Jerrold Williams

I'm Really Bad at This

Comedy EN ↓ 51 episodes

I’m Really Bad at This  Laugh Hard. Think Deep. See God in the Everyday. Welcome to I’m Really Bad at This  With Host Jerrold With A Jay — a podcast that’s equal parts comedy, culture, and conviction. Jerrold brings his unfiltered humor, raw honesty, and street-smart faith to the mic, tackling real-life topics from therapy to theology, from the hood to holiness. Every episode is designed to make you laugh out loud , think twice , and maybe even look up . Whether he’s cracking jokes about everyday chaos, breaking down hip-hop wisdom, or connecting life’s wild moments back to the truth of Jesus,...

Author

Jerrold Williams

Category

Comedy

Podcast website

www.buzzsprout.com

Latest episode

Dec 18, 2025

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Episodes

Too Black for the Church, Too Church for the Blacks 18.12.2025

Welcome to I’m Really Bad at This  With Host Jerrold With A Jay — a show that’s equal parts comedy, culture, and conviction. Jerrold brings his unfiltered humor, raw honesty, and street-smart faith to the mic, tackling real-life topics from therapy to theology, from the hood to holiness. Every episode is designed to make you laugh out loud, think twice, and maybe even look up. Whether he’s crackin...

Taco Bell was like Chipotle 19.11.2025

In this episode begins with “Did you eat hood spaghetti?” and are we still calling it Humpday? Jerrold had some good fellowship. Dre thinks bumper stickers are only used by White people. Have you Boujeed your butt? Did you know Taco Bell was just like Chipotle?  Email: jerroldwithajay@gmail.com Social Media: https://www.facebook.com/Jerroldwithajay   Apple Podcasts: https://tinyurl.com/ndhu5ft3  ...

Front Row Joe 15.11.2025

In this episode the fellas talk Gangster Rap’s impact on culture. Eddie Murphy’s private life revealed. Jerrold’s front row comedy experience. Robin Harris’ legacy and much more. 

Hood Peanut Hunt 12.11.2025

This episode begins with Dre talking about going to a comedy club and a white comic uses the N-word. Jerrold tells us the latest about his kitty duties. Every Black man man needs this kind of confirmation (11:08) Hood Peanut Hunt (20:30) Are you addicted to your cell phone? (37:51)  Email: jerroldwithajay@gmail.com Social Media: https://www.facebook.com/Jerroldwithajay   Apple Podcasts: https://ti...

Meat Counter Fresh Revisited 08.11.2025

In this episode Jerrold starts off with a petty ride share story. We learn how to be Meat Counter Fresh and the struggle of air frying chicken. Dre get’s rob by Costco and blames it on the Devil. Do you make your kids speak to adults? We celebrate the 40th anniversary of Krush Groove. What’s your favorite albums that have no skips? 

Friends 05.11.2025

In this episode Jerrold introduces his new co-host and old friend. We talked about Dre’s wife’s birthday weekend and how he was almost got jumped by deer (12:36) Jerrold confesses his guilty pleasure of watching The Righteous Gemstones (21:34) Have you old folks ever ask yourself who is your oldest friend that you’re in contact with? (29:30)  Email: jerroldwithajay@gmail.com Social Media: https://...

I Stopped Hanging with Hookah T Washington 01.11.2025

Do you have immediate regrets? (2:06) Why I stopped drinking hard liquor (8:02) The Love is Blind recap with my wife (28:37) A Very Special Announcement (54:18) 

Kissing is to F’n Like Farting is to S#!tting 29.10.2025

This episode begins with another song by JerroldwithaJay tentatively called “the big Homie“ Jerrold begins his rant “He’s Neighborhood not Hollywood” (3:39) Somebody I know blew up the bathroom at Gus’s in Sandy Springs (17:11) We talk Love is Blind the reunion show is tonight (21:49) We have allowed two wild animals to enter our home (25:40) I’m officially a wine drinker because it’s biblical (31...

Let Me Clear My Throat 24.10.2025

@JerroldwithaJay begins this episode with an original song “Imago Dei” then we discuss the thought “Who You Are Behind Closed Doors is Who You Are” (5:13) I’m Speaking to those who know who Lil Boosie is And who Kirk Franklin is (12:09) Life is about High Scores (18:41) what is that song “Imago Dei” about? (22:11) I’m a new Kansas City Chiefs fan (25:47) Did you know I sold drugs back in the day?...

Technical Difficulties 30.04.2025

This week we're back after a short break due to technical issues.  Welcome to "I'm Really Bad at This," the podcast where three Christian friends—James No Games, Bookie, and Jerrold—come together to navigate the ups and downs of faith, fatherhood, and marriage. Join us as we create a community of like-minded individuals who embrace the challenges of life with a sense of humor,...

