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Meet Your Pets' Companions
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Our Expertise
With over 30 years of combined experience in daycare, boarding, grooming, training, veterinary care, and animal sheltering, our team of pet care professionals is dedicated to providing the highest level of care for your pet. We stay up-to-date on the latest trends and techniques to ensure we're always offering the best services possible. At On Cloud Canine, we believe every pet deserves to be treated with the same love, trust, and respect they show us. That's why we embrace the Fear Free approach, which helps pets feel safe, comfortable, and confident in our care.
Our team is fully committed to your pet's well-being. Every in-home caregiver undergoes background checks, is trained in the Fear Free philosophy, and is certified in Pet First Aid/CPR and Professional Pet Care through Pet Care Team Training. Additionally, our Playgroup Supervisors receive ongoing training in canine body language and group safety through PackPro Training to ensure your pet's safety and happiness at all times.
Join the Cloud Canine crew and discover how a Fear Free experience can enhance your pet's life—and yours!
Kaelyn Winkler FFCP (Pet Sitter, Daycare Pro)
she/her
Founder and Owner
Fear Free Certified Professional Pet Sitter 2021
Fear Free Certified Daycare Professional 2023
Pet First Aid & CPR Certified
Meet Kaelyn Winkler, the mastermind behind On Cloud Canine. With over a decade of animal behavior expertise, Kaelyn has crafted a pet care service that caters to your furry friend's fear, stress, or anxiety. Her passion for pets goes beyond making them happy campers; she's an animal advocate at heart. Since she was young, Kaelyn has loved and cared for all sorts of critters, from dogs to horses! She pursued her degree in veterinary studies while still in high school and began her pet care career at 19.
Her precious beagle, Blu, inspired her to create a pet care business that would cater to the unique needs of pets like him. She choses a Fear Free approach, because she believes every animal deserves to be treated with the same love, trust, respect, and loyalty they show us. And so, On Cloud Canine was born!
On Cloud Canine was founded in February 2021 with the goal of providing personalized, in-home pet care that prioritizes safety, fun, and trust within our community. In February 2024, we expanded our services with the opening of our Enrichment Facility, offering a unique solution for pet owners seeking specialized care for socialization, grooming, and addressing behavioral quirks.
Kaelyn's favorite part of her job is helping pets that have a tough time trusting new people or suffer from separation anxiety. She loves working with their parents to create positive experiences and giving them a much-needed break.
When she's not cuddling furry friends, you can find her hanging with her partner Ross, reading, hiking, kayaking, practicing yoga, attending concerts, or cruising on her motorcycle.
Fun Fact: In 2022, Kaelyn was contracted to create a Continuing Education course for other FF Certified Professionals!
We're so grateful for your support of our woman-owned small business!
Ross Winkler FFCP (Pet Sitter)
he/him
Managing Director
Fear Free Certified Professional Pet Sitter 2022
Pet First Aid & CPCR Certified
Meet Ross Winkler, Managing Director of On Cloud Canine. Armed with a degree in finance and accounting from the University of Akron, Ross rocked the corporate world for 8 years. But, he decided to follow his heart and dive into the world of pet care, enriching the lives of furry friends and their humans in his community.
Ross and his partner Kaelyn have been inseparable since 2013, and he's been her trusty sidekick in bringing her pet passion to life. With a soft spot for beagles and two adorable cats named Tucker and Leela, Ross's love for pet care stems from the peace of mind it brings to his clients. He's on a mission to give your pets the best care possible, and he's always up for a challenge!
When he's not busy pampering pets, you can find Ross tinkering with his Historical Mustang, gaming like a pro, or getting his adventure fix by hiking and kayaking with Kaelyn and Blu.
Andi R
she/her
Lead Pet Companion (Pet Sitter/Dog Walker)
Fear Free Certified Professional Pet Sitter (Underway)
Certified Pet Care Professional
Pet First Aid & CPR Certified
More information coming soon!
Chris G FFCP (Daycare Pro)
he/they
Lead Playgroup Supervisor
Fear Free Certified Daycare Professional 2024
Dog Behavior & Handling Certified Overdog Digital
Pet First Aid & CPR Certified
Chris has been an animal enthusiast since birth, growing up surrounded by dogs, fish tanks, guinea pigs, and lizards. Their love for pets has been a constant throughout their life, and they've adored every pup they've had the pleasure of meeting.
