Cadillac Jack - My Second Act artwork

Cadillac Jack - My Second Act

428 episodes - English - Latest episode: 22 days ago - ★★★★★ - 532 ratings

The Cadillac Jack: My Second Act podcast is a twice-weekly show hosted by Donna Choate and Cadillac Jack. Caddy was a morning show host on Atlanta radio for nearly three decades. His wife Donna has been on the advertising side of business for just as long.

In his second act, Caddy is joined by Donna on the air to bring listeners informative and entertaining conversations about current events, parenting and country music. You’ll hear a unique discussion on trending news topics, see behind the scenes of the music industry and relate to their personal stories from the home front.

Want to leave a message for Caddy and Donna? Call ‪(770) 464-6024 or connect on Twitter @ATLCadillac.

A member of the Appen Podcast Network.

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Episodes

Beeb beep in your Jeep Jeep

March 02, 2021 05:01 - 47 minutes - 65 MB

It’s award season here at the Cadillac Jack: My Second Act podcast. We take a look back at “the first awards show to try and do it,” the Academy of Country Music awards. Then a brief pan over the Golden Globes, hosted by Tina Fey and Amy Pohler who were socially distanced by 2,000 miles. Plus there was Jason Sudeikis, not that he knew where he was at the time. PS - Who even is the Hollywood Foreign Press? Then the night brings the Jodie Foster / Aaron Rodgers storyline full circle, with an e...

The pole that Ted climbed 

February 25, 2021 05:01 - 53 minutes - 73.5 MB

It only took 125 shows before the Zodiac Killer made his way into an episode title. Here at the Cadillac Jack: My Second Act podcasts, we’re pretty proud of that. In other, non-Texan news, Morgan Wallen and Taylor Swift have reached new heights. The last folks that high were Dolly Parton and Garth Brooks. No, seriously. Caddy and Donna cover it in the first segment of this semi-music podcast. Then it’s time to have a conversation about Tiger Woods. Donna and Cadillac Jack talk about the news...

“No, Ted Cruz is not going to climb a power pole.”

February 23, 2021 05:01 - 44 minutes - 61 MB

The show kicks off with tthe marketing vitality of “the Tik Tok.” Then Caddy doesn’t understand the backlash towards Ted Cruz and his Sandals vacation. Donna starts her response by pointing out that Sen. Cruz was headed to the Ritz, not Sandals. Only one thing is for sure, and this is not a joke: as we record there is a mariachi band playing outside the Senator’s house. As Cadillac Jack says, “find out who your friends are.”  What happens when you’re on an airplane and hear a big “BOOM” ou...

“I had no idea that you clogged, Donna.”

February 18, 2021 05:01 - 51 minutes - 70.6 MB

Like beavers, the cast and crew of Cadillac Jack: My Second Act are delicate creatures. That’s why Caddy had to get a massage before recording this episode and “hang out in the chill room” for two hours. Donna… well, Donna was not getting a massage or hanging out in the chill room.  The ACM Awards are headed back to Nashville. Victor Sansone, who is big in country radio and Caddy and Donna’s former boss, was inducted into Country Radio Seminar’s Hall of Fame. Ashley Judd went to the jungle...

The Brown Bag Valentine Special

February 16, 2021 05:01 - 57 minutes - 78.9 MB

It’s another Brown Bag Special here on the Cadillac Jack: My Second Act podcast. The show is long, jammed full and ends with a sweetheart. Consider it our Valentine’s Day gift to you. You can even have some time stamps. As a treat.  01:01 - A PSA about children and data privacy. (As in, kids breaching their parents’)  04:29 - The possibility that the Conway family (Kellyanne, George and Claudia) have been playing America, proved by Claudia’s appearance on American Idol.  10:45 - The adul...

Too much vetivert

February 11, 2021 05:01 - 38 minutes - 53.6 MB

This episode of Cadillac Jack: My Second Act is split into two very different parts. First there is some pretty gut-wrenching news about the son of Dr. Laura Berman. It leads to a frank discussion about the difficulty of quarantine for teenagers, but also the dangers of unrelated Big Tech. Above all, the message is one of transparency and communication. Make sure everyone you care about knows the lines of communication are open.  The second part of the show is about Tennifer (that’s with a...

