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All Episodes

Jen & Tim Show — 520 episodes

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Title
1

Jen & Tim Show: Man Pregnant

2

Trump Toohey: What TV series made Shailene Woodley widely known as a teenager?

3

Jen & Tim Show: Cream Team or Scoop Squad?

4

Trump Toohey: Nicole Williams English really rose to prominence starring in which reality show that aired on E!?

5

Jen & Tim Show: Gettin' Dirty

6

Trump Toohey: What is the last name of the family featured in the 'Little House On The Prairie'?

7

Jen & Tim Show: Stevie's new alarm clock

8

Trump Toohey: Anya Taylor-Joy starred in which 2020 Netflix series as a chess prodigy?

9

Jen & Tim Show: Snack Driven Man

10

Trump Toohey: Which Minion often acts like the leader of the group?

11

Jen & Tim Show: Smells like toes

12

Trump Toohey: Thursday, May 7, 2026

13

Jen & Tim Show: This show has issues

14

Trump Toohey: What is the title of Stevie Nicks’ debut solo album?

15

Jen & Tim Show: The Pokey Pen and Clicking Thing

16

Trump Toohey: Benji Madden is best known for co-founding which rock band with his identical twin brother Joel?

17

Jen & Tim Show: Stranded by Spirit

18

Trump Toohey: What magical object allows the Pevensie children to enter Narnia?

19

Trump Toohey: The People's Prize has been CLAIMED and Jen had her 600th LOSS!

20

Jen & Tim Show: We are BACK from Jamaica! Tim almost didn't make it home...

21

An All-Inclusive Music Festival in Jamaica is a THING!

22

Jen & Tim talk snakes and going on ATV's in Jamaica

23

The Hotel Manager of Beaches Negril joined Jen and Tim to talk food and entertainment

24

Jen & Tim talk with Fiona about Jamaican tourism and the beautiful sunsets

25

Jen & Tim live in Jamaica talking food & culture

26

Trump Toohey: Maura Higgins gained stardom from which reality show about finding love?

27

Jen & Tim Show: Passport Drama

28

Trump Toohey: Over or under 15 Grammy wins for Alicia Keys?

29

Jen & Tim Show: Are you a Jen or a Tim?

30

Trump Toohey: Name the primary fragrance launched under Kylie Jenner's brand, which debuted in 2024.

31

Jen & Tim Show: Stevie's Major/Minor Problems

32

Trump Toohey: Christina Applegate's last major acting role is her starring performance as Jen Harding in the which Netflix series that ended in 2022?

33

Jen & Tim Show: Our boss has an announcement for us...

34

Trump Toohey: Which state would you find Coachella?

35

Jen & Tim Show: Our boss has some news for us...

36

Trump Toohey: What did Snoop Dogg change his name to in 2012?

37

Jen & Tim Show: The Whale Fall

38

Trump Toohey: What is the name of the hotel manager in Season 1 of “The White Lotus”?

39

Jen & Tim Show: Tube of Chocolate

40

Trump Toohey: Jonathan Groff voiced the character Kristoff in which Disney animated film series?

41

Trump Toohey: Nick Jonas is set to star in a new untitled Netflix romantic comedy marking his latest move in an increasingly busy film career. Jonas is also set to reprise his role in this franchise of films later this year, alongside Dwayne Johnson?

42

Jen & Tim Show: The swings, the pars and the birdies

43

Trump Toohey: Who won last season of American Idol?

44

NASA's Darcy DeAngelis talks all things Artemis

45

Jen & Tim Show: First Job Friday

46

Trump Toohey: Which U.S. state is famous for loving Jell-O so much it made it an official snack?

47

Jen & Tim Show: Parking meter drama is back

48

Trump Toohey: Which political drama series did Michael J. Fox star in during the 1990s?

49

Jen & Tim Show: Watch List

50

Trump Toohey: How many kids does Meryl Streep have?

51

Jen & Tim Show: Should Tim get a Hello Fresh subscription?

52

Trump Toohey: What 2007 musical comedy film featured Amanda Bynes alongside Zac Efron and Nikki Blonsky?

53

Jen & Tim Show: Pothole Patrol

54

Trump Toohey: Which crime drama is Shemar Moore best known for starring in as Derek Morgan?

55

Jen & Tim Show: Guards Home Opener and Final Fish Fry Friday

56

Trump Toohey: John Travolta played the role of Danny Zuko in which 1978 Musical/Comedy film?

57

Jen & Tim Show: The Producer vs. The Pothole

58

Trump Toohey: Madelyn Cline is known for her role in which Netflix original teen drama?

59

Jen & Tim Show: Dental Update

60

Trump Toohey: Which 2022 song helped Noah Kahan gain major popularity on social media?

61

Jen & Tim Show: Where do you hide food?

62

Trump Toohey: What is the first name of the character played by Eric Dane on 'Euphoria'?

63

Jen & Tim Show: Roll It Back Up!

64

Trump Toohey: What platform at King’s Cross Station does the Hogwarts Express depart from?

65

Jen & Tim Show: We are ancient

66

Trump Toohey: Pamela Anderson starred in which series about lifeguards who patrol beaches in LA?

67

Jen & Tim Show: Have you ever been called the wrong name?

68

Trump Toohey: Which hit TV show made Lea Michele famous?

