Pro Tip Needed: How Do You Pull HDMI Cables?

Experts, how do you handle pulling HDMI cable during installs? For reference, many HDMI cables look like this:

Many monitors/TVs use HDMI, so a common connection between NVRs/DVRs, or VMS servers is an HDMI cable. Especially in smaller systems, HDMI is a pretty convenient connector.

One problem I've always had with HDMI is the huge terminal at the end. If I am pulling HDMI cable through a wall, I might have to drill a 2" - 3" hole just to fish the head through. For longer pulls, I can damage the connector pulling long distances of cable.

I have seen HDMI cables sold in lengths of 100' and longer. I wonder then, how do you pull these cables over such a long distance?

Do you use 'field terminated connectors'? This always seemed somewhat risky without also having a method of testing connection quality:

Thanks in advance.

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