I ask because I have invested some time on Philosophize This and after the first 20 episodes it got much more enjoyable but I could see myself switching to another in-depth history of philosophy podcast if it's much better.
The only problem I see is that HOPWAG seems to be still on the 14th century, is it supposed to stop there or is it still ongoing and will someday arrive at modern times?
It says on the box "without any gaps", and that's really what you're getting, as complete and comprehensive a history of philosophy as you're likely to get in the podcast medium. This series lets you see how ideas evolved as philosophers responded to and engaged with each other throughout the centuries. Adamson does a really good job at framing how the various philosophers would have though about, and came up with these ideas in their own time and contexts. He engages each philosopher's ideas in the context where they were created, while still doing a good job relating these ideas back to what modern philosophers might think.