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ProPresenter will not talk to anything until you switch its network setting on. It is off when ProPresenter is installed, so this is a step you have to do. ProPresenter needs to be on this same computer, open at the same time as ScreenShepherd.
1

In ProPresenter, open the network settings

In the menu bar at the top of the screen, click ProPresenter, then Settings. Older versions say Preferences.A window opens with a list down the left side. Click Network in that list.
2

Tick Enable Network

A checkbox near the top of that panel. Nothing else on the screen needs touching.
3

Note the port number

Just under that checkbox is a box labelled Port with a number already in it. That number is what ScreenShepherd needs.
4

In ScreenShepherd, type it in and press Connect

On the front page of the ScreenShepherd window, under ProPresenter, type the number into Port and press Connect.The button says Connected, with a tick, when it has worked.

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Changing the port later

Once it is set, the port is shown as plain text rather than a box you can type in. Press Edit on the ProPresenter heading to change it, and Done when you have finished. It is typed once, on the day the booth computer goes in. Leaving it in a live field for the rest of its life puts a working service one mis-click from a blank screen.

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When it will not connect

The line under the port says why. Work through it in this order.

It says it can't reach ProPresenter

The full line tells you to open it and turn on its network settings. It has never connected on this computer.
  1. Is ProPresenter actually open, on this computer?
  2. Is Settings → Network still switched on there? It can get switched off, especially after a ProPresenter update.
  3. Does the port here match the port ProPresenter is showing?
A different problem. It was working. Usually ProPresenter has been quit. Open it again and ScreenShepherd reconnects by itself.
Give it a few seconds. It does this on its own and usually sorts itself out.
That is almost always the microphone rather than ProPresenter. Go to The microphone and press Check.
If ProPresenter was reinstalled or updated, check that the network setting is still on and that the port has not changed.
A leftover from an older setup, when the address could be typed in. Press Edit, then Connect, and it uses this computer instead.ScreenShepherd can still drive a ProPresenter on another machine, but it is not the normal arrangement and there is no longer a field for it. Both computers have to be on the same network, and macOS asks once for permission to find devices on that network. If that was declined the connection never succeeds and nothing says so, so turn ScreenShepherd back on under System Settings › Privacy & Security › Local Network.