Insecure season 3 doesn’t end with a bang but, like past seasons, Issa finds herself distancing more from the show’s name and into a good place.

Director(s) Regina King
Writer(s) Issa Rae, Natasha Rothwell
Air Date 9/30/2018
Characters Introduced
Condola Christina Elmore
Andy Harry Lennix

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Table of Contents show


Featured Characters: Issa, Kelli, Molly, Condola, Lawrence, Chad, Jared, Andy

It’s Issa’s 30th birthday and while discouraged that her block party won’t happen, Kelli and Molly have her back. They plan a movie outing, in a cemetery, hosted by Tiffany’s friend Condola, and it started as a good time. That is until, paraphrasing Kelli, the cemetery becomes the ghost of exes of everyone’s past. I’m talking Jared, from SEASON 1 showing up. Also, Lawrence, Chad, and some dude we’ve never seen before. And, of course, mad people Kelli had sex with because you know how she gets down.

But let’s focus on Lawrence for a second. We meet his dad, Andy, this episode and they talk about relationships. Leading to, as usual, Issa being brought up and us waiting to see if that seed will ever grow. Which it doesn’t, by the way. However, it does set up Lawrence learning from his dad noting how hard marriage is, and Chad getting back with Lea, maybe Lawrence isn’t working hard enough to keep a good relationship.

Condola (Christina Elmore) on a date with Lawrence.
Condola (Christina Elmore)

Now, before you go there, that doesn’t mean Aparna shows up and he gets back with her. Issa can go back to men she was interested in from high school. Lawrence doesn’t have that option, he has to move forward. Hence why Tiffany’s friend, Issa’s new best friend, and now Lawrence’s love interest, Condola, enters his life.

Oh, and why is Candola noted as Issa’s new best friend? Two reasons: First and foremost, Molly is on some other stuff right now. At work, she has fought her way to the top and now no one wants to bother with her. So, it seems to gain more control over her personal life, she is trying to make sure her friendship with Issa doesn’t end up threated or damaged like Tiffany and Kelli’s. First by shooing away Nathan, who we’ll get to in a second, and then really bogging down Issa wanting to do the block party.

Leading to Issa talking to Candola who is not only friendlier than Tiffany usually is, but also more supportive than Molly. Which isn’t to say Issa is about to swap Molly out but Candola has a purpose. You know, like if the ladies want to party, you have to call Kelli. If you want something done right, and are willing for it to be a bit much, get Tiffany. So with Candola, when it comes to getting vendors, musicians, and dealing with permits, Candola is her girl. Now, whether she may evolve past that? It’s hard to say. However, with Lawrence dating her and her becoming close to Issa, that awkwardness definitely pushes the idea Candola might be a series regular for season 4.

Nathan explaining what happened to him for a month.

Hoping back to that Nathan topic, he tried to give Issa flowers but got sent away by Molly, but contacted Issa later on. In their face to face conversation, he explains disappearing for a month because he was in a bad place. Sounds like depression, but he doesn’t use those exact words. Which could explain why Issa just thinks he is playing games and doesn’t invite him in for some birthday sex. But, even with him being left outside, don’t think he may not be back again. We haven’t seen Jared since season 1 and he returned, Daniel has been MIA for half the season and I’d bet you he’ll be back, so those who ship Issa with Nathan, there might be hope.


The Deconstruction of Molly: Molly, Issa, Andrew

Molly apologizing to Andrew.

I feel like as good things happen to Issa, Molly’s life becomes more and more wobbly. Every time Issa gets a man, Molly is in that place of wondering why she can’t get someone good yet Issa can? Issa finds a dream and really has faith in it, Molly has to question why she is still struggling despite her education and skills? Making it really seem that as Issa slowly becomes secure, Molly assumes the role of the show as the insecure character.

But, there might be hope for her. She does apologize to Andrew, with the kind of hair which Prince and Andre 3000 tried to perfect all their lives, and it seems therapy is doing something for her. Not immediately but it’s a process unlearning healthy coping mechanisms. And let’s be real, Molly has ruined many a good relationship and she is so stubborn that you have to rub the idea she was wrong in her face to learn her lesson.

Which may very well make this Issa and Condola friendship help Molly see that Issa may need you to keep it real, but not run her life. After all, as said many times this episode, you two aren’t dating. So maybe some distance could do them some good. Molly needs to learn how to make friends anyway. Reminding me, where are all those dudes she knew when we got introduced to her in season 1?

Trying To Start This Next Decade Right: Issa, Condola

Issa and Condola having lunch.

