B&T Extra: Jeff Oskay at the Dentist, AI, & Talking to Jesus

Summary

The BOB & TOM Show Free Podcast

Episode: B&T Extra: Jeff Oskay at the Dentist, AI, & Talking to Jesus
Date: May 14, 2026

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Episode Overview

This episode of the Bob and Tom Extra dives into comedy-infused conversations spanning dental horror stories (courtesy of Jeff Oskay), the oddities of AI—including an app that allows you to "talk to Jesus"—and closes with esteemed comedian John Heffron riffing about home life, HOAs, and the ridiculousness of modern appliances. The show maintains its signature blend of quick-fire banter and observational humor, creating an engaging, lighthearted listen.

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Key Discussion Points & Insights

1. Jeff Oskay at the Dentist (01:59–05:24)

• Jeff's Dental Ordeal:
  Jeff shares his anxiety-inducing deep cleaning experience at the dentist after not visiting for "a couple decades."
• Pain & Flossing:
  The hygienist tells him not to floss for a week, to which Jeff jokes, “I haven’t flossed for the last 20 years. You don’t have to worry about a week.”
  — Chris (Jeff Oskay) [02:21]
• Facial Hair & Dental Hygiene:
  Bob jokes about the dental hygienist having to dig through Jeff's “jungle” of facial hair and whether that complicates their job.
• Embarrassing Situations:
  Jeff narrates how he was concerned the hygienist might misinterpret him taking off his lap-placed hat as hiding an erection:
  “That was the first thought I had. I was like, oh, I hope she doesn't think I'm hiding an erection.”
  — Chris (Jeff Oskay) [04:09]
• Dental Insurance Woes:
  Jeff reveals his insurance only allows half his mouth to be cleaned at a time:
  “Our dental insurance will only pay for half at a time.”
  — Chris (Jeff Oskay) [05:06]

2. The Alien Who Just Discovered Earth (01:27–01:47)

• Brief skit: An “alien” marvels at discovering soul food (fried chicken, mashed potatoes, green beans, cornbread).

3. Talking to Jesus (AI) (05:31–07:23)

• AI Jesus Avatar:
  Christy Lee reports on an AI chat avatar called “Jesus AI” that charges $1.99 per minute for spiritual advice.
  • “Users can interact with the Jesus avatar in real time at a cost of $1.99 per minute.”
    — Christy Lee [06:17]
• Ethical Questions:
  The group jokes about monetizing religious advice and compares it to famous TV psychics:
  “Oh, I know. It’s more expensive. John is 3:16.”
  — Bob Kevoian [06:25]
  “Forgive me, Father, but I've gone over my data plan.”
  — Bob Kevoian [07:17]
• Possible Features:
  Speculation that the service could offer audio/video and humorous hypotheticals (e.g., “I got all this water. Can you do anything with it?” – Chris/Jeff Oskay [07:06]).

4. John Heffron Joins—Modern Home Life & Washer/Dryer Riffs (07:25–17:48)

• New House Woes:
  John Heffron appears, joking about his home office backdrop and his ‘NASA’–looking workspace.
• Ranch House Realities:
  Compares expectations of ranch living (“horses and space”) vs. reality (“HOA complains if you change a stair railing”):
  “I just think it’s funny. You can tear down half of the White House and not get in trouble. I try to change a railing…”
  — John Heffron [09:29]
• HOA Bashing:
  Bob shares classic HOA gripes; Christy Lee defends her association.
• Washer/Dryer Observations:
  John riffs on how modern washers/dryers are “coddled," over-sensitive, or hilariously over-engineered:
  • On Samsung washer:
    “It gets to the spin cycle and goes, ‘I'm unbalanced right now... I just feel like I'm unbalanced right now.’”
    — John Heffron [10:38]
  • On dryer:
    “You get there and then you open up the door, reach in and go still wet… which drives me crazy because you're a dryer, you have one job, that's to dry whatever's put in you.”
    — John Heffron [11:35]
• Laundry Room Nostalgia:
  John vividly contrasts today’s “shiplap-walled” laundry rooms with his childhood’s “murder basement.”
  • “When I was growing up, this is where your parents kept your washer and dryer—in your parents’ murder basement.”
    — John Heffron [12:53]
• Old vs. New:
  Elaborates on the terror of going to the basement as a child; unfinished stairs, scary atmosphere, and “the guy’s hand can reach out and grab your ankles.”
• Laundry Machines "With Grit":
  On old appliances: “The washers were like Detroit teamsters. They were like, ‘You’re unbalanced? You don't bring it onto the job site. You just get it done.’”
  — John Heffron [14:05]
• Current Basement:
  John still runs down the stairs fast in his new house’s “legit old school, scary, unfinished basement” with his “knife from Gatlinburg.”