Come to Jesus with Morgan Wallen

February 09, 2021 05:01 - 50 minutes - 69.8 MB

The show focuses almost entirely on Morgan Wallen and his ongoing controversy. It’s the story dominating Country right now but Donna and Caddy hit some talking points you might not expect. At the end there’s a bit of talk about r/theSuperbOwl, including Tom Brady and the pink singlet streaker. Plus a few answers to questions from some Pod Peeps. For the most part, though, the show covers a topic that we think will have a big impact on how the entertainment industry is set to change. Let us k...

You know if you crack enough eggs you’ll get an omelette 

February 04, 2021 05:01 - 50 minutes - 69.5 MB

This episode of Cadillac Jack: My Second Act is so full of gold nuggets that we’re doing show notes a little differently. Here is a list of topics and quotes… can you tell which are which? - If there’s one goal for this show it’s to not have the Chrissly Knows Best sound guy hear the conversation.  - LIVE from Gobbler’s Knob, it’s Cadillac Jack! - Just wanted to hop on and give y’all some friendly reminders. - By the third kid you really don’t have any questions. And if you do, you k...

It's not sponsored by Robinhood but gives a new meaning to Smothered and Covered.

February 02, 2021 05:01 - 47 minutes - 66 MB

A few episodes ago, Caddy added Strawberry Wine by Deanna Carter to the playlist per a request from pod peep (really, superspreader) Melissa. It was an event that left the show with a whole lot of questions. The first segment of today’s show clears a good bit of it up because Melissa brought some answers. Then, Morgan Wallen strikes again. And we’re not just talking about when he ran Donna off the road. Morgan is spending his third week on top of the charts and still had time to drop some ne...

The payoff is never as good as the tease.

January 28, 2021 05:01 - 40 minutes - 56.4 MB

It’s time for a trip to Gallery Furniture because Donna and Cadillac Jack’s bed is full. There are a few pieces of audio that you’ll hear in today’s episode. Some words from Braves manager Brian Snitker at Hank Aaron’s memorial service. Then you’ll hear what happens when Dr. Fauci and Matthew McConaughey walk into a bar. You’ll hear the “10 reasons Caddy hates clickbait,” or something. Jesse calls in to play a round of Can’t Beat Jack. 8-1 is the current record, and the category today is a b...

Nervous bladders and the response from Team Exotic

January 26, 2021 05:01 - 44 minutes - 61.3 MB

On this Tuesday episode of My Second Act you’ll learn the dangers of pet-friendly hotels, COVID travel insurance and why the Joe Exotic team is upset with Donna and Cadillac Jack.  To fulfill the semi-music podcast designation, there’s also some coverage of Eric Church’s upcoming triple album. Joanna Cotton came on the show a few months ago and talked about her experience helping Church on a 28-day music making marathon. The fruits of their labors are about to come to light with the 24-tra...

“The last message I have from Joe Exotic is, ‘I hope you enjoy your package.’”

January 21, 2021 05:01 - 44 minutes - 61.1 MB

Have you heard about pomping? Used paper mache recently? Take money from Big Oil and Gas? This is the podcast for you.  Not really but it’s all addressed today as Donna and Cadillac Jack hit the studio for My Second Act. Carpool being back in and the Presidential inauguration have Caddy feeling some typa way. So much so, that he’s on a Dude Wipes binge. One big turning point has been that Joe Exotic didn’t get a pardon. Executive Producer Carl Appen chimes in because he used to be pen pals...

Bun's first show

January 19, 2021 05:01 - 37 minutes - 51.5 MB

Search Donna and Caddy on Spotify to find “Part Deaux” of the podcast’s hype song playlist. On it you’ll find Morgan Wallen, Carrie Underwood and Marvin Gaye. Plus a few other artists that fit in between.  It’s inauguration week here in the United States. There a few reasons to be excited about it (like cable news critics) and some reasons not to. One plus side for Donna, Caddy and the whole second act is that the pledge of allegiance will be led by North Fulton resident Andrea Hall, the f...