Daniel called out Issa for not having a thing so she rediscovered her passion. Issue is, as the lady at the permit desk pointed out, getting something done is easier said than accomplished. Hence why Condola’s event is in a graveyard nowhere near Inglewood. But, despite her being Tiffany’s friend, it seems she isn’t as bougie and particular. Meaning, she is approachable.

Giving us the kind of friendship Issa needs right now. Molly is a good friend but I think through Condola we get to understand why Molly has Tiffany in her life. It isn’t just so that she can see how the other side lives, for Issa didn’t seem to grow up poor, it’s more so to see what is possible and get inspiration from it. Problem is, what Tiffany is into doesn’t line up with Issa so they have no reason to trade expertise. Condola, on the other hand, she likes to do event planning, Issa has good taste, so they make a good match.

Also, Condola’s entrance into Issa’s life helps further how complicated friendships get when you are entering your late 20s, and into your 30s. You start needing friends whose goals align with yours and not always the ones who are always down for a party or hanging out. Not that you throw them to the wayside but they become less of a priority. Plus, one thing that makes Condola especially valuable to the show is the same thing which made Nathan valuable – no baggage. While Condola may know something about Issa through Tiffany, she doesn’t have the same ability to judge her and try to protect her from potentially failing but learning something in the process.

Something that is becoming a problem with Molly for, on one hand, you can see Molly being negative when it comes to Issa’s block party and a hater when it comes to Nathan. Yet, on the other hand, as Issa’s best friend, that protection comes from her knowing Issa and not wanting her to repeat her mistakes. Never mind having to hear Issa vent about something Molly has been hearing her say for years.

So here is to what Condola may bring to the table.

Is The Ho-Phase Over?: Lawrence, Andy, Chad, Condola, Issa

Andy (Harry Lennix) and Lawrence having lunch.
Andy (Harry Lennix) and Lawrence

Though the show’s title easily represents what the ladies of the show go through, it also seems to strongly apply to Lawrence as well. Especially this season when it comes to relationships. For like with Molly talking about how her last relationship messed her up, the same goes for Lawrence. So now he is a bit insecure about what could happen if he ever did get serious with someone. Because getting cheated on is no joke.

Which brings in a need to say Lawrence is a mix of both Issa and Molly in a way. Molly in terms of how he handles his professional life and Issa in terms of his personality. I’d even say his Kelli is Chad and his Tiffany, naturally, is Derek. Now, the reason I feel the need to say that is because Lawrence increasingly feels like a character who is breaking off from the rest of the show but things are being put in place for you to see how connected he is to everyone else.

The easiest thing to note is the Molly and Issa comparison, but then there is Condola. Someone who is divorced and who has a mutual interest in starting over. Plus, like how Molly seems a bit jealous of Issa’s luck sometimes, I feel like Lawrence felt that way towards Chad. Here Lawrence is, doesn’t cheat or nothing, but he can’t find a wife type. Yet Chad can be a straight up whore and keep someone like Lea sticks by him after just a month of apologizing.

Consider that a wake-up call, alongside Lawrence’s dad, Andy, clearing up love may not be meant to be a second job, but it isn’t easy either. So here is hoping, as much drama as you know Condola dating Issa’s ex may cause, Lawrence may get to show he has grown as a person as much as Issa has.

Question(s) Left Unanswered

  1. It’s noted a month passed between episode 7 and 8, how much time usually passes between episodes?
  2. So, the girl Lawrence met at church, is she in rotation, benched, or has she been cut? What’s going on with that?


  1. Issa making a new friend in Condola.
  2. Molly starting to realize the error in her ways, from Issa calling her out of all people.
  3. Lawrence coming to the realization that he hasn’t been working hard enough for the kind of girl he wants to have in his life.

On The Fence

  1. Chad kind of gets to have a moment, but not on a Kelli or Tiffany level.

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Season/ EpisodeSynopsis

Season 3 – Recap/ Review

In season 3, Issa finally has real stable growth as Molly continues to seem stagnant. But, when it comes to their friend group, they’re dealing with growing pains of a different kind.

Season 3/ Episode 7 "Obsessed-Like"

With no response from Nathan in over a week, Issa is starting to lose it. As for Molly? Well, it seems she is just hell-bent on isolating herself.

Season 3/ Episode 6 “Ready-Like”

As Issa continues to show growth, and Lawrence remains a nasty ho, Kelli has a real moment like Tiffany did in the last episode. 

Season 3/ Episode 5 “High-Like”

Tiffany, who is pregnant; Molly, who is stressed out from work; Kelli’s crazy ass; and Issa take drugs at Coachella. What’s the worse that could happen?

