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Jack S.

Star Sitter

Cudahy, WI

5.0 out of 5 stars
31 reviews
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Services

Jack can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Spayed and neutered dogs only
Crate-trained dogs only
Takes only 1 client at a time

Jack can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently!

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Jack S.

Communication

8 repeat pet parents
100% response rate
Usually responds in under half an hour
90% bookings with photo updates
Sends updates with Rover Cards

Dog skills

7 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Home

Lives in a house
Has an unfenced yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Jack S. would like to know about your pet

House trained dogs that like walks are best but happy to have a dog that prefers being indoors too. Ideally food and leash is provided for me.

A typical day

Walks at the park and a lot of catch! A trip to a park or the beach is not out of the question on nice days :) After that probably will watch whatever sports are on.

Location

Cudahy, WI

Jack S.'s Neighborhood

Jack S. has Star Sitter status

The Star Sitter program highlights responsive sitters who deliver highly rated care and have a history of listing accurate availability and preferences, making it easier for pet parents to find the best care for their pets.

Happy to help!

Pet care experience

Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority!

Reviews

MKE Y.
Drop-In Visits • juin 08, 2026
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Jack was so patient and understanding with our nervous Luna. Would highly recommend.

Jennifer W.
Boarding • juin 07, 2026
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let’s a great stay with Jack! He takes wonderful care of Aero.

Jennifer W.
Boarding • mai 09, 2026
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Another excellent visit with Jack! He takes wonderful care of Aero and is very easy to work with.

Jennifer W.
Boarding • avr. 02, 2026
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Jack was great! Great communication and sent me pictures of Aero. Aero was still recovering from a surgery and Jack made sure to give him his medication and everything else so he could recover.

About Jack S.

Communication

8 repeat pet parents
100% response rate
Usually responds in under half an hour
90% bookings with photo updates
Sends updates with Rover Cards

Dog skills

7 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Home

Lives in a house
Has an unfenced yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Jack S. would like to know about your pet

House trained dogs that like walks are best but happy to have a dog that prefers being indoors too. Ideally food and leash is provided for me.

A typical day

Walks at the park and a lot of catch! A trip to a park or the beach is not out of the question on nice days :) After that probably will watch whatever sports are on.

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.
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Verified Enhanced Background Check

Jack S.

Star Sitter

Cudahy, WI

5.0 out of 5 stars
31 reviews