view (it just gets stuck in a corner until I go back to it, then it works just fine).

What would be the correct way to implement custom uGUI tooltips, then? Should I just cache the tooltips and check every frame if they are out of the view?