Founder

My name is Carolina Oakley, and I have been working with animals, primarily dogs, for over 10 years. I have a 9-year-old rescue foxhound and a 2 1/2 year-old coonhound, who keep me very active. My love for dogs and exercise has made me extremely passionate about creating a professional pet services business.

I believe it is important to create a service that simplifies pet owners’ lives, as owning a pet can be a lot of work! Our goal at Tails N’ Trails is to make your pet happy, and your busy life a little less hectic.

I started Tails N’ Trails RI/MA in 2015. Since then we have grown to a team of 25 walkers between our three locations. In August 2022 we opened a second Tails N’ Trails in Milwaukee, WI, and in October 2023 we opened our third location in Worcester, MA. Follow our journey on Instagram (@tailsntrailspets) as we open more Tails N’ Trails locations!

Operations Coordinator & Trainer | MKE & PVD

^{I have been walking with Tails N’ Trails since January 2021, and couldn’t imagine working with any other company. I started as a walker and have not only become a Certified Dog Trainer, but I am also now Operations Manager of Tails N’ Trails. I oversee day-to-day business operations and am particularly proud to be a part of such an incredible team of devoted pet caretakers.}

^{I discovered I had a natural gift for training dogs when I adopted my 3 year old Mountain Feist mix, Jasper, from the RISPCA in August 2020. He was just 7 months old at the time, and he was my very own first dog. I immediately began training and building a strong bond with him, which grew and flourished to where it is today. He is my co-manager, sidekick, and best friend who does everything with me! I truly cannot imagine life without him, as he is a large part of the reason I began working with dogs in the first place.}

^{Tails N’ Trails has given me the opportunity to learn, grow, and do good things each and every day. I am thankful and proud to offer the absolute best care to our amazing clients and their pets, who always come home happy and tired. I am grateful for where I am now, and I look forward to what the future has in store for me.}

Coordinator & Trainer | WOO

_{Meet Chrissy: An outdoor enthusiast, dog lover, health care professional. She graduated from Worcester State majoring in biology and minoring in chemistry. She planned to spend the rest of her career based life in the pharmacy but fortunately, life gave her lemons and now she is with Tails N’ Trails! Spending over a decade as a pharmacy technician she expanded her knowledge of business, excelled in retail management and patient safety eventually becoming a team leader. Realizing there was little room left for growth within her field, in the spring of 2020 she adventured to the west coast to explore an outdoor position helping a friend manage a homestead mainly taking care of the dogs and chickens. Although it was an intimidating change of pace It was a great way for her to utilize her earned degree. Biology came full circle and expeditiously she put her plant and animal education to the test. Back to the east coast in October of 2020 there was no way she was able to sustain a jubilant life staying committed to the pharmacy. After much deliberation about her future, it was a no-brainer to join Tails N’ Trails! An opportunity to be outside was the winning ticket, and to hang with dogs was the cherry on top. Chrissy also has a sweet and goofy German Shepherd, Yianni. He can’t wait to meet your dog, to walk, play and hike as Chrissy promises to live up to TnT standard, treating your pet like her very own, extra spoiled and always happy!}

Coordinator & Walker | PVD

Hi, my name is Mack, and I am from a small town in eastern CT. I have grown up around dogs my entire life, specifically Golden Retrievers and German Shepards, which seem to be my favorite breeds. Growing up as an only child, my best friend was my golden, Rex, who I spent every moment with. As a kid, I would often walk to the neighbor’s house to see their two goldens. I love working with all of the dogs and families of Tails N’ Trails. My favorite part of working at Tails N’ Trails is going on hikes and meeting all the new furry friends. Helping the animals grow and learn every day is such a rewarding experience.

Walker & CBDelicacy Co-Founder | MKE

Cassady joined Tails N’ Trails in 2019 in Providence. After years of friendship with Carolina, and her desire to move back to the Midwest where she grew up, Cassady decided to pack up her car, her pocket beagle Billie, her cat Phoebe and head west. She joined Carolina in Milwaukee where they started the second Tails N’ Trails. In 2022 Cassady took a break from TNT to co-found, CBDelicacy. CBDelicacy is a full sprectrum cbd product line, that Carolina & Cassady created with their Tails N’ Trails pets in mind. Cassady’s love for the client & pet relationships she’s developed in Milwaukee keeps her periodically walking and boarding for TNT. Be sure to check out all the amazing products she has created for CBDelicacy with her culinary arts degree from Johnson & Wales!