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Notable Quotes & Memorable Moments

• “I haven’t flossed for the last 20 years. You don’t have to worry about a week.”
  — Chris (Jeff Oskay), on dental advice [02:21]
• “I hope she doesn’t think I’m hiding an erection.”
  — Chris (Jeff Oskay), on odd dental office self-consciousness [04:09]
• “Forgive me, Father, but I’ve gone over my data plan.”
  — Bob Kevoian, on AI Jesus costs [07:17]
• “It gets to the spin cycle and goes, ‘I'm unbalanced right now…’”
  — John Heffron, on modern washers [10:38]
• “Ranches to me are like the yoga pants of houses. It’s just easy.”
  — John Heffron [08:32]
• “When I was growing up, this is where your parents kept your washer and dryer—in your parents’ murder basement.”
  — John Heffron [12:53]
• “The washers were like Detroit teamsters. They were like, ‘You’re unbalanced? You don't bring it onto the job site. You just get it done.’”
  — John Heffron [14:05]

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Timestamps for Key Segments

• Jeff at the Dentist: 01:59–05:24
• ‘Alien discovers Earth’ skit: 01:27–01:47
• AI Jesus (Talking to Jesus): 05:31–07:23
• John Heffron Joins, Ranch House & Washer-Dryer Bits: 07:25–17:48

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Final Thoughts

This episode packs strong comedic storytelling around everyday topics—dental fears, AI absurdities, and the evolution of household chores—while keeping the quick banter and playful sarcasm fans expect. The blend of personal anecdotes and group improv shines, particularly during John Heffron's guest segment, making even laundry machines hilarious.

Transcript

[Commercial Announcer]

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[Bob Kevoian]

Welcome back. It's another Bob and Tom Extra. This is Christopher. Not only is the Bob and Tom show live every weekday morning, but every afternoon we'll give you a little extra in case you missed anything. Coming up on today's show, Jeff Oskay at the dentist AI and talking to Jesus. We'll have that for you in just a minute.

[Commercial Announcer]

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[Bob Kevoian]

Time now for the alien who just discovered things here on Earth. I went to the soul food place. I had fried chicken, mashed potatoes and green beans and cornbread. It was delicious. This has been the alien who just discovered things here on Earth.

[Tom Griswold]

Now some more Bob and Tom. You want it, you need it, you can't live without it. This is Bob and Tom Extra.

[Bob Kevoian]

He is a comedian, John Heifer.

[Chris]

In the meantime, real quick, I had to go to the dentist yesterday. I get a deep cleaning done right, which like, they had to like shoot my mouth up just for the cleaning. You know, it's like you, oh, and, and I hadn't had one in ages. And the, the lady, when she gets done, she goes, now you are not going to want to floss for the next week.

[Tom Griswold]

You never hear that.

[Chris]

And I was like, lady, you just cleaned my teeth. I haven't flossed for the last 20 years. You don't have to worry about a week. Like, that's why we were here is

[Bob Kevoian]

because I, I wonder, I'd like to talk to the dental hygienist and find out do they enjoy having to dig through the jungle that is your facial Hair.

[Chris]

Well, they don't go through the side of my face.

[Christy Lee]

What the hell are you talking about? He just opened his mouth.

[Chris]

I have had.

[Bob Kevoian]

I mean, they're accessing this massive hole, surrounded by hair.

[Chris]

I have had my whiskers tugged or pulled accidentally by tools. Yeah. And so I always make sure I trim the upper. This lip line. No, my lady was great. No pulling today. No pulling. It was great.

[Bob Kevoian]

They had to give you shots just to clean them.

[Chris]

Yeah. I hadn't been to the dentist in a couple decades, so. What? Well, now you're gonna be on top of it, though.