69

Jen & Tim Show: Know the Show

70

Trump Toohey: What Disney Channel show did Dylan Sprouse star in with his twin brother Cole?

71

Jen & Tim Show: Colonel's Favorite Jellybean

72

Trump Toohey: One of Jessica Biel's biggest roles includes her role as Mary Camden on which show?

73

Jen & Tim Show: The Match

74

Trump Toohey: Simon Baker is best known for his role in which show that ran for 7 seasons on CBS?

75

Jen & Tim Show: Fragment Friday

76

Trump Toohey Redemption Week: Elaine and Jon

77

Jen & Tim Show: What is Liu?

78

Trump Toohey Redemption Week: Jackie and Shaun take on Jen in studio

79

Jen & Tim Show: THE BIG BOOM!

80

Trump Toohey Redemption Week: Lisa and Mason

81

Jen & Tim Show: Rough Beef

82

Trump Toohey: Day 2 of Redemption Week with Kayla of Perry and Sarah of Parma Heights

83

Jen & Tim Show: What's in the box!?

84

Trump Toohey: Redemption Week Day 1 with Ivanne and Nancy!

85

Trump Toohey: A sweet tribute in the Osbourne family. Jack Osbourne and his wife have welcomed a baby girl and named her Ozzy Matilda, honoring his late father, rock legend Ozzy Osbourne. Ozzy’s wife, Sharon, was a judge on two talent competition shows.

86

Trump Toohey: Pop star Harry Styles is building buzz around his new album, Kiss All The Time, Disco Occasionally, which was released last week. In 2023, Styles won album of the year at the Grammy awards for which album?

87

Trump Toohey: Katherine Heigl made her first public appearance in two years at a charity fundraiser. The actress previously mentioned life away from the spotlight has brought her “peace” and “joy”. What was the first name of her character’s name on Grey’s

88

Trump Toohey: Cleveland Heights native Travis Kelce is expected to return to the Chiefs - this will be his 14th NFL season. What’s the name of the podcast he co-host with his brother?

89

Trump Toohey: Saks was one of the two anchor stores at Beachwood place when it opened in 1978. What was the other store?

90

Trump Toohey: What is the name of the iconic bag behind designer Chloé?

91

Jen & Tim Show: Refuse the cruise

92

Jen & Tim Show: Jen's packing guide

93

Trump Toohey: Which pop star was Josh Duhamel married to from 2009 to 2019?

94

Jen & Tim Show: March It Up!

95

Trump Toohey: Beyhive refers to the fans of which female artist/singer?

96

Jen & Tim Show: Clone or Carrey?

97

Jen & Tim Show: Water Hole to Water Hole

98

Trump Toohey: In 2024, Paul Mescal starred in the sequel to which epic historical film?

99

Jen & Tim Show: Dirty Mouth, Dirty Feet

100

Trump Toohey: Who were two of the main cast members from Season 1 of Laguna Beach?

101

Jen & Tim Show: Wu-Tang Clan and INXS

102

Trump Toohey: Donovan Mitchell is engaged to which Grammy-winning singer and actress?

103

Jen & Tim Show: Bird Bracket

104

Trump Toohey: Harry Potter was sorted into which house at Hogwarts?

105

Jen & Tim Show: Flock Fail

106

Trump Toohey: Harry Styles’ acting career includes an appearance in which Oscar winning film directed by Christopher Nolan?

107

Jen & Tim Show: Goose Springsteen, Winnie and Miss. Vickie

108

Trump Toohey: What are Barry Manilow fans called?

109

Jen & Tim Show: Seat of anxiety

110

Trump Toohey: What is the name of the spork character that was introduced in “Toy Story 4”?

111

Jen & Tim Show: Airport Theory

112

Trump Toohey: Does Kristen Bell voice Anna or Elsa in the “Frozen” films?

113

Jen & Tim Show: Pączki Problems

114

Trump Toohey: Which Hemsworth brother plays the role of Thor?

115

Jen & Tim Show: Built Different

116

Trump Toohey: Which award-winning dystopian series became one of Hulu’s first major originals?

117

Jen & Tim Show: Who stole Producer Stevie's snacks!?

118

Trump Toohey: What movie did Harry Styles star in alongside Florence Pugh in 2022?

119

Jen & Tim Show: What is the point of a long-stem rose?

120

Trump Toohey: The series ‘XO, Kitty’ is a spin-off of which popular romance Netflix film series?

121

Jen & Tim Show: McDonald’s Caviar and Minty Goodness

122

Trump Toohey: Brendan Fraser has an Oscar for “Best Actor” for which 2022 film?

123

Jen & Tim Show: What's in the crack?

124

Trump Toohey: What clip-based comedy show did Bob Saget host?

125

Jen & Tim Show: Chesty and Browy

126

Trump Toohey: Which 2005 comedy stars Rachel McAdams alongside Owen Wilson and Vince Vaughn?

127

Trump Toohey: What is Captain Jack Sparrow’s ship called?

128

Trump Toohey: Who won 'The Voice' Season 3 and later appeared on Broadway?

129

Trump Toohey: Which male artist took home the Best New Artist award at the Grammys in 2017?

130

131

Trump Toohey: Who was the head coach of the Cleveland Cavaliers in 2016 when they won the championship?