Social Media Manager & Walker | PVD

<sup>My name is Selah and I am from a small town in Connecticut. I have always loved animals, but had a special interest in dogs and cats. Pictured above is Rocket, Golden retriever/Aussie mix, who was my soul dog and best friend for 14 years! He was the most loyal, energetic, smart and spunky dog that I've ever encountered, and showed me how amazing dogs (and all animals) can really be. As a pet owner, he taught me the importance of relationships with animals and how to be a patient, yet fun leader and companion - and I LOVED learning from him. 

After recently moving to Massachusetts for grad school, I realized that this would be the first time I didn't have a pet in 15 years. Since I needed a job and primarily work with people, I thought it would be a great opportunity to find a job working with animals. I have always been a fan of Tails N' Trails' mission, so I am so happy to join the team! I can't wait to learn and grow with all of the TNT pets, and I'm committed to bringing my best while working with them.  Fun fact: The tattoo on my arm is a rocketship, dedicated to Rocket!</sup>

Walker | PVD

Alex is a native Rhode Islander and a life-long animal lover. He has worked for Tails N’ Trails Pets since February 2018. He has a seven year old mixed-breed dog named Astra, and a fourteen year old calico cat named Mama. Astra enjoys going on hikes in the forest. Mama’s interests are mostly eating. Alex handles the vast majority of our off leash hikes & in home sittings.

Trainer | PVD

Hi I’m Lexi! I grew up in a small town in CT where my family bred and raised bullies, since day one I’ve had a dog as my best friend. When I finally got a dog of my own, I wanted us to have the best relationship possible, in order to do that I decided to learn about dog behavior and body language. While helping my own dog navigate the world and have fun stimulating experiences, I realized I absolutely love working with dogs! Since then, Tails N’ Trails has helped me live out my dream of working with lots of dogs with all kinds of personalities and needs.

Walker | WOO

Hello my name is Maddy! I have always had a profound appreciation for animals and nature. I am from Worcester, where I’ve helped my family raise several dogs and cats. We have a 13 year old tiny calico with a big personality, Little Mama, and a 7 month old lab/pit mix, Roscoe, who’s an absolute sweetheart. He plays well with dogs of all ages and energies and loves going on hikes and playing fetch. Cats and dogs remind us of the importance of play and how to be grateful—it is a gift to spend time with them. Every pet has a unique personality and I feel fortunate to get to know and celebrate your pets! As a team member of Tails N Trails, I will make sure your pets are well cared for, have fun, and go home happy!

Walker | WOO

Hi I’m Madeline. I grew up in Oxford, Massachusetts where I’ve raised my family dogs, Reba the Pyrenees mix, Kia the American Eskimo, Viggo the yorkie, Cash the yorkie, Finny the Maltese and now my own dog Koda the German shorthair pointer mix. Each dog had very different personalities and challenged me to learn many different methods of caring for dogs. When my boyfriend and I rescued Koda, she had many special needs which only inspired me to learn and grow as a dog owner/trainer. My passion for dogs only continued to grow where I decided to make it my career. I’ve worked in dog daycares, a canine rehab facility, a breeding center, and have also worked at a service dog training facility, which has lead me to Tails n Trails. My favorite part of working at tails n trails is working with all the different dogs and getting to know their unique personalities and helping them grow and expand their own skill sets, all while enjoying the beautiful New England landscape. If you have a special request you’d like me to work on with your dog, please let me know and I’ll be sure to accommodate every need!

Walker | PVD

Hello! I’m Victoria and I’m from Providence, R.I. I have always had pets growing up as a child and my love for them has grown into my adulthood even more. Our current family dog, Niño, is an 11 year old yellow lab who has really shaped me into the animal lover I am today! Now that I no longer live in my family home, my roommates and I adopted a 3-year-old tuxedo cat named Mo, who has the silliest personality! I graduated from university with a Bachelor of Science in Environmental Science, so I really love spending as much time as I can outdoors, and I love sharing this time outdoors with furry friends! I am very glad that I get to show these pets how much I care for them by being part of their day and spend some fun times together!

