Toby + Chilli Mornings On Demand

Ever wonder what you'll still be doing at 100? We asked, and your answers did not disappoint! 💯 Toby's water is being turned off all day today. He thought he was prepared but he is not. Uh oh! We've also got your best tips to survive the heat wave 🔥, and one caller’s date took a seriously unexpected detour… to run errands mid-date 😳. Grab your iced coffee and dive in!

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Listeners share what’s making them feel great today 🙌, while Chilli opens up about a scary moment at the beach when a lifeguard saved her son—and she’s got an important reminder for parents. Plus, we hear your funniest multitasking fails (yes, we’ve all been there 🤦), and in this week’s Make Your Monday moment, meet the Maryland gas station attendant bringing old-school charm and big smiles to everyone he meets.

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What’s that thing you keep putting off? (We’re looking at you, junk drawer 👀). Plus, we’re diving into the little things that make you uniquely you—even if it’s just the ability to wiggle your eyebrows to the beat of a song. On Feel Good Friday, meet the incredible group of high school students in Northern Virginia who built and donated a million-dollar home 🏠❤️. And to top it off, we open the phones to hear your best useless talents—from cereal-sorting to toe tricks.

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Producer Taylor’s on a mission to show her kids body confidence in a two-piece swimsuit for the first time ever 👏💖. We talk about the wedding traditions we’d totally skip (bye, bouquet toss 💐✌️), and the desserts that make us absolutely weak—looking at you, cheesecake 🍫🍪. Plus, Bria in DC tells us about her Crazy First Date where she gave the creepy guy at the gym a shot…and how it went terribly wrong. Plus, we get the answer to our Nearly Impossible Question!

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Have you ever had to explain something to an adult twice? From explaining the difference between suit and suite (again) to uncovering why the P.S. was really just the B.S., we're diving into all the things that make us go, "Wait, what?" 😅 We share more on things from 20 years ago that totally disappeared. Plus, we take your calls on the unconventional things you find weirdly attractive, and we get the answer to our Nearly Impossible Question!  

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More listeners share why they feel like you deserve a parade? 🥁 There’s some wild reasons why! Then we get into the stories behind your weirdest nicknames (Spoiler: Muff was one of them 😂). Plus, we’re throwing it back to the early 2000s—what disappeared and what you miss most. Plus, we get the answer to our Nearly Impossible Question!

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Ever feel like you deserve a full-on parade for surviving the week? SAME. This episode, we’re talking about the activities you actually enjoy doing with your kids (yes, they exist and no, they don’t all involve glitter). Toby gives us his Father’s Day recap—including the good, the sweet, and the very chaotic. Then it’s your turn: we play Fill in the Blank—what’s your “I deserve a parade” moment? Plus, a new edition of Make Your Monday and listener calls that prove we’re all just doing our best out here.

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🚴‍♂️💥 Today on Toby + Chilli in the Morning…

Robert Tepper kicked off our Morning Mindset with a throwback lyric from 1985:
“There’s no easy way out, there’s no shortcut home.” (Translation: adulting is hard, sorry. 😅)

Then at 6:25A, our Nearly Impossible Question gave us a surprising shortcut to workplace happiness:

Q: Want to feel happier at work?
A: Ride your bike there. Apparently, sweating before spreadsheets is the secret.

🎉 Shoutout to Bill from Gaithersburg who pedaled into the winner’s circle and scored 4 tickets to Broadway in the Park at Wolf Trap!

Also on the show:

👧🎨 What are your kids doing this summer? (If the answer is “vibes,” we relate.)
🌳 Chilli’s new irrational fear? Trees falling on her car. And honestly... she might be onto something.
🔥 Feel-Good Friday:: A local teen turned tragedy into triumph—going from burn survivor to stage star.
👨‍👧 We asked for your best dad advice—and you delivered. From “don’t touch the thermostat” to “don’t be THAT guy,” it was gold.

 🎬 Coming next week...

Crazy First Dates. You story could make you an instant finalist for:

💥 Bride Hard with Rebel Wilson hits theaters June 20, and we’re giving away the ULTIMATE date night:
🍽️ Dinner ($150 gift card)
🎟️ Movie tickets
🎯 Date night at Throw Social

Also: next week’s Nearly Impossible Question prize? 🎶 The Lumineers @ Nats Park!

#TobyAndChilli #iHeartRadioPodcast #MorningRadioShow #NearlyImpossibleQuestion #WorkplaceHappiness #BikeToWork #NoEasyWayOut #80sSongQuotes #BroadwayInThePark #WolfTrap #FeelGoodStory #InspirationalTeen #LocalHero #DadAdvice #SummerPlansForKids #ChilliAmar #TobyKnapp #DCMorningShow #PodcastGiveaway #BrideHard #RebelWilson #Lumineers2025

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🎙️ Today on Toby + Chilli in the Morning...

Mel Robbins reminded us all to “Start before you’re ready” during our 5:20A Morning Mindset — because let’s be honest, when are we ever truly ready anyway? 💥

Then at 6:25A, the Nearly Impossible Question had parents everywhere nodding in exhausted agreement:
Q: Parents spend nine weeks of their lives doing WHAT for their kids?
A: Driving them to school. 🚗🚌 (We’re guessing it feels like nine years.)
🎉 Big high five to Diane from Burtonsville — she cruised her way to 4 tickets to Broadway in the Park at Wolf Trap!

Here’s what else went down:
📸 Senior Yearbook Quotes — Callers shared their best (and most embarrassing) last words from high school.
🐶 Viral dog alert: A pup refuses to eat unless he gets a kiss first. Naturally, we had to ask — what quirky things do your pets do?

💔 Crazy First Dates   — Michelle from Martinsburg had a date with… a serial baby-maker. 😳 Yep.

🎙️ More pet stories rolled in and proved once again: animals are weird, and we love them for it. 🎬

Coming up next week:

To celebrate Rebel Wilson’s new spy-comedy Bride Hard 💍🔥 — we’re giving away the Ultimate Date Night Package:
🍽️ $150 dinner gift card
🎟️ Movie tickets to Bride Hard (in theaters June 20)
🎯 A night out at Throw Social
Because nothing says romance like action, espionage... and cocktails.

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🎙️ Today on Toby + Chilli in the Morning…

Marie Forleo kicks off our Morning Mindset with this gem: “Everything is figureoutable.” 💪 (Yes, even that thing you’ve been putting off for a week.)

At 6:25, our Nearly Impossible Question had us all doing a double take… 😳
Q: 15% of workers admit they’ve called out sick because of WHAT?!
A: A giant pimple. Yep, acne is apparently PTO-worthy.

🏆 Shoutout to Michelle from Annapolis, who popped the right answer and scored 4 tickets to Broadway in the Park at Wolf Trap! 🎭✨

Other stuff we got into today:
🚿 Steven from Fairfax revealed the first thing he does each morning. Spoiler: it's not what you think.
😬 The “little” things that secretly stress us out (like crooked picture frames or slow Wi-Fi).
🎤 Cyndi Lauper joined us to talk about her farewell tour and Rock & Roll Hall of Fame induction. Yes, girls STILL just wanna have fun.
🎁 Chilli’s overachieving with teacher gifts... is there such a thing as too thoughtful?
🍎 Teachers spilled the tea on the BEST gifts they’ve ever received (move over, mugs).

🎧 Don’t miss what’s coming up this week:
More chances to win Broadway in the Park tix with our Nearly Impossible Question at 6:25A!
And buckle up for wild Crazy First Dates—Tuesdays & Thursdays at 7:40A
🎶 Hozier is coming to JLL on 9/17... you might just win your way in.

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