132

Jen & Tim Show: Bowl in the Hole

133

Trump Toohey: Which popular Netflix dating show features singles dating in pods unable to see each other?

134

Jen & Tim Show: Pogoliers

135

Trump Toohey: Which popular TV series did Lainey Wilson appear in as a recurring character?

136

Jen & Tim Show: Ocular Superhero and Snow Day Drama

137

Trump Toohey: Quinta Brunson plays the role of Janine in which sitcom?

138

Jen & Tim Show: Bed bugs of the snow

139

Trump Toohey: Which musical received the most Tony nominations ever?

140

Jen & Tim Show: Watch out for exploding trees!!

141

Trump Toohey: Nicholas Galitzine starred in the film ‘The Idea of You’ alongside which famous actress?

142

Jen & Tim Show: We play dumb games

143

Trump Toohey: What fashion magazine did Harry Styles become the first solo male cover star of?

144

Jen & Tim Show: Head Hole and a Neck Cave

145

Trump Toohey: Martin Short appears in Santa Clause 3 as which antagonist trying to take over Christmas?

146

Jen & Tim Show: Soup You Can Suck!

147

Trump Toohey: What is the name of Lizzie McGuire's nerdy but loyal best friend?

148

Jen & Tim Show: Neighbor Number 102

149

Trump Toohey: Which girl group sang the song “I’m In Love With a Monster” for the soundtrack to Hotel Transylvania 2?

150

Jen & Tim Show: Great day for a heated blanket!

151

Trump Toohey: Fans of Jason and Travis Kelce’s podcast are called what?

152

Jen & Tim Show: Heated and Sheeted

153

Trump Toohey: What is the first name of the character Kaley Cuoco played in 'Big Bang Theory'?

154

Jen & Tim Show: Don't need to scrub them to love them

155

Trump Toohey: What is the Apple TV sitcom series about a soccer coach called?

156

Jen & Tim Show: Jen the Brick

157

Trump Toohey: Ariana Grande is known for which signature hairstyle early in her career?

158

Jen & Tim Show: Tim is judging Jen for her latest purchase

159

Trump Toohey: Nikki Glaser was born in which city in Ohio?

160

Jen & Tim Show: Snow blowing drama

161

Trump Toohey: Which Girl Scout cookie is described as a crispy cookie layered with peanut butter and covered with a chocolaty coating?

162

Jen & Tim Show: It's baaaaaack!

163

Trump Toohey: Which actress stars alongside Sydney Sweeney in ‘The Housemaid’ as the character Nina?

164

Jen & Tim Show: Air fryer hacks

165

Trump Toohey: Which day in 1983 did Will Byers vanish?

166

Jen & Tim Show: The door is ajar

167

Trump Toohey: What is the name of Hannah Montana’s bodyguard in the show?

168

Trump Toohey: What is the name of Beyoncé’s athleisure clothing line that has had partnerships with brands like Adidas?

169

Trump Toohey: What is the name of Dunkin’s bite-sized donut holes?

170

Lunar Family Lights, winners of 'The Great Christmas Light Flight' in Willoughby, talk why they had to close early

171

Trump Toohey: What do creators receive when they hit 100,000 subscribers on YouTube?

172

Trump Toohey: What character does Finn Wolfhard play on Stranger Things?

173

Jen & Tim Show: Hairy Flour

174

Trump Toohey: Which popular Christmas song features Ariana Grande singing with Kelly Clarkson?

175

Jen & Tim Show: Why didn't the handle pull down work?

176

Trump Toohey: In the song “Gaston”, what is one thing that no one does like Gaston?

177

Jen & Tim Show: Do you keep presents under the tree early?

178

Trump Toohey: What long-running HGTV series follows homebuyers choosing between three homes?

179

Jen & Tim Show: Jen got her 2,000th win in Trump Toohey! What did Tim get her to celebrate?

180

Trump Toohey: What 2015 romantic comedy starred Amy Schumer as a commitment-phobic journalist?

181

Jen & Tim Show: Tim went shopping, but didn't know it

182

Trump Toohey: Demi Lovato starred alongside Selena Gomez in which 2009 Disney channel movie?

183

Jen & Tim Show: Jen's Pinterest fail

184

Trump Toohey: What is the name of Blake Lively’s character on Gossip Girl?

185

Jen & Tim Show: White Elephant Gift Ideas

186

Trump Toohey: Howie Mandel is most notably known for hosting which game show?

187

Jen & Tim Show: Does Tim have dirty socks?

188

Trump Toohey: Which fast food company collaborated on a special meal with 'Five Nights at Freddy’s'?

189

Jen & Tim Show: Santa Claus is coming to…. the studio!

190

Trump Toohey: What city does Kevin accidentally fly to in 'Home Alone 2'?

191

Jen & Tim Show: Will the annual Christmas Card be ready in time!?

192

Trump Toohey: What actress plays the role of ‘Emily’ in Emily in Paris?

193

Trump Toohey: What is the name of Clark’s cousin who shows up uninvited in 'National Lampoon’s Christmas Vacation'?

194

Trump Toohey: Millie Bobby Brown and Noah Schnapp are co-stars on which popular Netflix original series?

195

Trump Toohey: What is the name of the rabbit police officer in Zootopia?

196

Trump Timmay: Which 2001 romantic comedy starred Jennifer Lopez opposite Matthew McConaughey?

