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David R.

Star Sitter

Loop, Chicago, IL

5.0 out of 5 stars
387 reviews
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Services

David can host

0 to 15 lbs
16 to 40 lbs

David can care for

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

Availability

I work from home every day of the week, so I am readily available for all of the dogs’ needs! I can feed and take them out on the same schedule that they have at home to make their stay as comfortable as possible.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About David R.

Communication

93 repeat pet parents
100% response rate
Usually responds in a few minutes
100% bookings with photo updates
Sends updates with Rover Cards

Skills

10 years of experience
Oral medication administration
Can provide daily exercise

Safety, trust & environment

The dogs can free roam and play around the apartment during work hours. We will spend a lot of time on walks and at our apartment’s dog run after hours! With your permission, we’d love to spoil your fur baby with pup cups and homemade treats!

Home

Lives in an apartment
Has a fenced yard
Non-smoking household
Has 3 dogs
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information David R. would like to know about your pet

Please find my intake questions below! 1. Is your dog up to date on vaccinations? Please provide records at your best convenience, prior to booking. The vaccinations we require are the following: A. Rabies B. The distemper and parvo vaccines C. Bordetella D. Canine influenza H3N2N8 E. Lepto 2. Feeding schedule? How much food? 3. Any food allergies? Are treats ok? How about a pup cup! 4. Potty trained? Potty schedule? 5. Dog/people friendly? 6. How long can they be alone? Do they bark or whine if they’re alone? Where do you leave them when they are alone? (E.g. gated off space) 7. Crate/leash trained? Where should they sleep? 8. Do they like people? How about other dogs? 9. Temperament? Any separation anxiety? 10. Is your pup a barker? 11. Any marking inside? ($5.00 fee for belly bands if repeatedly marks) 12. Is your dog fixed? Tendency to hump? 13. Food/toy aggression? 14. Please send updated pictures of your pup. Can we post pictures of your pup? 15. What is your pups current weight? 16. Medical issues? Anything else we need to know? Please remember to bring your pups food. In addition to the Holidays automatically set by Rover, holiday pricing applies to the following dates, the booking will be modified if it is not automatically: applied (Rover’s policy applies the holiday pricing to the entire booking if one date is a holiday): Jan 17th-20th Martin Luther King Jr Day Feb 14th Valentine’s Day Feb 15th-17th Presidents' Day March 13th-17th St. Patrick’s Day April 3rd-5th Easter May 8th-10th Mother’s Day May 22nd-25th Memorial Day June 19th Juneteenth June 19th-21st Father’s Day July 3rd-5th Independence Day Sep 4th-7th Labor Day Oct 9th-12th Indigenous Peoples' Day Oct 30th-Nov 1st Halloween Nov 11th-15th Veteran’s Day Nov 25th-Dec 1 Thanksgiving Dec 23rd-Jan 3rd Christmas/New Years Use code “DAVIDR37940” to get $20 off (only valid for first booking on Rover): https://www.rover.com/sit/davidr37940

A typical day

We have a dog run in our apartment and a park down the street. We walk our dogs every day and would love to bring your fur baby along too! We will treat them as our own. When we wind down at night, we’re happy to cuddle your pup and sleep with them in the bed.

Location

Chicago, IL

David R.'s Neighborhood

Pets

David R. 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.

Stay at Home Lawyer + Dog Dad

Pet care experience

J & D’s Pawadise 🐶 🏡 Where your pup’s vacation dreams come true (with extra treats on top!) Welcome to J & D’s Pawadise, where belly rubs are endless, naps are legendary, and every guest is treated like top dog! We’re Jerrilyn and David — two dog-adoring attorneys and proud pawrents to three furry weirdos: Mocha (the queen of zoomies), Nemo (the cuddle king), and Osa (the treat thief). When we’re not in court winning cases, we’re home winning hearts — especially the four-legged, tail-wagging kind. David works from home full-time, so your pup gets 24/7 attention, love, and way too many nicknames. Their schedule is the schedule. We’re just here to serve. By day, your pup has full reign of our apartment — perfect for snoozing on the couch, chasing squeaky toys, or playing a thrilling game of “Follow David Everywhere.” Once the laptop closes, it’s time for long walks, playtime at the dog run, and possibly an impromptu dance party (pups encouraged to join). And if you’re cool with it, we go full-on vacation mode: pup cups, homemade treats, snuggles on demand, and lots of “who’s a good boy/girl?!” — because honestly, they deserve it. Think of us as your dog’s favorite aunt and uncle — the ones who spoil them silly, send you cute photo updates, and return them to you happy, tired, and possibly a little extra floofy. Your pup’s about to live their best life — and don’t worry, calories don’t count when they’re on vacation.