It’s not baby or margarita, nor corn nor whiskey

January 14, 2021 05:01 - 46 minutes - 64.6 MB

Are you tired? Are you done with being stuck in your house? Do you like swapping? Donna has just the thing for you.  It’s the intro that’ll get you acquainted with Cadillac Jack: My Second Act. After that, we listen back to the interview with Mark Wills and remember how much the touring industry has changed. Here’s a hint- $39.7 Billion. The good news is that the all-high (Dr. Fauci) has a prediction on when the stage will return to normal. To fulfill our obligation as a semi-music podcast...

One deer was harmed in the making of this Second Act

January 12, 2021 05:01 - 50 minutes - 70.2 MB

Donna and Cadillac Jack are back in the swing of things for this Second Act. It’s a helluva feat, because they arrived at the studio a bit frazzled. You’ll hear why within the first four minutes.  To fulfil the semi-music designation of the podcast, the Jacks move on to covering some recent divorcees and top artists of 2020. Plus one top divorced artist of the year.  Then, we address the theme of pandemic babies. That is, the idea that men are flying all over the place because folks are ...

Do you have a Glock in there?

January 07, 2021 05:01 - 50 minutes - 70 MB

There are new music releases coming up. For Morgan Wallen, the release came a bit *too* soon. To fulfill the show’s designation as a semi-music podcast, Caddy and Donna explain how Walmart leaked some Wallen.Then, what’s the highest pre-added country album in the history of Apple Music? What does “pre-added” mean? More questions answered in the semi-music segment. After the turn, Melissa calls in to play a quick round of Can’t Beat Jack. Despite her collusion with Donna, the two face a hard ...

Not the first inappropriate dream about Justin Bieber

January 05, 2021 05:01 - 48 minutes - 66.9 MB

Donna has been getting spammed by her friends Raphael, Kelly, Jon and David. Cadillac Jack hasn’t heard a peep. Tune into today’s My Second Act while Georgia’s voters head to the polls to declare their favorite friend of Donna. The spending on political ads has become incredibly high and Donna gives some insight on how special issue advertising can work in the broadcast industry.  It’s 2021 and the Jacks have some strong, encouraging words to start the new year. After the intro Cady shares...

“The Atlanta Falcons killed my dog, Cadillac.”

December 31, 2020 05:01 - 57 minutes - 79.1 MB

The final Second Act of 2020 does not disappoint. Donna and Cadillac jack open up with some Kip Moore before addressing what’s going on in Nashville. Then our honorary foreign correspondent Tug Cowart calls in from his trip to Bosnia (sorry about the service). They talk about the trio’s most used emojis, the passing of Phil Niekro and their closing thoughts on 2020. Or as Tug says, “2020-won.” Wait til the end of the call to hear about Tug’s new pup and a reminder of what happened to his las...

“Have you ever thought about smothering me with a pillow?”

December 29, 2020 05:01 - 32 minutes - 45.4 MB

To the parents listening- how closely do you pay attention to the appropriation of Christmas presents? Are you on the Donna side of the spectrum or Cadillac Jack’s? After running through the balance, the Jacks talk about pillow-smothering conspiracies and a CEO’s sink drinks. It’s an odd start to the show. The show moves right along and answers Caddy’s question about losing his load. Officer Phil Ritchey fills in the blanks. If you listen closely about 16 minutes in you’ll hear why the Boy...

Who got the clap(per) for Christmas?

December 24, 2020 05:01 - 29 minutes - 41.1 MB

It’s a short and sweet show on My Second Act, the day before Christmas. Here’s a rundown of what you can expect as you listen next to the yule log: Cadillac Jack’s prediction on Eric Church. Donna takes a tumble. Christmas treat #1. Donna’s Appy segment - a keeper for all of your deepest secrets. Sorta.  Donna makes the (Dallas Cowboys Cheer) team.  Christmas treat #2.  Caddy and Donna go up and down the radio dial with some industry news, including a never-before-told story abo...

Ok, who mailed Donna a fruitcake?

