If I could summarize this film in one word: uncomfortable.
:: SPOILER ALERT ::
I was 10-14 when the Brat Pack were at their peak, so I couldn't fully appreciate the depth of some of the characters portrayed in those films. However, the soundtracks were killer, and those are the memories I hold dear. That being said, it's sad to see that McCarthy never really moved on from the "brat pack" label put on him and his fellow actors by a young journalist with ambitions and obligations.
The filming style seems a bit contrived and convoluted, with multiple cameras, steady-cam operators (who travel with McCarthy), and an off-center reel effect for a hint of nostalgia (?).
Right away you can taste a sense of desperation from Andrew about seeking out the rest of the pack and perhaps get some answers as to how it affected their lives and why it (according to him) derailed his career.
Some of the exchanges are awkward ones with his old cast mates, as they have clearly moved on from the 80's. McCarthy tries to squeeze a few drops of validation for his argument that the article was damning to his success, instead of accepting the possibility that maybe his run in acting peaked in that same time frame.
There's a brief moment towards the end when McCarthy is grabbing a bite at The Spot, and he asks the employee if they've heard of the Brat Pack. He informs them that he's making a documentary about the something that is "ancient history".
Exactly.
Conclusion: a sad meandering of a once popular actor not being able to move on and appreciate his contributions from a time long gone by.