Michele Kielbasa
Tails personally interviews and verifies every provider, then matches them to your dog's exact needs and quirks
(128 reviews) Chicago, IL 
24/7 Supervision 
Verified home One dog at a time 
Separation anxiety 
Senior dog care 
Provides Medication 
Thoughtful features designed to enhance your pet's care and your peace of mind
Know exactly where your dog's walk takes them
Manage your dog's life with family members
Detailed feedback from other pet parents
Photo updates prove your dog is happy and safe
Trusted pet care pros at your fingertip, ready to care for your pet exactly as you would.
We interview every care provider over coffee (yes, really!) to ensure they share your love for pets and have the experience to prove it.
Pet parents review what truly matters – how providers handle separation anxiety and leash reactivity – so you know exactly how your pup will be cared for.
Skip the scroll — we match your dog with care providers who have proven experience and fit their needs.
Starts at: 09:00 AM 
Lincoln Park, Chicago, IL 60614 See how your matched pet care provider bonds with your pup during a free meet-up before you book.
Cozy overnight care with photo updates. Your pet gets belly rubs, treats, and lots of love!
Energizing walks tailored to your dog's needs. From quick breaks to adventure trails!
Supervised play and socialization while you're away. Fun, exercise, and plenty of attention!
What a good boy! Here's a yummy treat for you!
Cozy overnight care with photo updates. Your pet gets belly rubs, treats, and lots of love!
Our service adapts to what makes your pet special—whether they're an energetic puppy or a senior with special needs.
walking "High-energy dogs require walkers who can handle leash pulling. Our matching system pairs strong pullers with experienced handlers who return your dog home calm, not still bouncing off walls. GPS tracking shows you every step of their route."
walking "Anxious dogs need special handling. Our walkers spend extra time during the free meet & greet to build trust with shy pups. Once comfortable, we follow your exact routine to minimize stress. Perfect for rescues and sensitive breeds."
boarding "Senior dogs with medication needs require precision care. We administer medications at exact times and send video confirmation after each dose. Our sitters are trained to spot changes in condition and will contact you immediately if anything seems off."
walking "First-time puppy owners need more than just a walker. Our puppy specialists provide structured walks that reinforce your training goals. We offer guidance on potty training, basic commands, and managing normal puppy behaviors."
daycare "Multi-dog households face unique challenges. Our matching system pairs you with caregivers who can handle different sizes, ages, and energy levels simultaneously. Your active youngster gets proper exercise while your senior receives gentle attention."
Unlike platforms that treat you like just another gig worker, we're building real careers for dedicated pet care professionals.
Join our waitlist for first access to walkers and sitters who understand your dog's specific requirements.
Caregivers matched to your dog's energy level, age, and needs
GPS tracking and real-time updates during every service
Simple scheduling for walks, boarding, and daycare
Priority Matching
For Early Access Members
Waitlist members get first access to our top-rated caregivers and premium time slots when we launch in your neighborhood.
Couldn't find what you were looking for? We're here to help! Send us an email and we'll get back to you quickly.
Send EmailOur invite-only approach lets us find the best-of-the-best through word of mouth. Then, we personally interview every provider over coffee, verify their experience with specific pet behaviors like separation anxiety. We don't believe that passing a basic background checks is enough to qualify caring for our pets... or yours.
Three key differences: 1) We personally meet and test every provider (most platforms don't), 2) We match based on your pet's specific needs rather than making you scroll through hundreds of profiles, and 3) We offer free meet & greets so you can see how your pet responds before booking.
We create a profile that outlines specific traits about your dog's personality and care needs, then match them with providers who have proven experience with those exact traits. This eliminates the frustration of endless scrolling and ensures providers know how to handle your pet's specific quirks.
That's exactly why we offer free meet & greets with no obligation! If your pet doesn't seem comfortable, we'll match you with a different provider at no cost. We'd rather find the perfect match than force a booking that doesn't work for your pet.
Our providers send real-time photo updates during the visit, tracking of walks, detailed notes about your pet's mood, behavior, eating, bathroom breaks, and any special moments. Reports are delivered instantly so you always know how your pet is doing.
Tails only charges Providers 10% vs. industry norms of 20%-40%. This means providers on Tails earn more than on other platforms. You set your own rates, create your own schedule, and build a loyal client base that stays with you. Top providers can earn $800-1,500 weekly with consistent bookings.
Booking insurance is coming soon. We can also help pet parents buy pet care insurance and pet care provoders buy pet sitter insurance.
Couldn't find what you were looking for? We're here to help! Send us an email and we'll get back to you quickly.
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