197

Jen & Tim Show: Holiday Travel Debate

198

Trump Timmay: What is the name of the sci-fi film that Glen Powell stars in as Ben Richards?

199

Trump Timmay: What streaming service would you find 'Beast Games' on?

200

Jen & Tim Show: CHRISTMAS MUSIC IS HERE!

201

The FINAL Day of Trump Toohey Redemption Week with Angelina and Alecia!

202

Jen & Tim Show: Jen has a Wicked problem

203

Trump Toohey: Jen tried to get redemption on Mary and Lisa. How did she do?

204

Jen & Tim Show: TikTok Junk

205

Trump Toohey: What is the name of the spinoff movie focused on Ashley Tisdale’s ‘High School Musical’ character?

206

Jen & Tim Show: We drank expired hot chocolate

207

Trump Toohey redemption week continues with Lori, John & his son Michael with back-to-back losses for Jen

208

Jen & Tim Show: Did you get 10-4'ed!?

209

First Day of Trump Toohey Redemption Week with Emily and Janet!

210

Jen & Tim Show: Selfies with Stevie

211

Trump Toohey: Boston Rob is best known for his time on which reality competition show?

212

Jen & Tim Show: Red Cup Drama

213

Trump Toohey: Meghan Trainor is married to Daryl Sabara, an actor known for his role in which franchise of films?

214

Jen & Tim Show: Netflix of the Mouth

215

Trump Toohey: Brittany Snow gained recognition from 1998-2001 for her role in which CBS Soap Opera?

216

Jen & Tim Show: Dupe-ish

217

Trump Toohey: What Nickelodeon TV show made Leon Thomas widely known to teen audiences?

218

Trump Toohey: What 2015 TV series marked Hilary Duff’s return to acting as Kelsey Peters?

219

Jen & Tim Show: Sunburn, UFO or caveman?

220

Jen & Tim Show: Shopping with Jen!

221

Trump Toohey: Shay Mitchell is best known for her role as Emily in which 2010 drama series?

222

Jen & Tim Show: Bailey or Brady?

223

Trump Toohey: What 2019 film earned Adam Sandler critical acclaim for his dramatic performance?

224

Jen & Tim Show: Handy Light

225

Trump Toohey: What Disney Channel show made Hilary Duff a household name?

226

Jen & Tim Show: Plain Bird and Potatoes

227

Trump Toohey: What is the name of the MTV show starring host Rob Dyrdek with his bodyguard?

228

Jen & Tim Show: We have a WINNER for Dead Guy In An Envelope!

229

Trump Toohey: Halloween Edition!

230

Jen & Tim Show: What can Aunt Jen do for you?

231

Trump Toohey: When saying “6-7” you also make a motion with which part of your body?

232

Jen & Tim Show: Another Producer Stevie tire update...

233

Trump Toohey: What was Al Bundy’s job on ‘Married with Children'?

234

Jen & Tim Show: Why do SO many people text THEMSELVES!?

235

Trump Toohey: What is the Pillsbury Doughboy’s official name?

236

Jen & Tim Show: Spookley the Square Pumpkin

237

Jen & Tim Show: Foo's or Goo's?

238

Jen & Tim Show: Should you quit your day job?

239

Trump Toohey: Bon Jovi was inducted into the Rock and Roll Hall of Fame by which long running shock jock that has been on SiriusXM for years?

240

Trump Toohey: Stevie Nicks is often nicknamed the “Queen of” what?

241

Trump Toohey: Stevie Nicks is often nicknamed the “Queen of” what?

242

Jen & Tim Show: Attack that bag

243

Trump Toohey: Which of the 4 theme parks at Disney World would you find the Soarin’ Ride?

244

Jen & Tim Show: Who even drinks a Whiskey Sour!?

245

Trump Toohey: Which state has the highest population? California or Texas?

246

Jen & Tim Show: Squeaky Shoes

247

Trump Toohey: Colin Jost has been married to which actress since 2020?

248

Jen & Tim Show: You can't backflip your way out of this one…

249

Trump Toohey: What is the name of the Holiday Rom-Com released on Netflix last year about a snowman coming to life?

250

Jen & Tim Show: Clammy Cleveland

251

Trump Toohey: What was the characters name that Lisa Ann Walter played in the 1998 film 'The Parent Trap'?

252

Jen & Tim Show: Dumpster buddies

253

Trump Toohey: What song did Demi Lovato release in 2013 that became one of her biggest hits and her second top-ten single on the Billboard Hot 100?

254

Jen & Tim Show: Turnpike drama

255

Trump Toohey: Diane Keaton starred alongside Steve Martin in which 1991 family comedy movie?

256

Jen & Tim Show: When can Tim open the box?

257

Trump Toohey: What is the name of the Rupunzel’s kingdom?

258

Jen & Tim Show: Pick Your Park(s)

259

Today's contestant during 'Cleveland, How Much Do You Make?' was a Logistics Technician

260

Trump Toohey: Ryan Murphy created which medical drama television series that ran from 2003 to 2010?

261

Jen & Tim Show: Tim's karma

262

Trump Toohey: How many letters are in each Wordle puzzle answer?

263

Jen & Tim Show: Tim has a surprise for Jen

264

Trump Toohey: What is the name of Ed Sheeran’s latest album released just weeks ago?