With over 7 years of experience pet-sitting for friends and family and previous work in a playroom, Chris is beyond excited to start their career as a Playgroup Supervisor. Their passion for taking care of pets is what drives them, and they can't wait to share that love with their furry friends.
They are the proudest pet parent to Comet, a Yellow Lab Shepherd mix with an infectious smile, and Daisy Mae, a Pitte mix with a heart-shaped patch of fur on her back, Chris is no stranger to caring for rescues. They're especially passionate about giving these animals the love and care they deserve.
When not cuddling their pups, Chris can be found drawing, writing, baking, crocheting, playing dungeons and dragons, cosplaying, or gaming. They're a master of all crafts and hobbies!
Above all, Chris is dedicated to providing your pets with the utmost care, love, and attention. They can't wait to meet your furry family members!
Victoria W
she/they
Paws & Promotions Specialist
(Pet Companion & Marketing Specialist)
Certified Pet Care Professional
Pet First Aid & CPR Certified
Meet Victoria! Growing up surrounded by animals, from the family dog to the neighborhood strays, they developed a deep connection with the natural world at a young age. Every wagging tail, purr, and chirp helped develop a language of empathy and understanding. These early experiences ignited a passion within, driving them to explore the intricate bonds between humans and animals further.
As an avid animal lover with a passion for their well-being, Victoria brings a unique blend of expertise and compassion to every dog walking session. With a background deeply rooted in animal care and a commitment to fear-free practices, they prioritize the comfort and happiness of your furry companions above all else.
Beyond a dedication to animals, they are also a passionate artist, jewelry maker, and photographer. In their free time, you'll often find them exploring creative pursuits and spending time with their emotional support animal, Toast. Whether it's through the lens of their camera or the gentle guidance of a dog leash, their mission remains the same: to spread love, compassion, and joy to all creatures great and small.
Alyssa D
she/her
Pet Companion & Playgroup Supervisor
Certified Pet Care Professional
Pet First Aid & CPR Certified
Since Alyssa was a young girl, her curious mind has always had a knack for challenging the status quo. She constantly tested the "norms" and questioned how things were supposed to be done, which fueled her resourcefulness and sparked an unspoken connection with the natural world. Even before fully realizing it, she was a planet and animal advocate at heart, always drawn to the quiet wisdom of the earth and its creatures.
For the past eight years, Alyssa has immersed herself in the pet industry, gathering a wealth of experience across various sectors. Her insatiable curiosity has led her to continually expand her knowledge in the ever-evolving world of animal care. This dedication is evident as she works toward finishing her Bachelor's degree in Environmental Science & Conservation Biology—a perfect blend of passion and purpose.
One of her favorite quotes speaks to her gentle, yet profound philosophy:
"She asks me to kill the spider? Instead I get the most peaceful weapons I can find. I take a cup and a napkin. I catch the spider, put it outside, and allow it to walk away. If I am ever caught in the wrong place at the wrong time, just being alive and not bothering anyone, I hope I am greeted with the same kind of mercy." — Rudy Francisco
Outside of her professional world, Alyssa shares her life with four beloved furry companions: two golden retrievers, Gunner and Gracie, and two cats, Sasha and Cleveland. When she's not caring for her four-legged family, Alyssa enjoys reading, journaling, playing adult recreational softball, tending to her garden, and experimenting in the kitchen.
Her mission is clear: to bring transparency and safety into every aspect of her work, always advocating for the well-being of the animals while ensuring they receive the best care possible. In her world, the welfare of her furry friends is not just a priority—it's a way of life.
Ashlee S FFCP (Pet Sitter)
she/her
Pet Companion (Pet Sitter)
Fear Free Certified Professional Pet Sitter 2024
Certified Pet Care Professional
Pet First Aid & CPR Certified
Meet Ashlee, a biology graduate from Kent State with a passion for all things furry and feathered. Her love for animals was ignited in her youth and has been burning bright ever since. She started her career as a veterinary medicine pro in 2019 and worked her way up to become the head honcho of the clinic team by 2023. But Ashlee's animal-loving heart didn't stop there. After discovering the wonders of professional pet sitting, she dove headfirst into mastering On Cloud Canine, eager to explore all aspects of her passion, especially animal behavior.
