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Harder Than It Looks Podcast

Author: Sterling Grey

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Sterling and Jay's Podcast about being millennials in this day and age. Opinions are given on celebrity news, relationship advice, and music
33 Episodes
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Gaps In Time

Gaps In Time

2022-06-2801:25:44

What's up yall I know I know, ya'll asking why we don't drop every week like we used to. Simple answer is we are not as free as we used to be. We'll be sure to get you episodes at least twice a month. In this episode, we discuss how we feel about Drake's new album, the expectations for Beyonce's new album, the verzuz between Omarion and Mario, and the Supreme Court overturning Roe Vs. Wade.
Come On In

Come On In

2022-05-1001:13:10

What's up yall we back after a month. In this episode, we discuss Jay's trip to Sacramento for a music festival, Dave Chappelle being attacked on stage, the passing of Kevin Samuels, and more.
Unappreciated

Unappreciated

2022-03-2901:07:04

On this episode we discuss rapper Latto declining a collab when another rapper wanted her to sleep with them for a verse, possible $300 stimmy checks for the high gas prices, doja cat announcing shes quitting music, bow wow says he regrets signing and working with jermaine dupri, and the Applebees CEO wanting to cut employee wages due to high gas prices
Leave It Alone

Leave It Alone

2022-03-2101:06:39

On this episode of h.t.i.l we discuss what we did on St. Patricks Day, Kanye and Dl Hughley go at it on twitter, jack harlow landing a role in the "White Man Cant Jump" reboot and more.
Kids Or No Kids

Kids Or No Kids

2022-03-0201:17:34

In this episode, we talk about whether or not we will have kids, the pros and cons of having a kid right now, the number of people in our generation that have kids or will, and comparing taking care of a kid versus a dog.
It's Showtime

It's Showtime

2022-02-1856:32

In this episode we recap the super bowl, musiq soulchild/anthony hamilton verzuz, nelly's sextape leaking, and megan thee stallion's new show "Off The Leash" exclusively on snapchat.
Hidden Agendas

Hidden Agendas

2022-02-1001:10:25

In this episode, we discuss Nicki's new song, joe biden and the education department backing out of student loan appeal, the government introducing healthy crack pipes, kevin hart sending nick cannon a condom machine, and a 80 year old nun sentenced to prison for stealing money from the elementary school she works at.
Entitlement

Entitlement

2022-02-0201:07:37

In this episode, we discuss T.I feeling like he is unbeatable in a verzuz, a man sues Cracker Barrel for $4.3 million and is only entitled to $750K, Chris Brown being accused of rape again, our super bowl predictions, and rihanna being officially pregnant by ASAP Rocky.
Cold Blooded

Cold Blooded

2022-01-1901:05:26

In this episode, we discuss Nashville possibly separating into three different districts, Drake allegedly putting hot sauce in a condom, and the government picking and choosing which type of student loans to forgive. 
Wait.....What Happened?

Wait.....What Happened?

2022-01-1101:10:54

In this episode, we discuss Kodak Black challenges Jay-Z to a verzuz, Antonio Brown leaves a game at halftime, Katt Williams believes that Eddie Murphy is not a great comedian, Jim Jones reveals his mother taught him how to tongue kiss, passengers partying on a plane when the airline refuses to fly them home from Mexico, and Jake Herbert and his father launch only fans page together.
Chapter 22

Chapter 22

2022-01-0547:36

What's up ya'll happy new year! It's the first episode of the year. In this short episode, we just reflect on going back to Chicago for the holidays and what our goals are for the year.
Merry Christmas Baby

Merry Christmas Baby

2021-12-2301:52:30

Wassup guys we told you we're dropping back to back. This is the last episode of the year. We ask the audience do you get someone a christmas present that you've only been talking to for a short amount of time, how long would you wait before getting a christmas present for your boyfriend/girlfriend, and just reflect on the amazing year we had.
Moving On Up

Moving On Up

2021-12-2101:02:25

I know, I know this was suppose to be out last week but we been so damn busy it's not even funny. So as a early X-mas present, yall gettin 2 episodes this week. Listen and enjoy
The Aftermath

The Aftermath

2021-12-0101:35:19

In the episode we speak on how long you should keep your thanksgiving leftovers, a WWE fan attacking Seth Rollins at a show, Kevin durant ashy ankle going viral, big sean's halftime performance at a Detroit Lions game, the new omicron covid variant, and the new potential mayor of Atlanta promising to close all the strip clubs in the city.
Turkey Week

Turkey Week

2021-11-2301:28:10

On this episode, we talk about what we usually cook on thanksgiving, reminisce on traditions we used to do, tami roman giving her husband permission to get another woman pregnant, and our thoughts on bryson tiller's new christmas ep
Who's Really In Charge

Who's Really In Charge

2021-11-1601:08:53

In this episode we discuss when is a good time for your partner to come over for the holidays, as a man who fixes your plate at family functions your mom or girlfriend/fiance or wife, kyle rittenhouse trial, bone thugs and three 6 mafia verzuz announced, and movie sequels.
Make It Make Sense

Make It Make Sense

2021-11-0901:20:59

In this episode, we talk about joe budden coming out as bisexual, kanye saying the worst thing he's ever done was signing big sean, ben simmons being fined 360K until he shows up for games again, and the tragic situation at the Astroworld festival.
The Choices We Make

The Choices We Make

2021-11-0301:04:19

In the episode, we speak on a situation where a woman was left with a $3,100 restaurant bill when she decided to bring 23 family members on a date, the importance of communication in relationships, and how difficult our house hunt has been so far.
Rather You Than Me

Rather You Than Me

2021-10-2601:02:53

In this episode, we discuss do couples celebrate Halloween or do they believe it's strictly for the kids, Rory and mal landing a podcast deal with SiriusXM radio, big sean having 65,000 bees on him for his new music video, and is the bbw basketball league just pure entertainment or a subjectifying event that makes regular women feel unappreciated
Don't Think Too Much

Don't Think Too Much

2021-10-1901:39:24

We know you guys were expecting this yesterday but things happen. We didnt even get to record sunday. On this episode, we recap our trip to Memphis, recapping the first season of squid game, talking about when is it a good time to leave your job, is it better to get fired or quit, and would we date ourselves knowing our current personal lives.
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