265

Jen & Tim Show: What was THAT!?

266

Trump Toohey: What is the name of the sarcastic and often mean attending doctor who mentors J.D. in the show 'Scrubs'?

267

Jen & Tim Show: Time to pay our dues…

268

Trump Toohey: What is the name of those charms you can easily add to Crocs?

269

Jen & Tim Show: Halloween Costumes & Bad TV Show Recommendations

270

Today's contestant during 'Cleveland, How Much Do You Make?' works as a Software Director

271

Trump Toohey: What is the name of Charlie Brown’s little sister?

272

Jen & Tim Show: Whip cream to the face

273

Trump Toohey: What type of bear is most commonly found in North America?

274

Cleveland, How Much Do You Make: Today's contestant works in Admissions Marketing

275

Trump Toohey: What is the name of the 2008 romance/drama film starring both Scarlett Johansson and Natalie Portman?

276

Jen & Tim Show: Timmy the Tiger

277

Trump Toohey: Selena Gomez voiced the character Mavis Dracula in which popular animated film series?

278

Jen & Tim Show: Tuna on a plane

279

Trump Toohey: Years ago on “The Muppets”, what was the name of the scientist who often worked with Beaker?

280

Jen & Tim Show: Bony the Rooster has been leashed

281

Cleveland, How Much Do You Make: Today's contestant has worked in construction for 43 years

282

Trump Toohey: Which famous supermodel was one of the first big faces of Maybelline in the 1990s?

283

Jen & Tim Show: We don’t know our fruits

284

Trump Toohey: What was Rihanna’s first U.S. number-one single on the Billboard Hot 100, back in 2006?

285

A Firefighter Lieutenant played a round of 'Cleveland, How Much Do You Make?'

286

Trump Toohey: In the 2023 live-action The Little Mermaid, which Disney villain did Melissa McCarthy play?

287

Jen & Tim Show: Stevie the Shaver

288

Trump Toohey: Approximately how many liters of beer are consumed during Oktoberfest each year?

289

Jen & Tim Show: Milky the Cow

290

Trump Toohey: Dolly Parton was inducted into the Rock and Roll Hall of Fame in 2022 by which pop star?

291

Trump Toohey: In a standard game of Battleship, which ship is the smallest needing only two hits to sink?

292

Jen & Tim Show: The Browns Beard

293

Trump Toohey: Which show that was a big winner from Sunday night’s Emmys can be found on HBO Max?

294

A Product Developer played a round of 'Cleveland, How Much Do You Make?'

295

Trump Toohey: Mariah Carey starred in which 2001 film loosely based on her career?

296

Jen & Tim Show: Something stinks…

297

Trump Toohey: Which Ariana Grande song spent seven weeks at No. 1 on the Billboard Hot 100 in 2019?

298

Jen & Tim Show: Apparently, you DON'T have to pay speeding tickets!?

299

Trump Toohey: Which famous actor plays the role of “The Penguin” in the TV series?

300

Trump Toohey: What instrument does Wednesday play throughout the series?

301

Trump Toohey: Which 2003 Hilary Duff film features her looking identical to a famous pop star in Rome?

302

Trump Toohey: Josh Dun is the drummer for which band from Columbus, OH?

303

Trump Toohey: Which two artists are currently tied for the most MTV Video Music Awards of all time, with 30 wins each?

304

Jen & Tim Show: Jen hates autopay

305

Trump Toohey: What breed of dog is Bluey?

306

Jen & Tim Show: The Cleveland Hole

307

Trump Toohey: The first ever winner of DWTS was which actress?

308

A Public Administrator Plays 'Cleveland, How Much Do You Make?'

309

Jen & Tim Show: Lock the door shows

310

Trump Toohey: Which war is the setting of the very first Call of Duty?

311

Trump Toohey: Jaws was what type of shark?

312

Trump Toohey: There’s a new Skelly in town - and this one is from Lowes. Remember we talked about the 12 foot Home Depot one? Well, Lowe’s has introduced theirs, and it’s a 20 foot inflatable that will cost you $269. Which month is Halloween?

313

Operations Manager at a Manufacturing Facility Plays 'Cleveland, How Much Do You Make?'

314

Trump Toohey: Billie Eilish dropping her very own “UNO Canvas Billie Eilish” deck, now up for pre-order on her site. In the game of UNO, how many cards are initially dealt to each player?

315

Trump Toohey: Taylors Version -- Travis initially tried to give Taylor Swift something at her concert that went viral. What was it?

316

Trump Toohey: Austin Butler was nominated for an Oscar for Best Actor for his portrayal of Elvis, but lost to Brendan Fraser for his role in which film?

317

Jen & Tim Show: Wheelies Down the Highway

318

Trump Toohey: Which 2019 monster movie featured Millie Bobby Brown as Madison Russell?

319

Jen & Tim Show: Misty in Mentor

320

Trump Toohey: Carly Rae Jepsen first rose to fame after placing third on what Canadian singing competition show?

321

The First EVER Jen and Tim Show Wood Quiz!

322

Jen & Tim Show: Hug, drink and muffins

323

Jen & Tim Show: Bloody Cookies & Fat Boy Sandwiches

324

A Carpentry Apprentice Played 'Cleveland, How Much Do You Make?'

