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Cabby J.

5.0 out of 5 stars
2 repeat clients
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Cabby J.

5.0 out of 5 stars
2 repeat clients

Contact for Drop-In Visits

from $20 per visit

Highlights

Enhanced background check
9 years of experience
Can administer medication
Special needs experience
Senior dog experience
Can provide daily exercise

Pet care experience

your pup’s playmate!

Hi! I’m Cabby, a remote HR professional living in a cozy townhome near Midtown/Old Fourth Ward. I’ve loved dogs since I was 7 (yes, I even had a puppy-themed room 😄). I grew up with my chow chow, Deogee, and spent my school years helping neighbors walk and care for their dogs. That passion carried into college and beyond. After moving to Chicago, I volunteered for 3 years at PAWS Animal Shelter, working in their medical center. I walked dogs, provided enrichment, and cared for pups with all kinds of personalities. I also earned a beginner training certification focused on handling reactive and more reserved dogs. One of my biggest strengths is reading dog body language and helping each pup feel safe, comfortable, and loved. Since I work from home, I have a flexible schedule and can give your dog plenty of attention, updates, and care while you’re away. I’d love to meet you and your pup!

Qualifications

2 repeat pet parents
100% response rate
Usually responds in a few minutes
100% bookings with photo updates
Sends updates with Rover Cards
9 years of experience
Oral medication administration
Injected medication administration

Safety, trust & environment

I live in a condo building that is extremely pet friendly. It’s a gated community that includes a dog walking path. Due to my flexible daily schedule, I am also open and eager to offer my services at your residence as well for as long as needed. I have a reliable SUV if transportation is needed as well!

Ratings and reviews

5.0
stars
16 ratings
Brinya B.
5.0 out of 5 stars
Drop-In Visits • Jun 30, 2026

Cabby is wonderful. My pup liked her as soon as they met, which made me feel comfortable and at ease about leaving them together. She was friendly, prompt with all drop-ins, and she communicated well and often. Would definitely recommend!

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jenise d.
5.0 out of 5 stars
House Sitting • Jun 26, 2026

Wow I was so impressed by Cabby ability to manager both of my dogs and my home!! She was professional and very gentle with them especially being senior dogs. I would love to use her again!

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Rachel R.
5.0 out of 5 stars
House Sitting • Jun 18, 2026

One of the best sitters I’ve had! Frequent updates and pics and took really great care of my pup! Highly recommend!

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Heather S.
5.0 out of 5 stars
Drop-In Visits • Jun 15, 2026

I couldn’t be happier with the service Cabby gave my big boys. I’m always cautious with anyone new since my dogs are large. They immediately fell in love with her. I loved all the feedback and pictures provided. Would 100% use her again.

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Brittany H.
5.0 out of 5 stars
House Sitting • Jun 04, 2026

Cabby is phenomenal! This was our first time leaving our 2 dogs with a sitter. We were nervous about what to expect and how the pups would do under the care of someone new. Cabby went above and beyond anything I could've expected. From the beginning, she was professional and communicative. She did a fantastic job not only with the pups, but caring for our home as well. She provided multiple updates daily, which were so entertaining to read. It was as if I was reading the dogs' daily journal entry! Cabby truly loves dogs and has the experience to care for different needs and personalities. I can't thank her enough for the peace of mind she provided us while we were away, and for being such a trustworthy and reliable caretaker. I highly recommend her and would definitely book with her again!

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Anna B.
5.0 out of 5 stars
House Sitting • May 18, 2026

Cabby was amazing with our pup! It was our first time leaving him with a sitter, and she was so great with him. She was very communicative with us and provided many photo updates throughout the day. She was able to administer medication for him and give him plenty of exercise! I felt very at ease with her care and could not recommend her enough. Our apartment was left very clean as well. Cabby goes above and beyond.

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I work fully remote! I currently live alone in a townhome near midtown/old fourth ward. I don’t have any kids or pets of my own (although I would love a puppy of my own someday maybe by the end of this year!) Outside of my remote work, I love to go on long walks on the betline, learning Spanish remotely through lessons, and I enjoy practicing and playing music. Overall, my schedule is flexible enough to fit your needs!

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Cabby can host up to 3 drop-ins per day
I’ve volunteered with many different dog breeds, ages and sizes. So I am well equipped to handle many furry friends. If you can, I would prefer to know your dog’s simulation level. For example if a visit on the betline or a nearby park is something your dog would love—or despise. I would love to respect their needs as much as possible!
Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.