I am sure I should categorize these, but for me I just enjoy listening to them all and the "hard" category that they would be put into do not really match the enjoyment or value I get from listening to these podcasts. For iOS podcast apps I recommend Overcast or Downcast.
My top picks:
These are the podcasts that I listen to as soon as possible.
- Do By Friday (Friends challenge each other to do things each week)
- ATP (Apple and tech news)
- Back to Work (Life, productivity, comics, etc)
- Judge John Hodgman (The internet meets "Judge Judy," with John Hodgman as judge)
Other great shows:
These are excellent shows that I listen to often but I might skip for a week or so then catch up.