Walker | MKE

Hey there! My name is Danielle and I’ve always loved animals. I grew up around dogs, especially Golden Retrievers and Labs. After college, I got a cat named Finn, who is now besties with my family’s golden doodle! Since I can remember, I’ve loved spending time with animals and creating that special bond with them. I also enjoy the outdoors, and there’s nothing like having a furry friend to share nature’s beauty with! I am very excited to be part of Tails N’ Trails and join this awesome team. Can’t wait to take care of your beloved pets!

Walker | MKE

Hey! My name is Maddie. I grew up in the Milwaukee area with german shepherds and pitbulls as my best-friends until I was about 14. During my high school years, I had 2 shepherds and a lab who absolutely loved running and being outside. A little over a year ago I moved into the city and decided I wanted my own pup, so I rescued an Australian shepherd/Rottweiler mix who is my entire world! I also started to foster a black cat for a friend, whom I ended up falling in love with and keeping as my own :) I’ve loved working with animals the past few years and when I saw Tails N’ Trails was hiring I knew it fit me perfectly. I absolutely love going on trails outside or to the beach and the pups do too. I’m always excited to meet new furry friends and I’d love to help you by wearing out some of their crazy energy :)

Walker | WOO

Hi I’m Kaela! I grew up having animals and always have had a huge love for dogs. As a kid I wanted to be a veterinarian, when that didn’t happen, I went on to get my Cosmetology license. Three years doing hair while dog walking on the side went by, then I got the opportunity to do pet care full time. Now with 5+ years in the pet care industry I was given the opportunity to join the Tails ‘N Trails team. I love spending my days outside with all the pups, and my own dog Asher. I got him at 8 weeks old, a pittie mix. Seeing all the different personalities shine through dogs is amazing. “A dog will teach you unconditional love. If you can have that in your life, things won’t be too bad.” I’ll always care for your dogs like they’re my own!

Walker | PVD

“Hello my name is Andrew and I’m a proud member of Tails N’ Trails. I also work for Shotvet and I volunteer at the Providence Animal Rescue League. I love animals of all sorts! I am currently getting my Bachelors in veterinary science so I can have a career in animal care!”

Walker | MKE

Hello! My name is Jennifer. Growing up I had so much love to give to animals and nature! I couldn’t imagine a life with neither. I have a Cocker Spaniel named Chispa which translates to Sparks in English. She is now 10 years old! And I also have a tabby cat named Stormy. I am currently studying at Milwaukee Career College, in the Vet Assistant program! My goal is to one day become a Veterinarian. I realized that my passion for animals could become my profession at a really early stage in my life and since then I haven’t changed my mind. Working as a Dog Handler for a year at a doggy daycare facility has really taught me many things! To now working for TNT has truly been a thrill! And can’t wait to go on many more adventures with all the furry friends :)

Walker | PVD

Hello, my name is Tatiana, and I am from a small town in Western Massachusetts. I have grown up loving animals, and developed a real passion for taking care of them. In high school, I fostered kittens for three years which allowed me to nurture my passion of caretaking for animals. I went to Johnson & Wales University in Providence RI where I completed my bachelors of science in baking and pastry arts. I am currently attending graduate school at Fairfield University for a masters degree in interior design. I have a three year old cat named Clementine who loves cheese and belly scratches! At Trails N’ Tails, I offer solo walks for dogs who need one-on-one attention. I love working with the dogs and the families of Trails N’ Tails to build lasting relationships. Working everyday with the Trails N’ Tails dogs to help them learn and grow is such a fulfilling experience!

Walker & Trainer | MKE

Hey there! My name is Carley, I grew up in Madison WI and just recently moved to Milwaukee. I was raised with lots of American Bulldogs, so I’m a huge big breed lover!! I’ve worked professionally with dogs since I was 14; so 6 years now! At my previous job I ran the puppy training program. I have training experience professionally as well as my own dogs. I studied a lot about animal body language and negative vs positive reinforcement to know the dogs that I’m working with always get a training routine that is ethical, rewarding, and personally tailored to each dog that promotes amazing results. I tried to change careers at one point but everything always led me back working with animals, it’s truly my soul job I could never imagine doing anything different. I take pride in my work and wake up every morning excited to have another day with the dogs. When I’m in the care of your dogs they will always be stimulated, happy and healthy.