325

Trump Toohey: Sabrina Carpenter voiced Princess Vivian on which Disney Junior animated series?

326

Jen & Tim Show: Cockroach to the neck

327

Trump Toohey: Jared Leto won an Academy Award for Best Supporting Actor for which 2013 film?

328

Trump Toohey: What is the name of Vans’ skateboarding competition and music festival that began in 1995?

329

Trump Toohey: What is the name of Snoopy’s yellow bird friend?

330

Trump Toohey: What Netflix movie made Noah Centineo a breakout star in 2018?

331

Trump Toohey: Which former SNL cast member went on to star in the Wayne’s World movies as Wayne?

332

Trump Toohey: What is the name of the evil ventriloquist dummy in many 'Goosebumps' books?

333

A Customer Service Representative played 'Cleveland, How Much Do You Make?'

334

Trump Toohey: Which movie earned Jordan Peele an Academy Award for Best Original Screenplay?

335

Trump Toohey: In the lullaby “Rock-a-Bye Baby,” where is the cradle located?

336

Trump Toohey: The main ranking system on Rotten Tomatoes is called what?

337

Trump Toohey: Who is the lead singer of Maroon 5?

338

Trump Toohey: Justin Timberlake’s 2003 song ‘Cry Me a River’ is rumored to be about his breakup with which popstar?

339

Trump Toohey: Dwayne ‘The Rock’ Johnson played a girl dad/ football star in which 2007 family comedy?

340

Jen & Tim Show: Expensive honeymoons & Jen's crazy packing hack

341

Trump Toohey: Adam Sandler’s highest grossing non-animated movie of all time, was which 2010 film?

342

Jen & Tim Show: Is Jen a Utah Mom?

343

A Communications Administrator played 'Cleveland, How Much Do You Make?'

344

Trump Toohey: Which TV dance competition show helped launch Tate McRae’s career back in 2016?

345

Jen & Tim Show: What do you do if you HATE your engagement ring?

346

Trump Toohey: What was the name of the character Adam Sandler played during his time on SNL who sang the news using Italian words?

347

Jen & Tim Show: Stamp Chat

348

Trump Toohey: Which city is the home of Browns training camp?

349

Jen & Tim Show: Browns making a splash and a Hopkins Hangout Pass

350

A Licensed Practical Nurse played 'Cleveland, How Much Do You Make?'

351

Trump Toohey: Which Midwest city is home to O’Hare International Airport?

352

Jen & Tim Show: Bony Rooster

353

Trump Toohey: What is the name of the popular ‘Breaking Bad’ spinoff prequel series?

354

Jen & Tim Show: Jen and the Dragons

355

A forklift operator played a round of 'Cleveland, How Much Do You Make?'

356

Trump Toohey: Jennifer Lopez was a backup dancer on which TV show before becoming a singer and actress?

357

Jen & Tim Show: Tim got 'jumped' in Times Square

358

Trump Toohey: What’s the name of the 2014 hit song by Iggy Azalea that featured Charli XCX?

359

Trump Toohey: Scarlett Johansson plays the lead role of Zora Bennett in which action film in theatres now?

360

Trump Toohey: Which actress earned an Oscar for her lead role in Black Swan?

361

Jen & Tim Show: Mom Dating and Guac-a-Mouth

362

Trump Toohey: James Blunt is best known for his 2004 breakout hit single titled what?

363

Jen & Tim Show: If you're engaged, are you off the market?

364

Trump Toohey: Which actor played the role of Harry Potter in all 8 of the films in the series?

365

Jen & Tim Show: Tim was right for the first time ever and a Superman review

366

Trump Toohey: Which country was Season 7 of Love Island filmed?

367

Jen & Tim Show: Cleveland is Metropolis

368

Trump Toohey: What is the name of the fictional hospital in the series Scrubs?

369

Jen & Tim Show: Wedding Drama and Superman

370

Trump Toohey: Which WNBA team does Angel Reese play for?

371

Jen & Tim Show: Fecal Beach and Poop Show

372

Trump Toohey: What is the name of Garfield’s yellow beagle best friend?

373

Jen & Tim Show: Age, Weight, Birthday

374

A Veterans Success Coach played a round of 'Cleveland, How Much Do You Make?'

375

Trump Toohey: Which movie, based on a Nintendo game, was a huge smash at the box office in 2023?

376

Jen & Tim Show: Two claws, two pretzels at Cedar Point

377

Trump Toohey: What is Ozzy Osbourne’s real first name?

378

Jen & Tim Show: Jen's husbands has a heavy box. What is in it?

379

A truck driver played a round of 'Cleveland, How Much Do You Make?'

380

Trump Toohey: Which famous duet partner joined Barbra Streisand on the hit song “Tell Him” in 1997?

381

Jen & Tim Show: Hiccup help and glass fruit cutting

382

Trump Toohey: Which actor plays the main character/chef in the series The Bear?

383

Jen & Tim Show: Hot dog of the sea

384

Trump Toohey: Who holds the record for most points in WNBA history?

385

Jen & Tim Show: Bloom, Brady or Bezos?

386

Trump Toohey: What is the name of the car the T-Birds fix up in the film Grease?

387

Jen & Tim Show: OHHH MAAMMMAAAAA!!

388

Trump Toohey: Who is Keith Urban’s wife?

