XXXIX: Why Aren't You Watching Insecure?

I obsess over good shows and good food. You will mostly catch me watching re-runs of The Fresh Prince of Bel-Air, Girlfriends, Living Single, Boy Meets World, or Martin, but I've added HBO's Insecure by the magnificent Issa Rae to the list of brilliant television reruns that I frequent. In honor of this creative genius, and, of the miraculous return of her show, I felt it necessary to do a slight recap of the former seasons and give you a taste of what's to come and my predictions for the new season.

Season one

In season one, we are introduced to the wonderful, and awkward, world of Issa Rae. 

We start out at her job where the kids are hounding her about her personal life instead of getting the help that We Got Y'all offers. She works for a non-profit organization that is supposed to help out within the "at risk" communities and provide resources that will help them get through school and beyond, but she finds herself struggling to say anything that will actually keep their attention. 

Issa has been in a five year long relationship with Lawrence who is played by Jay Ellis. He has, however, found himself on the lower end of the motivated totem pole as far as employment options are concerned, so their relationship seems to be taking the blunt of that blow. Issa struggles with deciding to break up with him and just not coming home each day, but her best friend, Molly (Yvonne Orji) does her best to convince her that this dating game is not as much fun as you think it is.

Molly is a successful Black woman that can connect and mingle with just about anyone. Her only problem is that she wants a man but can't find one that checks off all of her boxes. In this season, we watch Molly go from dating randoms, to dating apps, to Enterprise guys and back to no one at all. 

Daniel (Y'lan Noel) is a character who we get to know fairly well. He is an old friend of Issa's who comes in and shakes things up a bit!

Season one introduces themes like: relationships, dating, race, gentrification, youth outreach and engagement, and so much more!



Season two

This season, we see Issa try to navigate and even conquer singledom all while attempting to make a good impression on her boss at work, check up on her ex regularly, and maintain her friendships with her friends Daniel, Molly, Tiffany and Kelli. 

Although she still turns out to be just the same wreck that she's been, it is a thrill to watch her attempt to change her life's pace. She begins to explore dating apps and even neighborhood relations. All of this occurs between lies to herself regarding her love for her ex Lawrence and attempts to check up on him throughout the season. Eventually, they get the closure that they've longed for and they come to terms with the fact that their relationship is over and apologize for all that they've done wrong to each other.

Molly starts out doing much better in the dating world. She is less pressed about dating and more pressed about working hard to getting a promotion. Her focus is shifted when she runs into an old friend and begins a whirlwind of a relationship with him -- one that she struggles to deal with and find a way out of. 

This season tackles wage differences/gaps, discrimination, dating, marriage, friendships, and much more all while focusing more on Issa and Molly's work lives and the stressors that they face while there. 

Season three

We are one episode in and I have so many questions!

Last season, we left off with Issa deciding that living with her brother simply was not going to work out, so she showed up on the front door of her ex-Achille's [crotch], Daniel. Issa and Lawrence finally got the closure that they so desperately needed and we have seemingly seen the last of him. Molly was finally taking the "should" out of her life and finding out what could actually be and Daniel was being the good friend to Issa that he's always been, despite their rollercoaster of a friendship. 

What we left unanswered, however, was who's shoes were those at Molly's place when she answered that phone call because I completely thought that they were Quentin's, but all we got this episode was some rando on an island and Dro! We see Molly trying to act like she's not pressed over her situation with Dro, but clearly she is, so I imagine we will watch another season of her getting her feelings hurt. 

Another unanswered question was, WHERE WAS TIFFANY DURING THE DUE NORTH FINALE? Her husband surely thought that she was at Issa's house, but she wasn't. It's clear that there is a secret between Tiffany and Kelli that Issa and Molly are not privy to just yet, so I am waiting for this to unfold. 

Daniel, there's so much that you're not saying! But, oh so much that you are doing. Daniel is doing the most this season and showing a low level of "care" for Issa's thoughts and feelings on it. I predict that he will come out eventually and say what he's feeling.

Issa's job has taken all of it's trust and placed in a jar that Issa gets to stare at from her desk because she's surely not out in the field after last seasons mistakes. Although her intentions are usually good, things just aren't curling over for her at work and she is stressed about it! I predict that she will erupt soon and I definitely think that it will be on her boss. Yes, the same boss, who seemed to be on her side in the first season but not so much now. It seems like the pro-Black narrative that her boss works hard to push may just be all for show... hmm. 

Insecure Season 3.jpg

My predictions!

1. We Got Y'all - there's a hurricane coming and it is a category 4 hurricane named Issa. I predict that she's nearing the end of her rope with this job and not only will she start searching for a new one, she may even go off on her boss (who deserves it).

2. Molly - you're fighting a losing battle and Dro kind of pointed to that when he told you not to speak on him and his wife. Molly slow it down, you will not win and this seems like a game you're not fit to play anyway (which is a good thing). 

3. Daniel - you have feelings for Issa, but you're tired of her games. I get it but you're on the road to ruining the friendship that you both have also! Slow down buddy. Be the friend that you've always been to the woman who loves you. 

4.Tiffany, Derek and Kelli - I need information on Tiffany and Derek. How is the pregancy going? Is the baby even Derek's since y'all have tried but weren't able? What really happened when Derek got kicked out for a while "last year"? And who did Tiffany actually watch the Due North finale with?