Walker | PVD

Hi! My name’s Maryum. I love hiking, drawing, and photography and am studying Biomedical Engineering in Providence. I’ve worked with dogs for years and joined Tails N’ Trails to work with a team who loves dogs as much as I do. I can’t wait to meet all the pets!

Walker & Trainer | WOO

Hi, my name is David. My training career began as a child of two trainer parents. My mother trained Collies for show, and my father trained hounds. I developed a communication and understanding of dogs and animals in general, while caring for them as my daily chores. I aspired to be a trainer and went to school through Pet Care Services Association for pet CPR and basic pet care. After some years of Service Dog Training, I went for further education of Canine Obedience Trainer/Instructor. I have years of experience in day care, sitting, walking, hiking and especially training, both classes and in home.I am married to an amazing trainer, who specializes in puppy behavior. Each and every one of our pets are family, and I love helping you provide the best experience for your pet. Looking forward to sharing in your pets happiness.

Walker | WOO

Hi I’m Fiorella, I’m 20 years old and I’m from Worcester, MA. For the first 12 years of my life I lived in the Dominian Republic and then I moved to the United States in 2015. I’ve always been interested in taking care of animals since I was a little. I grew up around dogs and cats which got me to like animals so much. Since working with dogs I’ve learned so much about them and although I’m new in this area, I learn a lot everyday. I graduated high school as an Approved Veterinary Assistant and now I’m pursuing higher education in the veterinary field. I am excited to have the opportunity to learn and care for your pets as a member of the TNT team!

Walker | MKE

Hi I’m Emmalee! I’ve been around dogs my entire life; in fact, I don’t think there ever has been a time when I wasn’t! After I graduated high school back in 2017, my dream was to work in the Veterinary field. I attended Milwaukee Career College and graduated as a Veterinary Assistant. I worked at a Veterinary Clinic for a couple of years, which was an amazing experience to be able to work with all different types animals. I created many bonds with furry friends I will never forget. This lead me to the decision to join Rover, which was one of my favorite experiences. I love creating relationships with animals, all sizes, and all breeds! I am so excited that I have this opportunity to join the Tails N’ Trails Team. And even more excited to be close to all of your furry friends!

Walker | PVD/Newport

Hi! My name is Sophie Tesla. I am from upstate New York and currently reside here in Rhode Island. As an only child my best friend growing up was my yellow lab, Miley. I was so lucky to spend 10 years with her silly self. In the past 5 years I have worked as a kennel assistant and volunteered at local animal shelters. Through this I realized that working with dogs was something I was born to do and something that I look forward to everyday! Dogs hold a special place in my heart, and I'm dedicated to their well-being. I'll bring that same level of care and dedication to any job involving our furry friends and can’t wait to meet yours!

Walker | PVD

My name is Olivia, and I grew up on the Connecticut/ Rhode Island border. From a really young age, I have been really drawn to all dogs. Big, small, tame or wild, I always wanted to be around them. Growing up, I’d go to all my neighbors house and ask them to walk their dogs, since I wasn’t allowed any of my own. When I turned 18, I moved to Nashville and spent 4 years there. While I was there, I was driving along the road and came across a tiny min pin stray, who to say the least, looked like she really needed my help. I rescued her which lead to adoption. She spent the beginning of my twenties with me, and at 26 I adopted her a brother. A german shepard, husky mix. My real life Balto. I started walking dogs in Providence in 2020, and started with Tails N Trails in 2023. I love that I am able to experience more of nature with this company, and am able to form such close bonds with my regular pups along with the humans that come with them. I’m so thankful that I get to do what I love every day.

Walker | PVD

Hi my name is Anisha! Born and raised in Rhode Island, I absolutely adore this little state I call home. In 2015 I graduated from MCPHS Boston with a bachelors in health science, I was on my way to a career in health care but upon coming home everything changed! I adopted my first dog Simba and the unconditional love and compassion I have for him sparked a greater appreciation for animals, I knew I had to do more. Since then I have devoted much of my time working with various rescues and shelters but most significantly fostering for Small Dog Rescue of NE! TNT has amazing services for your pet to get the most out of each day and provides animal lovers like me the opportunity to combine my passion of caring for animals while exploring this beautiful world with your precious fur baby! Together we are in for a great adventure!