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Dylan T.

Star Sitter

Uptown, Chicago, IL

5.0 out of 5 stars
35 reviews
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Services

Dylan can care for

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

Availability

I’m currently in the process of starting a non-profit, so I am technically available at all times with no traditional job. I am willing to work with my clients to develop a schedule that best fits all of our needs.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Dylan T.

Communication

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

Dog skills

25 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

I will take the utmost care of your pets. I will follow your recommendations and guidelines for their safety and health as well as exercising my best judgment to provided the best care I can. I will ensure a happy and safe environment for your pets to thrive while you are gone.

Information Dylan T. would like to know about your pet

Please let me know beforehand if your pet has any specific special needs. I will always follow your guidance so long as it is laid out clearly.

A typical day

I am an avid outdoorsman. I will enjoy whatever green spaces are nearby with your pet so they can get their energy out in a healthy environment. I am open to any activities that your pet has displayed interest in!

Location

Chicago, IL

Dylan T.'s Neighborhood

Dylan T. 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.

Animal whisperer; walk lover!

Pet care experience

I’ve been taking care of animals since I was a toddler. For the past 10 years I have provided daily care for senior dogs and cats. I am experienced in administering all types of medication (insulin injections, liquids, capsules). I grew up tending to litters of kittens as well so I have a broad understanding of care across age ranges. For the past 7 years I have been assisting my wife, Mead, with professional house and pet sitting contracts. I’m serious about my love for all living things, to the point of not consuming any animal products for the last decade. I will provide consummate care for your beloved pets.

Cat care experience

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Lifer cat-guy, coaxer of scritches

Dylan also cares for cats. Learn about their cat-specific care experience.

Reviews

Cheryl H.
Dog Walking • May 18, 2026
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Dylan is the best! Ellie loves to be with him and he’s always a great communicator and picture taker

Willow M.
Drop-In Visits • Apr 28, 2026
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Dylan works great with my special needs kitties.

Cheryl H.
Dog Walking • Apr 16, 2026
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One of Ellie’s favorite people!

Cheryl H.
Dog Walking • Feb 05, 2026
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Dylan is the best! He loves our dog and is a great person. We are happy we found him.

About Dylan T.

Communication

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

Dog skills

25 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

I will take the utmost care of your pets. I will follow your recommendations and guidelines for their safety and health as well as exercising my best judgment to provided the best care I can. I will ensure a happy and safe environment for your pets to thrive while you are gone.

Information Dylan T. would like to know about your pet

Please let me know beforehand if your pet has any specific special needs. I will always follow your guidance so long as it is laid out clearly.

A typical day

I am an avid outdoorsman. I will enjoy whatever green spaces are nearby with your pet so they can get their energy out in a healthy environment. I am open to any activities that your pet has displayed interest in!

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
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Verified Enhanced Background Check

Dylan T.

Star Sitter

Uptown, Chicago, IL

5.0 out of 5 stars
35 reviews