Season 3/ Episode 4 “Fresh-Like”

Remember how Molly said she was on some “Know better, do better” s***? Seems Issa is taking up that mantra as well.

Season 1/ Episode 1 "Insecure as Fuck"

Whether you were an Awkward Black Girl fan or the marketing for this show got your interest peaked, welcome the next series which shows TV is way ahead of the game when it comes to diverse depictions of Black folk.

Season 1/ Episode 2 "Messy as Fuck"

Dating is hard, especially when it seems the end result of any date, even the first one, seems to just be guys wanting to get laid. So does Issa really want to return to that world? The one which lacks commitment, or will she stay with her bum of a boyfriend? Much less, she has that presentation to get to.

Season 1/ Episode 3 "Racist As Fuck"

Issa owns up to her end of her and Lawrence’s relationship problems, as Molly finally gets into “The League.” Also, Issa shows she is more than a token at work.

Season 1/ Episode 4 "Thirsty As Fuck"

Just as Lawrence’s relationship with Issa is recovering, here comes Daniel. Meanwhile, Molly is still trying to find someone of status to commit to her as Rasheeda seemingly became her problem.

Season 1/ Episode 5 "Shady as Fuck"

As Molly comes to her senses, Issa loses her damn mind.

Season 1/ Episode 6 "Guilty as Fuck"

As the titles of the episode become the best way to summarize each one, so begins the need to side eye both Issa and Molly.

Season 1/ Episode 7 "Real as Fuck"

For the gains Issa gets at her job she has an equal amount of losses in her personal life.

Season 1/ Episode 8 "Broken as Fuck"

The season ends with one of Issa’s relationships saved! Can you guess which one?

Season 2/ Episode 1 “Hella Great”

Insecure returns and Issa is still recovering from Lawrence walking out on her cheating behind. But she is “Hella Great” otherwise.

Season 2/ Episode 2 “Hella Questions”

My name is Amari and I’d like to hand in my #TeamLawrence card due to him being an F*** boy. Who do I need to talk to? […] No, I don’t wish to subscribe to #TeamIssa, though I do enjoy her storyline more than ever. Is there a #TeamMolly or even a #TeamTasha subscription available though?

Season 2/ Episode 3 “Hella Open”

As Issa begins to enter her ho phase, Lawrence comes to realize that maybe he isn’t as much of a good guy as he thinks he is.

Season 2/ Episode 4 “Hella LA”

Daniel returns to Insecure and while things are awkward between the two, Kelli helps push them together. Meanwhile, Molly is propositioned and Lawrence has a threesome.

Season 2/ Episode 5 “Hella Shook”

Things are starting to get a little rocky in Issa’s work life but are holding steady for her ho phase. Meanwhile, Molly learns her role model parents aren’t as perfect as she thought they were.

Season 2/ Episode 6 “Hella Blows”

“Sometimes saying goodbye means you’re making room for something better.” This quote is a lesson damn near every last character needs to learn. As for why, look below.

Season 2/ Episode 7 “Hella Disrespectful”

All the signs are there that people need to move on but, unfortunately, until the point is smeared into people’s faces on Insecure, the point doesn’t come across.

Season 2/ Episode 8 “Hella Perspective”

Up to a certain point, you may think that everyone maybe getting their situations together. But, in the long run, happy and functioning people don’t keep shows running.

Season 3/ Episode 3 “Backwards-Like”

Just when you think Issa and Daniel could be gearing towards something, he gets in his feelings and throws a cluster bomb.

Season 3/ Episode 1 "Better-Like"

With every season, Issa and Molly try to change for the better – but it is a struggle. However, with a focus on setting boundaries, they make steps forward.

Director(s) Prentice Penny
Writer(s) Issa Rae
Air Date 8/13/2018
Actors Introduced
Nathan Kendrick Sampson

Season 3/ Episode 2 "Familiar-Like"

Issa finds herself in a place where her voice and abilities are valued and while unfamiliar territory, she is getting comfortable with people taking her seriously.

Director(s) Pete Chatmon
Writer(s) Amy Aniobi
Air Date 8/19/2018
Actors Introduced
Jada Nia Chanel
5even Moustapha Lamine Diop
Khalil Aaron Jennings
Spyder Roshon Fegan

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I started Wherever I Look back in 2011 and have aimed to be that friend who loves watching various forms of media and talking about it. So, from bias, strong opinions, and a perspective you may not have thought about, you'll find that in our reviews.

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