Moonlight video is about the "awakening" of black consciousness when it comes to how we are portrayed in mainstream media and entertainment. There was a VERY good HBO movie that dropped in the mid 2000's called Dancing In September starring Nicole Ari Parker and Isiah Washington that went deeper into the concept.
Basically Hollywood has mostly portrayed Blacks in a negative light or HIGHLY c00nism or buffoonish. Think about Good Times, when the Producers pushed JJ's goofy ass over the family dynamic. Or something like Homeboys In Outer Space or countless examples I can name of. Whereas most the historically "prestige" sitcoms about white daily life have been met with unanimous praise and reviews while depicting multi-Faceted characters with arcs and growth.
So you have a generation of black actors/comedians/creatives WISHING that they could be apart of a black "Friends" or "Seinfeld". But what they don't realize is that that type of humor is white by nature, targeted towards whites, about white experiences. So when the black entertainers try to mimic that format it comes off corny and not at all what they envisioned.
Issa Rae and Jerrod Carmichael in REAL LIFE represent the rejection of the notion that you have to follow the white blueprint to attain success. Both Carmichael Show and Insecure are unabashedly "black" in the DNA of their storytelling.
That's why the basis for Jerrod "walking away" from his sitcom is a larger symptom of deep seated racism within the industry. The network only gave his show a 6 episode first season. It outperformed expectations. Then they only gave him a 13 episode 2nd season (when most sitcoms get 22) and the show STILL outperformed expectations. THEN they only gave him 13 episodes for a third, and he had to battle with them every step of the way to tell the story in an authentic way. The network put minimal marketing muscle behind it. And finally he said "fukk it" and walked away.
"Even when we win we gonna lose" is basically the Carmichael Show's ironic fate. It outperformed, was a critical success, but that still wasn't enough to give Carmichael the creative freedom to do as he chose