We"ll Mess Around and Start a Cult 12.03.2025

Join us in this episode as we dive into the journey of finding a new church, break down the drama of Love Is Blind , and tackle the big question—Is God not pleased over daylight savings time? 🤔 Plus, so much more! Don’t miss this lively and thought-provoking conversation! 🔥🎙️

Different Ways to Live 05.03.2025

Get ready for an exciting ride in this episode as the fellas dive into the hot debate: Boycott or Not Boycott?! James spills the tea on the must-watch show Paradise , and we explore a mind-blowing Apologetics AI platform! Plus, we’ve got even more surprises in store. You won't want to miss it—come hang out with us! Watch us live on YouTube  

You On That Game 26.02.2025

Want to see what we're talking about? Visit our YouTube page HERE This week the brothers recapped their Valentines, talked new music. James remembers when he had to kick someone out of his house. Do you know someone who uses mental health issues as a crutch? Is dating more difficult now? Buc-cees is amazing

Warm Sheep Milk 17.02.2025

This week starts with a really bad intro. We give our takes on the Kendrick Lamar performance (11:50) No one is talking about Kanye’s commercial (36:35) TDE vs. Death Row Records (1:01:31) Why are we not having a CHH discussion right now? (1:13:52) Watch Us on Youtube   https://tinyurl.com/bdedzwr5

Would You Let Your Wife Call Her Pastor Daddy? 05.02.2025

This episode begins with James sharing how he’s rearrange his kitchen based on his new efforts to cook. Bookie has his paperwork in order. Jerrold went to The African Traveling Male Strip Club. We talk The Grammy’s and all of its exploits. We talk about giving our daughters the dating game before marriage. The Craziest Laker trade ever. Would you let your wife call her pastor Daddy? Should a man t...

They Trying to Make Us Drink Dookie Water 22.01.2025

This episode begin with Jerrold talking about his snow adventures in Georgia while James and Bookie talk about SoCal being on fire and all the damage that has occurred. How Do you view Black owned businesses? ( 52:34 ) How much does an algorithm affect how you view reality? ( 1:00:10 ) What if your worldview is ok with men beating women? ( 1:36:33 )

I’ve Never Been on the Dark Web 22.01.2025

This episode begins with James NoGames sharing a really bad confession (2:13) What type of Black person would you have been during the Civil Rights era? (13:47) The flip flop of Tik Tok (18:31) Fake Influencers providing horrible financial advice (30:58) I’ve never bought any crypto currency or been on the dark web (1:03:24) Music that influences criminal behavior and what some are doing about it...

By 2080 Jay Will Be Begging to Die 15.01.2025

This episode begins with Superbowl talk and why James hopes the game gets cancelled. Jerrold talks about “The Machine” working against Drake. James unveils Elon’s evil Twitter play. Bookie explains Trans humanism. DEI explained (36:38) 2819 Church Drama? (59:56) Those who hustle together stay together (1:23:12) 

That Boy Made the Bible 08.01.2025

This episode begins with Jerrold giving us an update about his move to Georgia. He talks about looking for a new church (10:58) James is still standing strong with his resolution to eat more at home (14:34) Bookie discovered he married a Jewish woman (23:02) and celebrated his daughter’s baptism (46:26) Kirk Franklin apologizes AGAIN (53:22) Ruslan’s documentary of a Mega Church (58:53) The Boy Ma...

The New Year 02.01.2025

This episode begins with the fellas discussing discipleship and James’ plan to practically help people today via YouTube. Satan was not the director of music in heaven (23:39) Black Christians talking like White Christians? (27:22) Jerrold talks about his first week in the South vs. living in SoCal (46:21) What do you want to do differently this year? (1:16:44)

His Last Flight 18.12.2024

This episode begins with Bookie giving us his family weekend recap celebrating his grandmother’s 80 birthday in Pittsburgh. Our gripes with airlines, the pros and cons of traveling. How do shop for Christmas  gifts? The CEO murder conspiracy and drones falling out of the sky, it’s tin foil hat time with Bookie (35:00) Tik Tok after dark is wild (40:47) Travis Hunter thoughts (55:54) Was that a Jam...

Top Ramen Burrito 11.12.2024

Jerrold has started his moving journey. James has to eat out at the grocery store only with a few exceptions. Bookie was ready to send that email again this week. He was the MC and the sound man at work. United health care executive was gunned down. (18:03) We talk Gladiator 2 and a little Wicked (28:10) Bookie shares his top streaming shows (47:01) The Ultimatum new season (1:03:37) Marriages in...

Ok, It's Time to Get Rid of Those Leftovers 03.12.2024

This episode begins with James and Jerrold both having similar Ancestry.com experiences over the Thanksgiving break. Jerrold visited The National Museum of African American History and Culture in Washington D.C. and came back ready to fight the power. We discuss how there should be a case study on Drake hate. Bookie puts us up on Crypto Currency and we dive into small business ownership talk. We e...

Ok, We'll Fix the Audio 28.11.2024

This week we went live on our Youtube Page where you can watch this episode HERE Unfortunately the audio quality is a little lacking but you can still hear us! This episode we talk about T.D. Jakes' medical emergency. Kendrick's new album vs. Ice Cubes new album. Do you like Candice Owens? And why Jerrold's wife needs to stop listening to this podcast. 

Mommageddon 20.11.2024

This episode begins with James establishing new rules at home while his wife is out of town (6:37) Tyson showed us his 58 year old cakes (25:34) Keith Lee got a tapeworm (35:09) These foodie influencers getting diabetes and heart problems (49:47 ) We talking about Bill Gates then it’s Tin Foil Hat Time  (53:46) Can you fly in your dreams? (1:12:03) Bank Rumors, Banks steal from customers (1:20:12)...

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