389

Jen & Tim Show: Long or short hair?

390

Trump Toohey: Ron Howard has an Academy Award for Best Director and Best Picture for which 2001 film?

391

A nurse in the ICU played a round of 'Cleveland, How Much Do You Make?'

392

Jen & Tim Show: Butter Break Down and Poop Cruise

393

Trump Toohey: Shane Gillis currently starts in which hit show series that is currently in the top 10 on Netflix?

394

Jen & Tim Show: Shaking our own butter

395

A HR Generalist for a manufacturing company played a round of 'Cleveland, How Much Do You Make?'

396

Trump Toohey: What type of steak is traditionally used in a Philly cheesesteak?

397

Jen & Tim Show: Tim is back and he has a surprise for Producer Stevie

398

Trump Toohey: How many members make up the boy band BTS?

399

Trump Toohey: What video-sharing platform does MrBeast primarily use and is the most subscribed individual on?

400

Trump Toohey: What do the letters in the game MASH stand for?

401

Trump Toohey: What MTV reality show made Mike "The Situation" famous?

402

Trump Toohey: In the series Dr. Who, what is the Doctor’s time-traveling ship famously disguised as?

403

Jen & Tim Show: Meat-It

404

An IT Analyst played a round of 'Cleveland, How Much Do You Make?'

405

Trump Toohey: What Nickelodeon game show involved getting slimed and answering trivia questions?

406

Jen & Tim Show: What TV show is SO good, you've watched it more than once?

407

Trump Toohey: Which actor played Bob Dylan in his 2024 biopic 'A Complete Unknown'?

408

Jen & Tim Show: Summerween, Labubu's and Stolen Flamingos

409

A 3rd grade teacher played a round of 'Cleveland, How Much Do You Make?'

410

Trump Toohey: What is the name of the cell phone company co-owned by Ryan Reynolds?

411

Trump Toohey: For which 2013 drama film did Matthew McConaughey win the Academy Award for Best Actor?

412

Trump Toohey: Which Taylor Swift album does the song ‘Look What You Made Me Do’ appear on?

413

Jen & Tim Show: From Valet to Bidet

414

Trump Toohey: Jessie J teamed up with Ariana Grande and Nicki Minaj for which song?

415

Jen & Tim Show: RIP Slider Dave

416

Trump Toohey: Which animated film series features Miranda Cosgrove as the voice of Margo?

417

Jen & Tim Show: Goodbye IX-Center?

418

Jen & Tim Show: The Tales of Slider Dave and Jungle Nate

419

Jen & Tim Show: The Foot Follow Up

420

Trump Toohey: Which major league baseball team plays at Fenway Park?

421

Jen & Tim Show: Tim has two left feet

422

Jen & Tim Show: Jen is the Pickle Princess

423

Trump Toohey: What is the name of Batman’s secret hideout?

424

Jen & Tim Show: Sprite forward with a tea finish

425

Today's contestant during 'Cleveland, How Much Do You Make?' is a Department Manager for Patient Access

426

Trump Toohey: Duck Dynasty aired from 2012-2017 on which network?

427

What is the name of the friendly dinosaur in The Wiggles?

428

Jen & Tim Show: Bigger the purchase, bigger the screen

429

A Warehouse Supervisor played a round of 'Cleveland, How Much Do You Make?'

430

Trump Toohey: What is the name of the green Squishmallow with a mustache that likes to draw?

431

Jen & Tim Show: Back to back to back to back to back

432

Trump Toohey: What type of establishment is Cheers?

433

Today's contestant during 'Cleveland, How Much Do You Make?' owns a bounce house company

434

Jen & Tim Show: From Hallway to Mouth

435

Trump Toohey: What is the name of the show that Ariana Grande’s character Cat later appears in after Victorious ends?

436

Jen & Tim Show: From a Midge Mess to a Midge Schmear

437

Trump Toohey: Which Shark Tank product is considered the most successful, earning over $500 million in revenue?

438

Trump Toohey: What’s the minimum number of seats a theater must have to be considered a Broadway theater?

439

Jen & Tim Show: Who is most likely to…

440

A Practice Manager and Patient Advocate played a round of ‘Cleveland, How Much Do You Make?’

441

Trump Toohey: What is the real name of the Bachelor Mansion?

442

Jen & Tim Show: The Case of the Black Finger

443

Trump Toohey: What was the title of the Breaking Bad spinoff show, starring Bob Odenkirk, that ran for 6 seasons?

444

Jen & Tim Show: Soggy Bottom

445

Today's contestant during 'Cleveland, How Much Do You Make?' works in shipping and receiving at a warehouse

446

Trump Toohey: What is the name of the Bravo reality series that follows a group of young people who work aboard yachts?

447

Jen & Tim Show: Do you have a phonebrella?

448

Trump Toohey: What iconic luxury fashion brand has Harry Styles frequently collaborated with?

449

Jen & Tim Show: Mama Month

450

Trump Toohey: Who is the musical cat that loves to sing and play instruments in the show Gabby’s Dollhouse?

451

Today's contestant during 'Cleveland, How Much Do You Make?' works in a lab developing colors for cars

452

Trump Toohey: What was the very first location in the Real Housewives franchise?

453

Trump Toohey: On the show Love Island, what is the name of the twist where new Islanders enter mid-season?

