Tails (Trytails)
Depends
Confidence: Medium
Buy if you're a Chicago dog owner who wants matched, vetted walkers plus a genuinely free GPS and poop tracker.
New check
Comparison
Tails (Trytails) vs Time To Pet
Tails (Trytails) and Time To Pet both land on Depends.
Time To Pet
Depends
Confidence: Medium
Buy if you run a growing pet care company with staff, complex schedules, and real billing volume.
| Compare | Tails (Trytails) | Time To Pet |
|---|---|---|
| Verdict | Depends | Depends |
| Best for | Chicago dog owners wanting matched, vetted walkers | Multi-sitter pet sitting companies |
| Who it's not for | Dog owners outside Chicago . matching is neighborhood-local | Brand-new solo sitters . pay for features you won't use |
| Privacy | No known public vulnerabilities found in the sources reviewed. | No known public vulnerabilities found in the sources reviewed; vendor claims PCI compliance and bank-level encryption.15 |
| Support quality | Founder answers questions personally in Facebook groups | Reviewers repeatedly praise the support team |
| Public sentiment | Independent user reviews are scarce; most visible posts and praise come from the founder and the company's own channels.⁹ | Sentiment skews positive, but solo-sitter fit and client app adoption draw recurring complaints.16 |
| Biggest gotcha | Yelp shows quote-based pricing; confirm final fees before booking⁶ | Your clients must adopt the portal and app; some refuse, leaving you chasing them |
Pick Tails (Trytails) when
- Chicago dog owners wanting matched, vetted walkers
- Pet parents who want free GPS and poop tracking
- Owners who vet walkers on handling, not just stars
- Reactive-dog owners walking crowded city neighborhoods
When Tails (Trytails) is not a fit
- Dog owners outside Chicago . matching is neighborhood-local
- Multi-sitter businesses needing Time To Pet-style scheduling software
- Anyone wanting the biggest national sitter marketplace
- Rural or suburban owners needing on-demand city-style coverage
Pick Time To Pet when
- Multi-sitter pet sitting companies
- Dog walking teams with routes
- Boarding and daycare operators
- Rover escapees going independent
When Time To Pet is not a fit
- Brand-new solo sitters . pay for features you won't use
- Hobby sitters with a handful of clients . use a spreadsheet
- Businesses whose clients won't adopt an app or portal
- Anyone needing deep accounting integrations
Sources
official
- Pricing & Services | Tailstrytails.comofficial
- Trust and Safety: 2026 Costs & Ratestrytails.comsecurity
- Privacy Policy | Tailstrytails.comsecurity
- TAILS, CO. . Yelpyelp.comreview
- Tails: Dog Walking & Pet Care App . App Storeapps.apple.comreview
- Tails: Dog Walk & Poop Tracker . Google Playplay.google.comreview
- Tails on Instagraminstagram.comofficial
- Founder build-in-public postreddit.comofficial
- Founder answering pet-care questionsfacebook.comreview
- Time To Pet homepagetimetopet.comofficial
- Time To Pet pricingtimetopet.comofficial
- Trusted by 4,000+ businessestimetopet.comofficial
- Time To Pet securityhelp.timetopet.comsecurity
- G2 seller reviewsg2.comreview
