Toby + Chilli's "Crazy First Dates" podcast

#97.1 WASH-FM (WASH-FM #Lifestyle

28:24

In our second installment of the Small Business Starter Kit series - we’re tackling a topic that’s sometimes tricky, sometimes confusing, but ever-present: taxes. Hosts Austin and Jannese have an insightful conversation with entrepreneur Isabella Rosal who started 7th Sky Ventures , an exporter and distributor of craft spirits, beer, and wine. Having lived and worked in two different countries and started a company in a heavily-regulated field, Isabella is no stranger to navigating the paperwork-laden and jargon-infused maze of properly understanding taxes for a newly formed small business. Join us as she shares her story and provides valuable insight into how to tackle your business’ taxes - so they don’t tackle you. Learn more about how QuickBooks can help you grow your business: QuickBooks.com See omnystudio.com/listener for privacy information.…

Toby + Chilli's "Crazy First Dates"

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Have you ever had a Crazy First Date story that's SO good it needs to be shared with the WORLD?! Remember, doesn’t have to be your worst… just your first!

560 episodes

Toby + Chilli's "Crazy First Dates"

updated 5 days ago

Series home•Feed

Have you ever had a Crazy First Date story that's SO good it needs to be shared with the WORLD?! Remember, doesn’t have to be your worst… just your first!

560 episodes

#97.1 WASH-FM (WASH-FM #Lifestyle

All episodes

Toby + Chilli's "Crazy First Dates"

1
Leslie in Herndon and the Jail Call 2:32

5 days ago2:32

2:32

Leslie in Herndon thought she had a perfectly decent first date—until they parted ways and he found himself in jail. Why was he arrested and did Leslie come to bail him out? Find out if there was ever a second date after this disastrous detour.

Toby + Chilli's "Crazy First Dates"

1
Bria in D.C. and the Ex-Husband Deep Dive 2:34

7 days ago2:34

2:34

"🚨🚩 When a gym crush turns into a full-blown cyber detective! This week on Crazy First Dates , she thought she was meeting a nice guy from her gym—until he started deep-diving into her ex-husband’s online life. 🚨 Stalker vibes? You decide. Listen now!

Toby + Chilli's "Crazy First Dates"

1
Lydia in Bel Air and the Rainy Romance 🌧️ 1:41

14 days ago1:41

1:41

Lydia's first date started with a simple walk—but Mother Nature had other plans. When the skies opened, the night took an unexpected turn. Did the downpour wash away the spark, or was it the start of something unforgettable? Listen in to find out! 💕 #CrazyFirstDates #LoveInTheRain #RadioRomance

Toby + Chilli's "Crazy First Dates"

1
Mike From Springfield Busted on the Booze Cruise 1:48

19 days ago1:48

1:48

Mike from Springfield—what happens on the booze cruise doesn’t stay on the booze cruise! 🚢🍾😳 Hear how a wedding weekend took an unexpected turn! #CrazyFirstDates #BoozeCruiseConfessions

Toby + Chilli's "Crazy First Dates"

1
Lindsey in Arlington and the in-Person Ghosting 1:56

21 days ago1:56

1:56

Lindsey in Arlington thought it was just a simple dinner date with a guy from college—until his ex showed up at the restaurant. What happened next? Let’s just say he didn’t stick around for dessert… 😳🍽️

Toby + Chilli's "Crazy First Dates"

1
Jamie in Wheaton Tumbling into Love 1:57

26 days ago1:57

1:57

Jamie in Wheaton had a first date to remember—for all the wrong reasons. She managed to fall down a flight of concrete stairs not once, but twice! Did her date stick around, or was this a romance doomed from the first tumble? Tune in to find out!

Toby + Chilli's "Crazy First Dates"

1
Janet in Annandale and Errands Over Romance 2:17

28 days ago2:17

2:17

Janet in Annandale thought her date was going well—until he suddenly left to run errands in the middle of it. Was he multitasking his way into her heart, or was this just a bizarre brush-off? Listen to hear how it all went down and whether this odd detour led to a second date or a dead end!

Toby + Chilli's "Crazy First Dates"

1
Jen in Reston & The Polygamy Invitation 2:03

5 weeks ago2:03

2:03

Things were going great for Jen in Reston. She thought she was going on a normal first date… until things took a wild turn! 😳💍 Instead of romance, she got a polygamy invitation! 😱 You must hear this one. 🎧🔥 #CrazyFirstDates #DatingFails #WaitWHAT

Toby + Chilli's "Crazy First Dates"

1
Heather in Stafford and the Date That Truly Stunk! 🤢💨 1:52

5 weeks ago1:52

1:52

Heather from Stafford thought she was in for a great night… until there was a smell that made things awkward—FAST! 💨😳 Would you stick it out or run for fresh air? 😂 Tune in for the hilarious (and slightly smelly) details! #CrazyFirstDates #DatingDisasters #HoldYourBreath

Toby + Chilli's "Crazy First Dates"

1
Amalie in Vienna and the Sinking Boat 2:10

6 weeks ago2:10

2:10

Amalie in Vienna thought she was in for a romantic boat date—but instead, she found herself on a barely-floating disaster. When her date insisted, they set sail anyway, things went from bad to completely unseaworthy . Would you have stayed on board?

Toby + Chilli's "Crazy First Dates"

1
Maureen in Manassas and the Creepy Backroads 1:50

6 weeks ago1:50

1:50

Maureen in Manassas went on a first date that started out ok, then it almost ended in a true crime episode. Listen to this Crazy First Date story to find out what happened!

Toby + Chilli's "Crazy First Dates"

1
Bonnie in Gainsville and the First Date Creepy Van 2:56

7 weeks ago2:56

2:56

Bonnie from Gainesville went on a date... but things took a weird turn when her hippie suitor invited her into his van. 🚐😳 Did she go inside, or was the date over immediately ? Listen now to find out! 🎧 #DateGoneWrong #VanLifeOrNah

Toby + Chilli's "Crazy First Dates"

1
Elizabeth in D.C. and the Kid That Tried to Sabotaged it! 2:00

7 weeks ago2:00

2:00

Elizabeth in DC’s first date took an unexpected turn when her son decided he wasn’t a fan—so he launched a toy at her date! 🎯😂 Did that end the romance before it began, or was love still in the air? Tune in to this Crazy First Date story to find out! 🎧💕

Toby + Chilli's "Crazy First Dates"

1
Lisa in Baltimore and the Awkward Snap 1:36

8 weeks ago1:36

1:36

Lisa in Baltimore went on a first date that had an awkward kiss. She went to the bathroom to send her friends a snap about it and she sent it to the wrong person. Who got it and how did it change the date? Listen here to this Crazy First Date story to find out!

Toby + Chilli's "Crazy First Dates"

1
Tina in Falls Church and the Date Switcheroo 1:40

8 weeks ago1:40