Reviews

Jenn C.
Boarding • Jun 02, 2026
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As always, Kevin has a great time with uncle David. We are so lucky to have someone who loves Kevin as much as we do.

Maura J A.
Boarding • May 27, 2026
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The best of the best!!

tian w.
Boarding • May 20, 2026
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Thank you again for taking such amazing care of Simba and for all the daily updates throughout his stay. It always gives us so much peace of mind knowing he’s being so loved and well cared for 🐶

Cia S.
Boarding • May 02, 2026
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King was smiling in all his pics- so happy to be back with his besties! Thanks David and Jerrilyn for your TLC🐶☺️

About David R.

Communication

93 repeat pet parents
100% response rate
Usually responds in a few minutes
100% bookings with photo updates
Sends updates with Rover Cards

Skills

10 years of experience
Oral medication administration
Can provide daily exercise

Safety, trust & environment

The dogs can free roam and play around the apartment during work hours. We will spend a lot of time on walks and at our apartment’s dog run after hours! With your permission, we’d love to spoil your fur baby with pup cups and homemade treats!

Home

Lives in an apartment
Has a fenced yard
Non-smoking household
Has 3 dogs
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information David R. would like to know about your pet

Please find my intake questions below! 1. Is your dog up to date on vaccinations? Please provide records at your best convenience, prior to booking. The vaccinations we require are the following: A. Rabies B. The distemper and parvo vaccines C. Bordetella D. Canine influenza H3N2N8 E. Lepto 2. Feeding schedule? How much food? 3. Any food allergies? Are treats ok? How about a pup cup! 4. Potty trained? Potty schedule? 5. Dog/people friendly? 6. How long can they be alone? Do they bark or whine if they’re alone? Where do you leave them when they are alone? (E.g. gated off space) 7. Crate/leash trained? Where should they sleep? 8. Do they like people? How about other dogs? 9. Temperament? Any separation anxiety? 10. Is your pup a barker? 11. Any marking inside? ($5.00 fee for belly bands if repeatedly marks) 12. Is your dog fixed? Tendency to hump? 13. Food/toy aggression? 14. Please send updated pictures of your pup. Can we post pictures of your pup? 15. What is your pups current weight? 16. Medical issues? Anything else we need to know? Please remember to bring your pups food. In addition to the Holidays automatically set by Rover, holiday pricing applies to the following dates, the booking will be modified if it is not automatically: applied (Rover’s policy applies the holiday pricing to the entire booking if one date is a holiday): Jan 17th-20th Martin Luther King Jr Day Feb 14th Valentine’s Day Feb 15th-17th Presidents' Day March 13th-17th St. Patrick’s Day April 3rd-5th Easter May 8th-10th Mother’s Day May 22nd-25th Memorial Day June 19th Juneteenth June 19th-21st Father’s Day July 3rd-5th Independence Day Sep 4th-7th Labor Day Oct 9th-12th Indigenous Peoples' Day Oct 30th-Nov 1st Halloween Nov 11th-15th Veteran’s Day Nov 25th-Dec 1 Thanksgiving Dec 23rd-Jan 3rd Christmas/New Years Use code “DAVIDR37940” to get $20 off (only valid for first booking on Rover): https://www.rover.com/sit/davidr37940

A typical day

We have a dog run in our apartment and a park down the street. We walk our dogs every day and would love to bring your fur baby along too! We will treat them as our own. When we wind down at night, we’re happy to cuddle your pup and sleep with them in the bed.

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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David R.

Star Sitter

Loop, Chicago, IL

5.0 out of 5 stars
387 reviews