Chicago, IL - Tails, Co., the AI-powered pet care marketplace, today announced the launch of its platform, marking a fundamental shift in the estimated $150 billion pet care industry. By moving beyond the legacy gig economy model popularized by traditional platforms, Tails introduces the first AI-curated marketplace for Chicago dog walkers and pet sitters designed to solve the "trust gap" that has historically prevented 90% of pet owners from using professional services. The platform uses AI to understand each pet's specific needs and match them with caregivers who have proven success in those exact scenarios. Every match is unique.

For over a decade, the dog walking and pet sitting market has been dominated by apps that treat professional caregivers like interchangeable gig workers. These platforms assume that any dog walker is a good fit for any dog—treating pet care like a ride-share or food delivery service. But this model has broken. In pet care, trust is binary: either an owner trusts a pet sitter implicitly, or they do not book.

"Pet care is a trust problem masquerading as a discovery problem," said Pawel Kaczmarek, Founder and CEO of Tails. "Existing pet sitting apps were built on the flawed idea that more supply automatically equals better service. Every pet owner knows the feeling - scrolling through hundreds of profiles, trying to find someone trustworthy. We built Tails to end that moment of panic. We're ending the era of the 'endless scroll' and generic 5-star reviews. We match the anxious dog to the calm sitter. The energetic puppy to the patient walker."

The End of "Aggregation," The Beginning of "Curation" 
Tails differentiates itself from traditional pet care marketplaces by replacing search filters with AI-led curation. While legacy pet sitting platforms force users to sift through hundreds of profiles based on location and price, Tails understands the unique needs of each pet - such as behavioral triggers, anxiety, reactivity, or medication schedules - and matches them with vetted pet sitters and dog walkers who have proven success in those exact scenarios. Each match includes a clear explanation of why the caregiver was selected.

This shift comes at a critical time. With industry data showing Gen Z pet ownership rising over 43% in 2024, a new generation of pet parents views their animals as family members. This demographic demands a level of safety and specificity that traditional pet care apps cannot support.

Empowering Professional Pet Sitters and Dog Walkers
The platform also aims to repair the relationship between pet care marketplaces and the caregivers who use them. Following the decline of legacy platforms and recent industry consolidation, many high-quality pet sitters and dog walkers were left without adequate support.

"The best pet care professionals are actively looking for a new home," continued Kaczmarek. "We are seeing a wave of top-tier professionals - experienced pet sitters tired of 30% take rates and interchangeable treatment - migrating to platforms that value their expertise. By offering a sustainable 15% take rate and matching providers with pet owners who fit their specialties, we are building a virtuous cycle where the best caregivers serve the most conscientious pet parents."

Tails is now available to pet owners and caregivers in the Chicago metropolitan area, with plans to expand to additional U.S. cities in 2026.

About Tails, Co.:
Tails, Co. is the first AI-curated marketplace for dog walking and pet sitting. The platform uses AI to understand each pet's specific needs and match them with dog walkers and pet sitters who have proven success in those exact scenarios—and explains why. Built to bridge the "trust gap" between conscientious pet parents and pet care professionals, Tails replaces the "endless scroll" with precision matching. Headquartered in Chicago, Tails finds the right fit for every pet, every time—at tryTails.com.

• Founded: 2024
• Headquarters: Chicago, Illinois
• Founder & CEO: Pawel Kaczmarek
• Category: AI-powered pet care marketplace
• Services: Pet sitting, dog walking, specialized pet care
• Website: https://trytails.com

Email: welcome@trytails.com

Media Contact

Name
Tails, Co.
Contact name
Pawel Kaczmarek
Contact phone
(312) 945-6761
Contact address
680 North Lake Shore Drive, Suite 110 - 1235
City
Chicago
State
IL
Zip
60611
Country
United States
Url
https://trytails.com/