December 22, 2020 05:01 - 47 minutes - 65.8 MB

Someone mailed Donna a fruitcake. So if that’s you, thanks! Also, why? To fulfill our semi-music category, there a couple industry hits on the agenda: ERNEST, a new country artist inspired by a blend of Eminem and George Strait.  Thomas Rhett is off Instagram and his fans are off Thomas Rhett  A new piece from Eminem himself Caddy and Donna went on vacation but went incognito. Would you go to Disney World right now? Would you really?  Postal workers must be done. They’re really ove...

“Have you been in a courtroom recently?”

December 17, 2020 05:01 - 47 minutes - 65.5 MB

Disclaimer: If you’re Donna’s InstaShopper, please don’t listen to this episode. Jeannie comes on the show to play a quick game of Can’t Beat Jack. Caddy may be headed to court. It’s quite a show today on My Second Act.  Charley Pride has passed away. The Country Music Awards insist that protocols were followed after he attended the event. Maren Morris introduced some concerns on twitter (now deleted) that have lead to responses from the Awards, artists and other industry professionals. Af...

Giving it all away on the way to Western Sizzlin’

December 15, 2020 05:01 - 42 minutes - 58 MB

Eric Church dropped a new song ten minutes before this episode was recorded. So, you could say there was a lot on the mind. Here are a couple things that were covered across (a pretty large) spectrum:  The moral legality of fireworks.  Dua Lipa.  Taylor Swift’s new project. (Of the 15 new songs on the album, 6 of them got explicit stamps.)  More on the Carl Lentz situation intro’d last week.  Cadillac Jack’s Taylor problem. (By that we mean he consistently drops names throughout th...

“I’m savage, bushy, itchy and occasionally b****y.”

December 10, 2020 05:01 - 50 minutes - 69.4 MB

If you listen to one episode of Cadillac Jack: My Second Act, it should be this one. Here are a few things covered, as they speak for themselves:  A few picks on Donna’s Christmas wishlist. Hint: Caddy says no.  Billboard’s Best Songs of 2020, including a segment that could land all of us in a lawsuit with Megan Thee Stallion.  CHRISTMAS TREE SHOPPING SOLO. DEPRESSING. DON’T EVER CALL ME SCROOGE AGAIN. (Programming note: That’s word for word how the segment appeared on the run of show...

Broke my rib moving a tweaker

December 08, 2020 05:01 - 51 minutes - 70.8 MB

Apple classifies My Second Act as a semi-music podcast. That designation is earned on today’s show, which covers Morgan Wallen, Sam Hunt, Old Dominion and a lot more.  The episode starts off with Morgan  Wallen’s return to SNL. It’s a broadcast segment but music is reinforced with the news that Bob Dylyn has sold his entire catalog. One more time: Bob Dylan is selling his entire catalog of music. Donna and Caddy talk about the deal and its implications, along with its comparison with a sim...

Just a couple of superspreading swingers

December 03, 2020 05:01 - 54 minutes - 75.1 MB

It’s the time of year when Donna is feeling like Uncle Charles. A celebrity is asking for a seven-figure child support agreement. Spotify is wrapping everyone up. All that plus Cadillac Jack outing himself on this episode of My Second Act.  The show starts off with a musical recap of 2020. Caddy and Donna look  at what hits have come out of the year and what they’ve been listening to the most. There’s a quick segment on what has happened to Caddy’s masks. It’s a messy one. After it ends, C...

An introduction to How To Get Away With Murder

December 01, 2020 05:01 - 40 minutes - 56.6 MB

The combination of Donna’s Christmas love and Caddy’s True Crime obsession has lead to a new tradition in the Jack household.  You could get away with a lot of things- possibly even a murder. One of the Jacks has thought it through. The first, dark segment of the show teases us along that perfect plot.  To fulfil our obligation as a semi-music podcast, the following segment runs through the recent Grammy nominations. You’ll hear why artists do some of the things they do, including their ...