When she's not playing with her own pack of four dogs and two cats (Pita, Cash, Wilson, Peaches, Geode & Bumi), you might find her lost in a good book, exploring the great outdoors, or sipping on a scrumptious cup of Lemon Gunpowder Green Tea from her favorite local spot, Ohio Tea Company.
Ashley B CCPDT CPDT-KA, FFCP (Trainer)
she/her
Lead Academy Trainer, Day Trainer
Certified Professional Dog Trainer- Knowledge Assessed 2018
Fear Free Certified Professional Trainer 2024
Certified Pet Care Professional
Pet First Aid & CPR Certified
Meet Ashley B - the extraordinary animal lover who's changing the game! Her journey in animal welfare is nothing short of awe-inspiring. It all began when Ashley joined a shelter as a high school volunteer, and her love for animals blossomed into a dedication that's touched countless lives. Today, she's the Adoption & Behavior Supervisor at HSSC, and her passion for four-legged friends has earned her prestigious certifications like the CPDT-KA® and an unwavering commitment to self-improvement.
But Ashley's heart isn't limited to the shelter - she's also a devoted partner to her husband Zach and an adventurer at heart. They love exploring the great outdoors with bonfires, camping, and dirt biking, all while listening to a diverse range of music from metal to rap and country.
At home, Ashley's furry family is a testament to her big heart, with multiple pit bull mixes and two senior kitties, including China, a long-term shelter resident, and Letty, a young pittie with mange. Ashley's dedication to preserving the bond between pets and their families is truly remarkable - this is one animal enthusiast that's changing the world, one paw at a time!
Billie Jo F CDT, CPMT
she/her
Academy Trainer, Day Trainer, Canine Massage Therapist
Animal Behavior College Dog Training 2023
Certified in Pet Massage 2023
Pet First Aid & CPR Certified
More information coming soon!
Jenna J FFCP (Groomer)
she/her
Professional Groomer
Cleveland Grooming Academy Graduate 2020
Fear Free Certified Professional Groomer 2023
Pet First Aid & CPR Certified
Meet Jenna- a passionate animal advocate and Fear-Free Certified Dog Groomer. Jenna has always had a soft spot for animals, and has been helping her neighbors care for their foster pets since she was young. Her passion for animal rights and opposition to animal testing started in high school and has continued to this day.
In her career, she began as an assistant dog groomer in 2017, but soon realized her true calling and became a certified dog groomer. Jenna has also worked as a veterinary assistant for two years, where she discovered and practiced fear-free techniques. She decided to become fear-free certified herself, believing it's the best way to enhance the care and experience of animals.
Jenna's life revolves around her three beloved cats named Newton, Miso, and Goose. She enjoys spending her free time attending concerts, kayaking, traveling, and exploring new experiences. Jenna also values continuous learning and actively participates in expos, conferences, courses, and webinars.
Jenna's ultimate goal is to create a comfortable and enjoyable environment for every furry friend she meets, making their visits safe, fun, and relaxing.
Lexi G
she/her
Pet Companion (Pet Sitter)
Certified Pet Care Professional
Pet First Aid & CPR Pending
Meet Lexi, an avid animal lover with a deep passion for all animals! As far back as she can remember she has always had a passion for animals. Starting with a fish and then a rabbit, she has cared for numerous animals, ensuring they receive the best quality of life and affection. She wanted to bring that passion and love she has for her animals here, so she can give that same care to yours! Proudly owning a Dachshund and a small mixed breed, she ensures they lead happy lives every day.
When she isn’t with her furry companions, you can find her sculpting mushrooms, hiking, or spending time outdoors! Lexi’s main goal here at On Cloud Canine, is to ensure your pets get the proper love and care they deserve even in your absence.
Lydia F CCPDT CPDT-KA
she/her
Academy Trainer, Day Trainer
Certified Professional Dog Trainer- Knowledge Assessed
Pet First Aid & CPR Certified
More information coming soon!
Blu
good/boy
Brand Ambassador and CBO (Chief Barking Officer)
Meet Blu, Kaelyn and Ross's 10 year old beagle. Adopted as a tiny pup, Blu has since become the hilarious, rabbit-chasing, food-obsessed, undercover-snoozer kinda beagle that's probably already stolen your heart.