[Tom Griswold]

Yeah, that's right.

[Chris]

Yeah.

[Bob Kevoian]

Any cavities in there?

[Chris]

Oh, yeah, mostly cavities. Yeah. Yeah. It's more cavity than tooth.

[Bob Kevoian]

Wow. Well, you see, you got. You can't really see your teeth.

[Chris]

Yeah, that's because you got all the hair.

[Christy Lee]

Is there a reason for that?

[Chris]

Yeah. Oh, yeah. But when she said, don't floss, I almost laughed in her face. I don't floss for a week, lady. You were just in there. You know, I don't floss. If you say so.

[Bob Kevoian]

It's also, obviously, it's obvious to everyone that that's a difficult conversation because you can't talk back.

[Christy Lee]

Right.

[Bob Kevoian]

You know, they've got their hands in your mouth.

[Christy Lee]

They're always asking questions, too.

[Bob Kevoian]

Yeah. So you call that. You call that an erection? Stuff like that?

[Christy Lee]

Well, that's happening to the dentist.

[Chris]

So I had on a hat, and she kept bumping the hat. And so halfway through, I took it off and set it on my lap. And that was the first thought I had. I was like, oh, I hope she doesn't think I'm hiding in an erection.

[Bob Kevoian]

Well, absolutely.

[Chris]

She thought that, sure.

[Bob Kevoian]

Yeah. Yeah. What's the famous story? Probably apocryphal, about the. The haircut person, the lady, and she looks down and she sees, like, a lot of movement in the groin area, and she screams. And the guy is just. He's just cleaning his glasses. Oh, yeah. Maybe we should. We should maybe do get some letters from hygienists and about some of the horror stories they've seen.

[Chris]

For the other. They could only do half.

[Christy Lee]

What?

[Chris]

I got to go back for the.

[Bob Kevoian]

Did they do the operas or just the lower?

[Chris]

No, they literally did half of my left side, and they're doing the right half.

[Christy Lee]

I never heard of such a thing.

[Chris]

Oh, yeah.

[Bob Kevoian]

Why did they come? Only do half.

[Chris]

Honestly, because our dental insurance will only pay for half at a time.

[Bob Kevoian]

Wow. Okay. Next week.

[Chris]

So now half of my face feels amazing and the other half, I'm like, ugh, I don't even want to go over there.

[Bob Kevoian]

Wow, that's interesting. Why don't we just check in with Christy Lee while we're waiting to hook up with comedian John Heffron? I think we have an electronic issue. What do you got, Christy?

[Christy Lee]

A tech company known as Just Like Me is using AI to finally make the dream of talking to Jesus a reality. Sort of. According to Just Like Me, Jesus AI is an avatar designed to act as a modern mentor, offering guidance, encouragement, and spiritual style. Support. Support through conversation. Boy, there's nothing that can go wrong here. Users can interact with the Jesus avatar in real time at a cost of $1.99 per minute. Per minute. The company describes the experience as rooted in love and meant to inspire and uplift people in their daily lives and to put money in our pockets. Oh, that's not in here. Critics, of course, question the ethics of monetizing a religious figure and whether AI can meaningfully replicate spiritual guidance.

[Bob Kevoian]

How much is it?

[Christy Lee]

$99aminute, Tommy.

[Chris]

Oy.

[Bob Kevoian]

Oh, I know. It's more expensive. John is 316.

[Chris]

Oh, I wonder if while you're on hold, they let you talk to Ms. Cleo.

[Bob Kevoian]

What happened to her? Dead.

[Tom Griswold]

Oh, she did?

[Bob Kevoian]

Oh, yeah, yeah. She beat on.

[Tom Griswold]

Yeah, she'd be gone.

[Bob Kevoian]

She'd be gone.

[Chris]

You would have thought, huh?

[Bob Kevoian]

Yeah, there were a lot of lawsuits. Yeah, she's gone. So is this a strictly an audio thing with this avatar or.

[Christy Lee]

I think it would be a video thing if they have an avatar.

[Bob Kevoian]

So you're looking at. You're looking at the. Whatever it might be, Western representation of Jesus Christ. Oh, boy. That's just.

[Chris]

Can I call in? Be like, hey, I got all this water. Can you do anything with it? I need.