Yule logs and Tonka toys, a Thanksgiving special

November 26, 2020 05:01 - 41 minutes - 56.7 MB

It’s time for some Thanksgiving mishaps. Caddy and Donna celebrate the day by reflecting on a few historical uh-ohs that have occurred over the years. Just for the record: It’s important to remove the bags and packaging from turkeys before cooking.  Speaking of burnt birds, the next segment moves to cover Justin Bieber. Donna is a fan but worries about whether or not people take the artist seriously.  Bars, vacations and quesadillas during a pandemic. Cadillac Jack is familiar with all o...

Honey baked and chicken fried

November 24, 2020 05:01 - 47 minutes - 65.2 MB

Donna and Caddy brought their ham receipts on today’s episode of My Second Act. It’s a quick coverage of all things Honey-Baked, including what to do if you (or your hubby) forgets to order one.  Then Donna tells the story of what Olivia thought of Zach Brown and the time she got to meet him at the station. One big happy Zamily here on the My Second Act podcast.  The first major segment of the show covers the University of Georgia and why it’s admission process is similar to The Bachelor...

Today’s Grand Prize: a parking spot at the Mall of Georgia

November 19, 2020 05:01 - 45 minutes - 62.7 MB

Donna is used to plotting and planning, which is something that has gone out the window. This year it will affect her Black Friday shopping, and Cadillac Jack’s Cyber Monday experience. It reminds him of a time when an old Program Director made a judgement call and had Caddy working the holiday. The question is, should My Second Act also give away a parking spot?  Then it’s time to talk about Taylor Swift. Her catalogue has been unwittingly sold. Again. Caddy and Donna cover the news with ...

The wink and why Donna was the only one who caught it

November 17, 2020 05:01 - 50 minutes - 69.2 MB

There’s something about Thomas Rhett. When artists get rolling they have a tendency to consistently put out fantastic material and that’s exactly what is happening with Thomas Rhett. That’s the first topic touched on during today’s Second Act.  The conversation kicks off Donna and Caddy’s recap of the CMAs. There was a lot to cover, including how artistic Eric Church can be outside of music, and it’s all discussed on the show. Despite how the public responded to the awards (so says the rat...

Live from the Four Seasons Landscaping and Probation Office, it’s Cadillac Jack

November 12, 2020 05:01 - 52 minutes - 72.4 MB

One, two, three, four, five, six… or something. With all the counting going on these days, Donna is having nightmares of her time as UGA Zeta’s rush chair. She’s also consistently asking herself W.W.D.P.D. For those who don't already know, that’s “What would Dolly Parton do?”   The Country Music Awards have not escaped the effects of COVID-19. Artists have dropped out and performances have been moved around. The next episode of the podcast will feature a recap of the awards, as well as a q...

DECLASSIFIED: It's time for Cadillac Jack to get something off his chest.

November 10, 2020 05:01 - 45 minutes - 63.1 MB

You called. We listened. The verdict is in and the episode has been declassified. Here's what Cadillac Jack had to get off his chest... Cadillac Jack is under the gun. It doesn’t take long, though, for him to admit he knew it was coming. Caddy has been busted. Today’s Second Act starts off with Cadillac Jack under the gun. It doesn’t take long, though, for him to admit he knew it was coming.  After the brief confessional, Caddy and Donna move on to welcome Charlotte to the studio for a f...

Nothing is worse than having the smallest tree in the room. 

November 05, 2020 05:01 - 44 minutes - 60.7 MB

Cadillac Jack has been trying to suppress Donna’s vote all week. At the same time it was Caddy whose ballot was flagged when he got to the precinct. We’ll see which one will end up on the rolls.  Eric Church has a few new songs out. Caddy thinks that means he has a double album in the pipeline. That’s because Eric Church with no street week, promotion or interviews, dropped Mr. Misunderstood.  The show takes a turn and dives into the dichotomy or Scooter Braun, Scott Borchetta and Taylor...

Naked, afraid and on air with a presidential body double

November 03, 2020 05:01 - 35 minutes - 48.9 MB

There was a horrible storm in the southeast- Tropical Storm Zeta. Some of its effects were felt by Donna and Cadillac Jack.  After giving a brief report, Caddy and Donna move on to covering how it relates to Naked and Afraid. Let’s put it this way- if you were on the show, how much pixelization would you need? We make this promise to you: there is (almost) no talk of the 2020 election on this podcast. The one time it does come up today is when Donna pitches her theory that Melania Trump ...

