Meet The Team

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Our team is a tight-knit group of travel enthusiasts, each bringing a unique blend of expertise and a shared passion for creating unforgettable adventures. From seasoned travel experts to creative minds crafting immersive experiences, meet the faces behind the scenes who work tirelessly to turn your travel dreams into reality.

Kelly Dickman

Travel Planner

Kelly’s passion for travel began at age 4 with a simple flight from Arizona to Ohio. Whether it’s an old-fashioned road trip or a last-minute red-eye flight, Kelly is always up for seeing new places. Calling Ohio home for the past 30+ years, Kelly has explored much of the United States, and has a continuously growing bucket list; Hawaii being next!

Kelly brings her unique hospitality background and personal travel experience to curate unique and memorable travel experiences for her clients. Her professional experience as a Virtual Assistant, including booking travel and planning itineraries for high-level executives, fueled her passion for travel with meticulous attention to detail. 

 When not off exploring new corners of the world herself, Kelly’s time is primarily spent outdoors in nature with her husband and 3 kids. At home, you can find her baking sourdough bread or in her greenhouse (with a particularly needy dog or two trailing close behind). 

 Planning every detail can be daunting. Kelly is here to keep you organized so you can focus on what’s important, making memories and having fun! Leave it to Kelly to work out all the details and curate a beautiful and unforgettable travel experience for you and your loved ones. 

Krystal Paisley

Travel Planner

Krystal has always been a curious traveler at heart. She grew up taking road trips with her family across the U.S., and in 2016 she returned the favor by planning an Ireland road trip with her mom. That’s when the international travel bug really stuck. These days, she’s often hopping around the world on her own, finding empowerment in solo travel.

Her background in market research and marketing means Krystal has the skills to dig deep into what makes a trip feel personal, and the logistics know-how to make it all run smoothly. She loves planning custom international itineraries that reflect each traveler’s unique interests, from hidden gems to cultural experiences.

Travel planning started as a hobby, even when she wasn’t even going anywhere. After years of helping friends and family plan their own getaways, she joined the PYPV team part-time (thanks to a little nudge from Samantha) to do more of what she loves.

Krystal lives in Ohio with her rescue pup, Rosie, and is always dreaming up the next adventure.

Cassie Bolinger

Operations Manager

You’ll find Cassie behind-the-scenes here at Plan Your Perfect Vacation! Working with the PYPV Team has been a perfect fit for her and her passion for travel. Cassie’s focus is on streamlining operations and developing systems to boost the team’s efficiency, allowing them to spend more time working directly with clients. 

Outside of work, she’s a busy wife and mom to two wonderful girls. You’ll often find her playing the taxi driver or cheering from the sidelines at soccer, volleyball, and dance events. When not on the move, Cassie is usually dreaming up their next European adventure with her husband. 

 
 
 

Interested in a career in travel? This could be you!

Please take a look at our Travel Advisor Role Description. If this sounds like a good fit for you, please fill out our Interest Form. 

You’ll be able to share why you’re interested in becoming a travel agent and we will reach out to set up a time to talk more!