[Christy Lee]

I got a party coming up.

[Chris]

I need to upgrade.

[Bob Kevoian]

It's essentially two bucks a minute.

[Christy Lee]

Yeah.

[Bob Kevoian]

Forgive me, Father, but I've gone over my data plan. He really can't get through all these sins that I have.

[Chris]

Two bucks a minute.

[Bob Kevoian]

I think we have maybe Mr. Heffron now. There we go. There he is. Comedian John Heffron has joined us.

[Christy Lee]

John, are you working for NASA? Yeah.

[Bob Kevoian]

What is that behind you, John?

[Tom Griswold]

Well, we just moved, so my background, it sucks. So I just made it look like I'm in an office. I got an award too. Someone sucks behind me, if you can see it.

[Bob Kevoian]

Yeah, it does. Look here at NASA.

[Tom Griswold]

Yeah. And this is my team behind me. What they do is they make sure I don't get booked at funny Bones or comedy clubs anymore or. Or if I am getting booked and make sure I get canceled. And then that way I'm only there every four years after another comic cancels. So that's what that team does. Back.

[Bob Kevoian]

I see. It looks very real. John Heffron is a distinguished comedian and happens to be one of the winners of. Of last comic standing. Is that correct? And excellent. Excellent comic. And are you in Michigan today?

[Tom Griswold]

Yes, I am. I'm at Michigan. This is the first time I've ever done this from our new house. We. We had a beautiful farmhouse maybe six months ago, 175 years old, and then we sold it, and now we have a ranch with an hoa. It's. It's weird if you, if you ever buy, like a ranch house, because there's a moment you can just stand in your living room and just see everything you own. It's all on. Yeah, it's just. It's on one floor. It's like ranches to me are like the yoga pants of houses. You know, it's just. It's just. It's easy. And then I can look and go, hey, here's everything I've got in 56 years of life is all right here. Yeah, but.

[Bob Kevoian]

And didn't you. Because when you were a kid, if someone said to you, you know, John, someday you're going to live on a ranch, you're thinking, all right, horses and space. And it. It's no, there's no ranch. Ranch houses aren't on ranches anymore, are they?

[Tom Griswold]

No, no, no, there's no. No. We have an hoa and I've already been talked to about, you know, changing a railing in my stairs, going up deck, which is funny to me because I don't get political. I just think it's funny. You can tear down half of the white house and not get in trouble. I try to change a railing, and apparently it's eight months before I get the go ahead, too.

[Bob Kevoian]

Yeah, I, I. HOAs are fun, and they're usually run by some guy that didn't have much power in his real life.

[Christy Lee]

And now I love my hoa. Shush.

[Bob Kevoian]

Oh, sorry.

[Tom Griswold]

Yeah.

[Bob Kevoian]

Yeah, I've been up against them. Yeah, I know what it's like. John Heffron is a distinguished comedian. Have you been spending much time on the road these days?

[Tom Griswold]

