In 10 yrs of using CF cards, I have only had one bent pin failure. If you are careful, there should be no issues. On the other hand, I have had several problems with USB jacks in cameras and other devices getting damaged from stress - and needing repair or replacement. If you use your camera for tethering, it can be more of an issue than a bent CF card pin. I only use card readers, and exercise a little care - nothing special, mind you - when inserting the card in the reader or the camera.
Completely agree. One bent CF pin taught me to be careful with inserts, and I have had several mini/micro USB female connectors fail after hundreds (nowhere near the rated 5,000) of insertions. While the CF connector isn’t cheap to replace, the USB port is REALLY expensive, so I use a card reader and insert CF cards back into the camera VERY carefully.