The Planner’s Passport - Wedding Planners, Travel Agents, Decades of Stories

It's a Toast, Not a Roast

This week, Megan and Jen dive into the only thing that can throw a perfectly planned wedding timeline into chaos: toasts.
Are we a little crabby about it? MaybeDo we have some hilarious, real-life stories to share? AbsolutelyAre those stories packed with actually helpful advice? You already know
From rogue speeches to timing disasters, we’re spilling the tea on how to give a wedding toast that’s unforgettable for all the right reasons. Tune in to hear our insider tips, pet peeves, and what makes a toast land or totally flop.
Hit play and get ready for laughs, insight, and all the behind-the-scenes goodness you didn’t know you needed.

Swiss Alps & Spritzes: Jen in Switzerland

Jen is back from Switzerland and filling Megan in on everything from skiing in Davos to sipping Aperol Spritzes in Zurich's 75 degree weather (in March!). The two dive into the magic of solo travel, the Swiss food scene, the surprise weather swings, and yes, Jen cried again.
With plenty of signature Jen and Megan banter, this episode is full of laughs, travel inspo, and behind the scenes moments from Jen’s seven day adventure through Zurich, Lucerne, and Davos.
If you have ever considered a solo trip to Europe, this might be the sign you were waiting for. Grab your headphones and a glass of wine because we are back and ready to roam.
 
See more about Marktgasse Hotel HERE.

From Shutdowns to Chaos: The COVID Wedding Era

It’s hard to believe, but it’s been five years since the world changed overnight. This week on The Planner’s Passport, Megan and Jen take a look back at 2020 to 2022, revisiting what it was like to navigate the industry through shutdowns, endless wedding reschedules, and the chaos of reopening.
From the early days of postponements and pivots to the overwhelming demand that followed, they share their personal journeys, how COVID impacted their businesses, their clients, and the wedding and travel industries as a whole.
What did survival look like in the events world? How did they adapt? And what lasting effects are still felt today?
Join them for a candid conversation about the challenges, resilience, and lessons learned over the past five years.
 
 
 

Put a Ring on It with Bryn Mawr Jewelry Co

This week on The Planner’s Passport, we’re joined by Jill Freeman of Bryn Mawr Jewelry Co., a Chicago-based boutique she owns with her husband, Scott.
Jill takes us behind the scenes of custom jewelry design, spills on her biggest pet peeves, and shares how she and her team work closely with couples—not just to create the perfect engagement ring, but to build a lifelong relationship where they can keep you iced out forever. 
From engagement rings to anniversary gifts, wedding bands to push presents, Jill and her team are all about helping couples mark life’s most meaningful moments with pieces that are as special as their story.
Tune in for all the sparkle, some expert insights, and of course—a little behind-the-scenes tea! 
 
#ThePlannersPassport #WeddingPodcast #JewelryDesign #CustomEngagementRing #BrynMawrJewelryCo #ChicagoJeweler #PushPresent #AnniversaryGifts #LuxuryJewelry
 

Welcome Sean Denny of Luxe Productions

Ever wonder what it means to work in wedding production? This week, our podcast welcomes Sean Denny, the Director of Events and Production Designer for Luxe Productions which is based in Chicago. From his humble beginnings working as a DJ during college to traveling the country and producing high-profile, star-studded events, Sean's journey has us wishing he hadn't signed so many NDAs and could share more dirt. 
Listen now to hear Sean's story, from his early passion for music to his transition into the wedding production industry in NYC. He reveals the challenges and excitement of creating unforgettable experiences for clients, including the intricacies of producing glamorous events and we'll even try to manifest his dream of organizing a culturally rich Lebanese wedding. And in true Jen and Megan fashion, we'll try to encourage some celebrity shout-outs – will Ryan Reynolds show us some love?
Tune in for an engaging conversation with Sean Denny as we dive into the fascinating world of wedding production.
 
Learn more about using Luxe Productions for your next event HERE. 

East Coast vs. Midwest Weddings: Jen v. Megan

East Coast vs. Midwest Weddings: Jen v. Meg
In this episode of The Planner’s Passport, it’s the first-ever Jen v. Megan showdown—though, let’s be real, no one's actually swinging. Megan loves the classic East Coast wedding format, while Jen—well, she’ll happily plan a Midwest wedding, but deep down, she’s ready to flip the whole wedding day schedule on its head. From dancing between courses to rigid timelines, we’re breaking down traditions and questioning the status quo. Tune in for a fun, slightly competitive, but mostly just entertaining debate on East Coast vs. Midwest weddings!

Megan Travels to Sandals Montego Bay - with Kathy!

This week on The Planner’s Passport, Megan heads back to Jamaica and visits Sandals Montego Bay! Along for the ride is her mom Kathy who's always up for a piña colada and some antics on the beach. 
 
Will Jen's favorite OWM make it back to shore after his ill-advised windsurfing adventure? And how do Megan and Kathy take advantage of the baller butler service they received from their new best friend Marvin? 
But most importantly, do they get in the tub?
 
You have to listen to find out so grab a Red Stripe and push play to hear all about their great times in Jamaica!
 
Interested in learning more about Sandals Resorts? Contact Megan for free travel planning service to any of these beautiful Caribbean destinations. 
 
Dare to Dream Travel
Sandals and Beaches Resorts

Wedding Gratuity: Here's a Tip . . .

This week, we’re tackling one of the most controversial wedding topics—tipping. Who gets tipped? How much? Is it really optional? (Hint: No.)
If you’re getting married, this episode will help you figure out who and how to tip your wedding pro team. If you’re a wedding vendor, this is a good listen too—because we know you have thoughts.
Jen and Megan break down what they tell their couples to do, share the biggest tip they ever received (which was “look both ways before you cross the street”), and try to answer the age-old question: Can you leave a review in place of a tip? (No.)

BTS with Brit of Happy Joy Candy Co.

This week we’re joined by Brit Grosenick, founder of Happy Joy Candy Co., a Milwaukee-based company bringing the fun with home-spun cotton candy, drink glitter bombs, and more sweet surprises. 
We’re diving into the real side of being a wedding entrepreneur, the highs and lows of running a business, and why couples are loving these playful treats at their weddings. If you’re a bride, groom, or wedding planner looking to add a little extra fun to your big day, this episode is packed with ideas, inspiration, and behind-the-scenes magic.
 
Reach out to Brit Here! Happy Joy Candy Co. 

BTS: Jen in Hawaii, The Big Island

This week on The Planner’s Passport, Jen takes us to the stunning Big Island of Hawaii! She explores Kona and Hilo, drives around the island, and visits incredible spots like the Krishna Cow Sanctuary in Papaikou, the Green Sand Beach at Papakōlea, and the Black Sand Beach at Punalu‘u.
 
Jen also indulges in a private dinner with Chef Ippy, owner of Nāpua at Mauna Lani, and shares tips for creating your own Hawaiian escape. Don’t miss this episode packed with breathtaking sights, local flavors, and travel inspiration!
 
Locations Highlighted:
Krishna Cow Sanctuary
Green Sand Beach at Papakōlea
Black Sand Beach at Punalu`u
Chef Ippy of Nāpua Restaurant