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12 Photos Of The Insecure Cast In Their First And Last Episode


Lawrence looks even better with age.

It’s only been a couple of months since Insecure ended and I still can’t believe it’s actually over 😪.

Since growth has been one of the main themes of the show, the characters changed quite a bit from their first to last episode.

So let’s take a moment to reminisce and see how the cast and characters evolved over the course of their time on the the acclaimed series:

1.

Here’s Issa Rae as Issa Dee in her first episode.


HBO

First episode: Season 1, Episode 1, “Insecure as F**k”

When we first met Issa, she is working at We Got Y’all, an after-school program for underserved middle-school and high-school students. She was also in a relationship with Lawrence that had been in a funk.

And here’s Issa Rae as Issa Dee in her last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Issa’s story ends with her being engaged to Lawrence and running her own business, The Blocc, a community-focused event company. 

Here are side-by-sides of Issa Rae as Issa Dee in her first and and last episode:

And here’s Issa Rae IRL.


Frazer Harrison / FilmMagic / Getty Images

2.

Here’s Yvonne Orji as Molly Carter in her first episode.


HBO

First episode: Season 1, Episode 1, “Insecure as F**k”

When we’re first introduced to Molly, she is a star lawyer at her firm and experiencing a lot of bad luck with dating. 

And here’s Yvonne Orji as Molly Carter in her last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Molly’s story ends with her still being a star lawyer, but now at a Black law firm, and married to one of her colleagues, Taurean. 

Here are side-by-sides of Yvonne Orji as Molly Carter in her first and and last episode:

And here’s Yvonne Orji IRL.


Amy Sussman / Getty Images

3.

Here’s Jay Ellis as Lawrence Walker in his first episode.


HBO

First episode: Season 1, Episode 1, “Insecure as F**k”

When we meet Lawrence, he’s unemployed and having a hard time finding a job. He’s struggling with depression, confidence, and his relationship with Issa is not in a good place. 

And here’s Jay Ellis as Lawrence Walker in his last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Lawrence’s story ends with him raising a son with his ex-girlfriend Condola. He’s also engaged to Issa and has a successful career as a venture capitalist. 

Here are side-by-sides of Jay Ellis as Lawrence Walker in his first and and last episode:

And here’s Jay Ellis IRL.


Phillip Faraone / Getty Images for Modern Luxury / LA Confidential

4.

Here’s Natasha Rothwell as Kelli Prenny in her first episode.


HBO

First episode: Season 1, Episode 3, “Racist as F**k”

When we meet Kelli, she’s an accountant who’s enjoying the single life and casual sex and dating. 

And here’s Natasha Rothwell as Kelli Prenny in her last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Kelli’s story ends with her working at Molly’s law firm in the estate division. She’s also pregnant with her first child and in a happy relationship with her boyfriend Desmond. 

Here are side-by-sides of Natasha Rothwell as Kelli Prenny in her first and and last episode:

And here’s Natasha Rothwell IRL.


Kevin Winter / Getty Images

5.

Here’s Amanda Seales as Tiffany DuBois in her first episode.


HBO

First episode: Season 1, Episode 3, “Racist as F**k”

When we meet Tiffany, she’s happily married to her husband Derek and managing art galleries.  

And here’s Amanda Seales as Tiffany DuBois in the last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Tiffany’s story ends with her, Derek, and their toddler moving from LA to Denver for his new job. She has a hard time adjusting to Denver but stays and gets pregnant with her second child. 

Here are side-by-sides of Amanda Seales as Tiffany DuBois in her first and and last episode:

And here’s Amanda Seales IRL.


Leon Bennett / WireImage / Getty Images

6.

Here’s Y’lan Noel as Daniel King in his first episode.


HBO

First episode: Season 1, Episode 1, “Insecure as F**k”

When we meet Daniel he’s a music producer and he likes Issa, but isn’t looking for anything serious. 

And here’s Y’lan Noel as Daniel King in his last episode.