“It’s very nice.” - Borat, Kazakhstan and Cadillac Jack

October 29, 2020 04:01 - 47 minutes - 66 MB

Christmas has been cancelled for the Jacks. Roscoe had to go to the emergency room and his treatments drained the holiday slush fund. He’s doing much better now but it goes to show: be careful what you get into in Cadillac Jack’s backyard.  After filling everyone in on Roscoe’s status, Caddy and Donna move on to Borat. Whether you’re a fan or not, everyone must acknowledge the strength of the work. If the Tourism Department for Kazakhstan can appreciate it, so can you. That’s why the segme...

Interview: Mark Wills and the state of the music industry

October 27, 2020 04:01 - 1 hour - 88.3 MB

On this special show of the My Second Act podcast, Mark Wills sits down (virtually) with Donna and Cadillac Jack.  You’ll be surprised to hear what it’s like to have your world inverted as a touring musician, to interact with fans through a new channel (From The Bunker!) and to travel the country with your family in an RV…. for fun. This is an episode of Cadillac Jack: My Second Act that you won’t want to miss. 

Taking the Mercedes-Benz sprinter van over to the nudie campground

October 22, 2020 04:01 - 47 minutes - 65.2 MB

Would you ever join a nudist colony? What about visit a nude beach? What’s the difference? Donna and Cadillac Jack start the show answering those questions. Unfortunately there aren’t any tips on how to hold the cup of coffee.  Then some quick hits from Garth Brooks, Mariah Carey and Rich Robinson. It makes Donna ask if popular music will ever be the same. Find out November 20th with Garth.  The show is excited to have Mark WIlls on next week to talk about what these past months have bee...

18th Century erotic poetry with Ben Burnett

October 20, 2020 04:01 - 41 minutes - 56.7 MB

Have you ever been in the bar, barefoot, at last call, when the Cowboys show up? Donna has, and knows it has happened to Caddy too, because she was with him when it happened.  Believe it or not there was a time when some Florida Georgia Line was considered “new country” and certain radio stations wouldn’t play it. Bet that has changed since then. Caddy and Donna talk about it and why it’s important for songs to have an intro. Here’s a hint: without an intro it’s impossible for radio to sel...

Cadillac Jack tested positive. Well, so says Cadillac Jack.

October 15, 2020 04:01 - 48 minutes - 66.6 MB

Caddy is self-diagnosing. This week the ailments have been racking up and Cadillac Jack knows what prescription he needs.  It’s important for folks to bank their fame. Whether industry-deep personalities or organic rising  stars, you never want to be the last person at the party. Well, unless you’re Cadillac Jack. On a serious note, handling fame and admiration well is a trait that can end up being very useful. With a few exceptions, Caddy has been blessed to have high quality coaches an...

It’s time for Cadillac Jack to get something off his chest.

October 13, 2020 04:01 - 45 minutes - 61.8 MB

The secret is out. Caddy has been busted. Today’s Second Act starts off with Cadillac Jack under the gun. It doesn’t take long, though, for him to admit he knew it was coming.  After the brief confessional, Caddy and Donna move on to welcome Charlotte to the studio for a few playlist additions. It transitions well into a short segment on what it’s like to take your kids to the doctor. Or your husband to the doctor. Or the doctor to your husband.  Then Caddy brings a couple Quick Hits to ...

BONUS: How CBD can help your life with Cadillac Jack

October 10, 2020 12:00 - 20 minutes - 27.9 MB

Christy and Richard Roth join Cadillac Jack in the studio for this bonus episode of My Second Act. The three of them chat about CBD as the Roths answer questions from listeners. You'll hear about the difference between products, what they can treat and why it's so important to buy CBD from folks you trust.  Go Like the Hemp Farmacy and win a Halloween gift basket at the end of the month. Questions? Give them a call at 770-676-0853.     

