They just don't understand it, they're not built to run it.
They spent a ton on flip during the rise of the smartphone. Every executive probabbly had a device in their pocket that would replace the company they were buying for crazy money.
My wife uses it every day at her internship where she has to record her patients for class and supervision. She isn't allowed to use a network connected device to do the recording for HIPAA compliance.
Flip filled a convenient niche for a few years until the 3GS came along with video support, after which it was useless for many consumers. This was the only reason I bought a Flip, and the only reason anyone else I know with one did.
Similarly, I think the first mainstream smartphones to record HD video wasn't until 2010. Again flip had a small window with their HD models before cellphones killed them again.
At least GoPro have (had?) a good story around their mounts and waterproofing, there was nothing in my opinion a Flip did that cellphones didn't very quickly do better.
Apple already knew people were buying and would continue to buy these things, and their innovation was just putting it all into one device. So you could buy a Garmin GPS and a Flip video camera, and end up spending $300-$500 total and carry 2 devices around, or you could just buy an iPhone 3GS for $199 and also make phone calls with it.
I'm still trying to figure out the $1,000 price tag of an iPhone nowadays however. Where is the substance behind that price? (And I own an iPhone, apple watch, iPad Pro, a Macbook Pro, and a Macbook air, so I really doo appreciate a good product, just can't comprehend the value proposition of a $1000 iPhone.)