454

Jen & Tim Show: A thin fabric to your skin

455

A Middle School Teacher played a round of 'Cleveland, How Much Do You Make?'

456

Trump Toohey: Sydney Sweeney and MGK have known each other since starring in which 2021 musical/romance?

457

Jen & Tim Show: Tim is looking swole

458

Trump Toohey: It's square root day! What is the square root of 36?

459

Jen & Tim Show: Tim did NOT listen to the dress code!

460

Trump Toohey: What actor plays the main role in the Mission: Impossible series?

461

Jen & Tim Show: Acceptable Mother's Day Gifts and Top Thrill 2

462

A Service Manager played a round of 'Cleveland, How Much Do You Make?'

463

Trump Toohey: John Cusack starred opposite Kate Beckinsale in which 2001 romantic film?

464

Trump Toohey: Martin Short is on which HULU show starring Steve Martin and Selena Gomez?

465

Trump Toohey: Blake Lively has a new movie coming out this weekend, also starring Anna Kendrick. What’s the name of that film?

466

A Logistics Manager played a round of 'Cleveland, How Much Do You Make?'

467

Trump Toohey: What is the name of the beer released by Great Lakes Brewing every year just before Christmas?

468

How well do you know the Jen and Tim Show?

469

Trump Toohey: The band HAIM consists of how many sisters?

470

Jen & Tim Show: Meet us at The Feve

471

A Technical Recruiter played a round of 'Cleveland, How Much Do You Make?'

472

Trump Toohey: What is the name of the school that Wednesday Adams attends?

473

Trump Toohey: What Ivy League university did John Mulaney graduate from?

474

Trump Toohey: What is the name of Olivia Rodrigo’s debut album?

475

Jen & Tim Show: AI Action Figure Fail

476

Trump Toohey: What does the “B” in Michael B. Jordan stand for?

477

Jen & Tim Show: Are you dyeing Easter eggs this year?

478

Trump Toohey: What kind of Jeep does Cher drive in Clueless?

479

Jen & Tim Show: The Flamingo is Back!

480

Trump Toohey: What instrument does Lisa Simpson play?

481

Jen & Tim Show: Producer Stevie might go to tax jail

482

Trump Toohey: Anna Kendrick played the role of Beca in which 2012 comedy?

483

A Graduate Medical Education Administrator played a round of 'Cleveland, How Much Do You Make?'

484

Jen & Tim Show: You need a hooter

485

Trump Toohey: On what day of the week does the detention take place in the film 'The Breakfast Club'?

486

Jen & Tim Show: Hear That Hoot

487

Trump Toohey: Which pop icon famously wore a green Versace dress to the 2000 Grammy Awards?

488

Jen & Tim Show: From Feet to Meat

489

Trump Toohey: What is the name of the town Bella moves to in Twilight?

490

Jen & Tim Show: Cheek Shaker

491

Trump Toohey: What is the name of Gordon Ramsay's signature beef dish?

492

Jen & Tim Show: Dump Dat

493

An Elementary School Music Teacher played a round of 'Cleveland, How Much Do You Make?'

494

Trump Toohey: Which team did the Ohio State Buckeyes football team defeat to win the National Championship this year?

495

Jen & Tim Show: Does Producer Stevie Know the Nominee?

496

Trump Toohey: What is the default player character’s name in Minecraft?

497

Jen & Tim Show: Sorry, your package has been mis-shipped

498

Trump Toohey: What is the name of Phineas and Ferb's pet platypus?

499

Jen & Tim Show: Petty revenge suggestions

500

A Systems Support Analyst played a round of 'Cleveland, How Much Do You Make?'

501

Trump Toohey: What power up allows Mario to fly in Super Mario Bros 3?

502

Jen & Tim Show: What did you realized WAY too late in life?

503

Trump Toohey: Which film earned Jennifer Lawrence her first Academy Award for Best Actress?

504

Joey McIntyre revealed his one critique of the 'Wicked' movie and shared what to expect from his solo tour

505

Jen & Tim Show: We got a winner for Dead Guy In An Envelope! April Fools…

506

A Retail Manager played a round of 'Cleveland, How Much Do You Make?'

507

Trump Toohey: What does HBO stand for?

508

Jen & Tim Show: The Tim Chill Out and Breadcrumbing

509

Trump Toohey: What is the name of the main protagonist in The Legend of Zelda series?

510

Jen & Tim Show: Have you ever gone corning or forking?

511

Trump Toohey: Which Paul brother boxed Mike Tyson just months ago?

512

Jen & Tim Show: The clipboard people are back and more intense than ever

513

A Medical Assistant Played a Round of ‘Cleveland, How Much Do You Make?’

514

Trump Toohey: What is the in game currency used in Fortnite?

515

Jen & Tim Show: What did Producer Stevie hide from her dentist?

516

Trump Toohey: What is the name of Snoopy’s western-hat wearing brother from a desert town near Arizona?

517

A 'Habilitation Coordinator' Played a Round of 'Cleveland, How Much Do You Make?'

518

Trump Toohey: Name any other sauce you could get at Chick Fil A aside from their signature sauce

519

Jen & Tim Show: Crappie Fish and Laundry Hacks

520

Trump Toohey: Which DQ treat is a union of hot fudge and peanuts paired with their world-famous soft serve?