The night Donna took flowers to David Lee Roth

October 08, 2020 04:01 - 52 minutes - 72.2 MB

Eddie Van Halen passed away. Caddy and Donna speak about the history of Van Halen and some of their own memories surrounding the group. Donna collected, saved and then camped out in a Ford Expedition to see Van Halen. That last one actually resulted in a short-fused relationship. Then Donna and Caddy talk about Nathan Apodaca, a father from Wyoming whose love of Ocean Spray Cranberry Juice has paid off. It’s a light, heartwarming story that’ll give you a smile and boost Fleetwood Mac’s str...

Everyone needs a shot of Betsie.

October 06, 2020 04:01 - 50 minutes - 69 MB

On this Second Act you’ll get a few potty jokes and one quick game of Can’t Beat Jack.  Have you ever had to make a call from inside the restroom? Well, you’re not alone. Be careful tuning in to the first segment of the show, when Caddy and Donna cover a recent trip to Benihana.  Moving right along, the show plays a new game: Are You Smarter Than A [6th] Grader? It’s because there was recently an article that has everyone worried. Apparently the average parent is no better at math or sci...

Saturday Night Live is going to be really good this weekend. 

October 01, 2020 04:01 - 46 minutes - 64.6 MB

Have you ever been asked to play beer pong at 1 PM in the afternoon? What about poker? For Donna the answer is yes- both happened this week.  The first presidential debate was Tuesday and that only means one thing- Saturday Night Live is going to be really good this weekend. Caddy and DOnna run through a couple clips from the “debate” and talk about some of the more serious implications. Then you’ll here a couple lighthearted clips that will definitely catch jokes on SNL (which returns thi...

How much would you pay for the last piece of Michael Jackson?

September 29, 2020 04:01 - 44 minutes - 61.4 MB

It’s a tough show today on Cadillac Jack: My Second Act. Everything gets rolling when Donna brings to the table a story of a man who just didn’t want to get rescued. If it was Caddy in the quarry, she would have been ticked. If it was Donna, she wouldn’t have wanted anyone to intervene.  After explaining that one particular difference between men and women, the Jacks move to covering a few quick hits: some NYC policies regarding certain public actions and a new Michael Jackson “souvenir” f...

Unlike Joe Rogan, we can say whatever we want.

September 24, 2020 04:01 - 51 minutes - 71.4 MB

Donna is going grave robbing before the bodies are even warm. She’s headed into cubicles looking for keyboards, pens and left behind medicine balls.  It’s Alicia Keys’ street week. If you’ve been keeping up with this semi-music podcast, you’ll know that means Alicia has an album coming out. It’s also the first street week we’ve seen since the pandemic (or whatever you’d like to call it) interrupt the norm. It is the first time Caddy and Donna see an answer to their question: will the enter...

Trazzies and Ding-a-Lings

September 22, 2020 04:01 - 55 minutes - 75.9 MB

Donna and Caddy are having some food fights. Donna thinks that Roscoe undervalues Boars Head. Caddy had to leave dinner the other night because of some particular taco shells.  There is a lot of tossing and turning going on upstairs at the Jack house. On the following segment, Caddy talks through some of the possible reasons.  Tug Cowart phones into the show to recap the Academy of Country Music Awards and play a round of You Can’t Beat Jack. That’s the new and totally original 20-second...

EARLY: Caddy and Donna's recap of the 2020 ACM Awards

September 18, 2020 22:00 - 25 minutes - 35.2 MB

As a treat we're releasing this bonus episode of Cadillac Jack: My Second Act early! Tune in for a quick recap of the 2020 ACM Awards. 

Five seconds of frisky Fall

September 17, 2020 04:01 - 49 minutes - 68.6 MB

McDonalds has gone mining. Their partnership with Travis Scott has taken a turn that, according to Caddy, is dastardly brilliant. It all started a few months ago when the rapper blew off social distancing, pulled up in a Lamborghini and looked for a burger. Donna explains why the event’s origins might be a little different and thinks it’s the kind of marketing the money can’t buy.  The topic blends perfectly into the best segment of My Second Act: Donna’s Appy. Hear about a new way to care...

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