You know, you try to. I'm trying to figure out that thing where people just send you money for no reason at all. And I haven't. Although I think I have a couple ideas. I think I'm gonna start a used washer and dryer company. I was driving to Costco and my wife texted me and she said, can you look at washer and dryers? Which I think it's funny because that would assume I have the power of attorney to purchase a washer and dryer. Right. If you look at that text. Because we had to get new washer and dryers because I hope they're not a sponsor. Our Samsung washer and dryers lasted about a year. It was a good run. Okay, follow me on this, I think. Okay, so Samsung washer and dryers are very xennial. Here's how you could throw a pair of jeans and a sweatshirt in there. And then it gets to the spin cycle and we go, I'm unbalanced right now. I'm, I just, I just feel like I'm unbalanced right now. And then you go, come on, man. You, you, you can spin. That's what you do. You're a washer. And then it'll go, yeah, okay, I'm unbalanced and I don't feel I'm getting the safe space that I need right now to. And then you try to get into the washer, but it's locked. So everybody who has teenagers have had this conversation when you're like, just, just open the, unlock the door, please. You're not in trouble. I just need you to unlock the store. If I have to open this door, then there's gonna be trouble. Open the door. Okay, now you're being toxic. You're being toxic mail. And I'm not unlocking. So that's the washer. But our dryer is such a tool. Like if you have Samsung anything, you know, this is what they do. The Samsung machine, when it's done, will play a 10 minute song to let you know it's not done properly. And it's, it's, it's 10 minutes long. Unless you pay for premium. There's commercials during that, right? It's like, are you tired of waiting for clothes? Try audible. Audible.com, right? You get there and then you open up the door, reach in and go still wet. And you slam the door. And then you have to switch it to more dry, which drives me crazy because you're a dryer, you have one job, that's to dry whatever's put in you, right? So the fact that there's a more dry just means you suck at your job. There's gotta be an extra setting for you to do your job, right? And one, I don't even know what more dry means, like, shouldn't it just be dry? Like that should be where the, the wording ends. It's dry. It's either not dry or it's dry, right? And then this is where the washer, if you read it gets crazy. It's like, wear a sensor dryer, okay? We're more like a Montessori dryer. So we don't like to label all clothes as dry because some clothes don't dry at the same speed as the other clothes. So we believe in clothes first and we believe the clothes should dry at their own time, right? So then this made me think that washers now are coddled. This is why washers and dryers suck them. I bet without knowing most of your listeners, I bet you you keep your washer and dryers in their own room. You probably have their own room with a little shiplap wall or subway tiles, and it's a little, a little sign that says laughs and suds. Five cents, right? That's what the room looks like. When I was growing up, this is where your parents kept your washer and dryer in your parents murder basement, right? Your parents would go, go downstairs and check the laundry. You're like, oh, man. Then you'd have to go to your room. You get your knife you bought at Gatlinburg, Tennessee. You know, you put that in your jeans, you go get your numb trucks you got at the fudge place next to Ripley's Believe it or not at Gatlinburg, Tennessee, right? And then you would look down your stairs, which were scary back then because they weren't finished.

[Bob Kevoian]

Oh, yeah.

[Tom Griswold]

So with unfinished stairs, while you're running down, that's when the guy's hand can reach out and grab your ankles, right? And then when you got down. Now keep in mind you're a little kid, it's pitch dark, so you have to do this thing where you're reaching up just trying to find a random string, just trying to. But you forget that every time your dad hit that string, he's tied it in a knot higher to the ceiling than, than you, right? And then you finally find this string and you go click. But that's when the guy's ax would come right at your head, right? And then you would turn and look and you see the washer and dryers in the corner. But remember, there was like that green, yellow kind of weird color. And they blinked a lot because they weren't used to seeing people or light. And on top, there wasn't even an unbalanced Light. Because it wasn't even in their mindset. They were like Detroit teamsters. They were like, look, you're unbalanced. You don't bring it onto the job site. And then you go get it done. Right? And there was unbalance. So you could put snowmobile boots in there and you could open that lid. And at any point during the thing, you could throw a little brother in there halfway through, right? And then you would close the lid. Remember the noise it made? It was like. And as a little kid, you're like, why is mom sitting on the washer? Right? Then you get done. And the washer was what, 15ft off the wall at this point, right? And the mom's. Your mom's in the corner smoking a benching and hedges menthol light. Like, what? I don't know what's happening here. And the dryers back then, no pizzazz. There wasn't even a timer, Remember, there was just a button and you would just hit the button and the washer was like, look, I'm not going to sing a song for you. I'm going to go to turn me off. And if you're not back down here in 22 minutes, it all burned. I think.

[Bob Kevoian]

I think you lived at my house. Oh, God, the light on the street. Yeah. But in the dryers actually dried stuff. Very good, John Heffron, great comedian, great stand up comedian. John, Good luck. Now let me ask you this real quick. Do you have a washer and door? Now do you have a basement in your ranch house?

[Tom Griswold]

Yes. And it's. It's legit old school. Scary, unfinished basement too. So it's. It's exactly how. Yeah. And I still run down those stairs and I get scared.

[Bob Kevoian]

Okay, good, good.

[Tom Griswold]

Luckily I have. I have my knife from Gatlinburg and I think that's what's.

[Bob Kevoian]

You're the best. Thank you, John. Very funny as well. That's it for another Bob and Tom show. Extra. Catch us on itunes, Google play and stitcher for Bob and Tom. Extra. This is Christopher. Take care, everybody.

[Commercial Announcer]

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