HBO

Last episode: Season 3, Episode 4, “Fresh-Like”

Daniel’s story ends with him still being a music producer and having no relationship or friendship with Issa. 

Here are side-by-sides of Y’lan Noel as Daniel King in his first and and last episode:

And here’s Y’lan Noel IRL.


Filmmagic / FilmMagic for HBO / Getty Images

7.

Here’s Kendrick Sampson as Nathan Campbell in his first episode.


HBO

First episode: Season 3, Episode 1, “Better-Like”

When we meet Nathan, he’s just moved to LA from Houston, Texas. He’s a barber and he’s interested in Issa. 

And here’s Kendrick Sampson as Nathan Campbell in his last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Nathan’s story ends with him and Issa breaking up. He and his friends also own their own barbershop and LA is finally starting to feel like home to him. 

Here are side-by-sides of Kendrick Sampson as Nathan Campbell in his first and and last episode:

And here’s Kendrick Sampson IRL.

8.

Here’s Alexander Hodge as Andrew in his first episode.


HBO

First episode: Season 3, Episode 4, “Fresh-Like”

When we meet Andrew, he’s a friend of Nathan’s who starts to date Molly. 

And here’s Alexander Hodge as Andrew in his last episode.


HBO

Last episode: Season 4, Episode 10, “Lowkey Lost”

Andrew’s story ends with him breaking up with Molly because they can’t get on the same page.

Here are side-by-sides of Alexander Hodge as Andrew in his first and and last episode:

And here’s Alexander Hodge IRL.


Aaron J. Thornton / Getty Images for The Blackhouse Foundation

9.

Here’s Lisa Joyce as Frieda in her first episode.


HBO

First episode: Season 1, Episode 1, “Insecure as F**k”

When we meet Frieda, she’s Issa’s eager coworker at We Got Y’all.

And here’s Lisa Joyce as Frieda in her last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Frieda’s story ends with her being promoted to Director of Student Outreach at We Got Y’all.

Here are side-by-sides of Lisa Joyce as Frieda in her first and and last episode:

And here’s Lisa Joyce IRL.


Roy Rochlin / Getty Images

10.

Here’s Neil Brown Jr. as Chad Kerr in his first episode.


HBO

First episode: Season 1, Episode 2, “Messy as F**k”

When we meet Chad, he’s Lawrence’s funny, outspoken friend who’s a real estate agent. 

And here’s Neil Brown Jr. as Chad Kerr in his last episode.


HBO

Last episode: Season 5, Episode 9, “Out, Okay?!”

By the end to show, Chad is still the same dude.

Here are side-by-sides of Neil Brown Jr. as Chad Kerr in his first and and last episode:

And here’s Neil Brown Jr. IRL.

11.

Here’s Wade Allain-Marcus as Derek DuBois in his first episode.


HBO

First episode: Season 1, Episode 3, “Racist as F**k”

When we meet Derek, he’s happily married to Tiffany. 

And here’s Wade Allain-Marcus as Derek DuBois in his last episode.


HBO

Last episode: Season 5, Episode 10, “Everything Gonna Be, Okay?!”

Derek’s story ends with him getting a job offer in Denver. He, Tiffany, and their daughter to move there and they are expecting their second child.  

Here are side-by-sides of Wade Allain-Marcus as Derek DuBois in his first and and last episode:

And here’s Wade Allain-Marcus IRL.


Amy Sussman / Getty Images

12.

And lastly, here’s Sarunas J. Jackson as Dro Peña in his first episode.


HBO

First episode: Season 2, Episode 3, “Hella Open”

When we meet Dro, he’s in an open marriage with a woman named Candace and starts having a relationship with Molly.

And here’s Sarunas J. Jackson as Dro Peña in his last episode.


HBO

Last episode: Season 5, Episode 9, “Out, Okay?!”

Dro’s story ends with him divorced from Candace and out in the dating world again.

Here are side-by-sides of Sarunas J. Jackson as Dro Peña in his first and and last episode:

And here’s Sarunas J. Jackson IRL.


Frazer Harrison / FilmMagic / Getty Images

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