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Jack A.

Winter Garden, FL

3 reviews
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Services

Jack can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Dogs over 1 year old

Availability

I am available most weekdays and weekends for walks and drop-in visits. I can provide food, fresh water, medication (with your instructions,) walks, and playtime in 30 to 60-minute sessions. My schedule is flexible so feel free to reach out at any time and we can work out a plan that fits your needs.

Available
Not available
SMTWTFS
Drop-In Visits Cancellation Policy:

About Jack A.

Communication

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

Skills

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

Safety, trust & environment

I provide daily updates and photos to let you know your beloved pet is in good hands. For walks, I follow a consistent routine that includes leash manners, a pace appropriate for your dog and your neighborhood, and decompression time afterwards. I stay aware of traffic, unsafe areas, adverse weather, and keep distance from unfamiliar dogs as needed. For drop-ins I can provide the same attention to safety and routine, plus time for play/socializing, mental stimulation, fresh water, bathroom breaks, cleanup as needed, and any other daily routines you'd like followed.

Information Jack A. would like to know about your pet

Please let me know your dog(s) level of leash training, age, size, and energy level (do they get the zoomies?), as well as any house rules (behavior, furniture, commands/cues that they respond to). It's important for me to know if they are well socialized with other dogs or humans we may encounter, or if there are any specific areas or animals we should avoid. Please let me know your action plan in case of minor or major emergencies, including who to contact first, the location of any available first-aid and cleaning supplies, and your preferred vet/clinic.

A typical day

In addition to regular walks I enjoy playing their favorite games with their favorite toys (fetch, hide and seek, etc.) If you allow a certain amount of treats during the day I can keep their minds active and stimulated with any commands or tricks that they know or are willing to learn (I can provide a limited amount of small training treats if requested.) The back seat of my car has been prepared to safely transport any dogs that have a harness (I already have one for large dogs), and with your approval we can go on a sniffari to any dog parks or nature trails that can be reached within our timeslot.

Location

Winter Garden, FL

Jack A.'s Neighborhood

Pets

Calm, consistent care for dogs

Pet care experience

I'm a lifelong dog owner who loves giving pets consistent, comfortable care while their people are away. Over the years, friends, family, and neighbors have often trusted me to help with their dogs for day-to-day support, informal training, and have been repeatedly told that I'm good with dogs. I prioritize reliable, consistent care: timely walks and drop-ins, bathroom breaks, fresh water, structured playtime, safe leash handling, and attention tailored to each dog's comfort and routine. I'm experienced with puppies, seniors, high-energy dogs, and anxious dogs.

Cat care experience

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Cats too!

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

Reviews

Matt M.
Jul 28, 2026

We’ve used Jack for pet sitting for the last couple of years, and he’s been great every time. He’s easy to work with, responsive, and takes good care of our dogs whether he’s stopping by during the day or watching them while we’re out of town. We don’t have to check in constantly or wonder if things are getting done. He handles everything, and that lets us actually enjoy being away. The biggest thing for me is consistency. Every time we come home, the dogs are doing well, the house is in good shape, and everything has been taken care of. That’s exactly what you want from someone you’re trusting with your pets. I’d recommend Jack to anyone looking for a dependable pet sitter. He’s someone you can count on, and we’ve always had a positive experience.

Lauren R.
Jul 28, 2026

I’ve trusted Jack with my two dogs, Napoleon and Lelu, for over two years, and I honestly can’t recommend him enough. Whether I have a long workday and need someone to stop by for walks, playtime, and companionship, or I’m leaving on vacation for a week or more, Jack is always my first call. In fact, I’ve adjusted my travel dates around his availability because I trust him that much. My dogs have very different personalities and needs. Lelu is about 7 years old with a special diet and urinary issues, while Napoleon is a 10-year-old reactive dachshund who has never been comfortable around most men. Jack is the exception. Napoleon absolutely trusts him, and seeing that relationship develop has been incredible. Jack’s calm, patient approach has even helped improve Napoleon’s recall and confidence outdoors, something I never expected. Jack always follows every instruction, whether it’s special feeding schedules, giving my dogs extra time outside, or caring for Lelu when she’s having a skin flare-up. He pays attention to the little details that make a huge difference. On one trip, Lelu got sick while I was away, and I came home to find everything cleaned up, the couch cover washed and folded, and the house looking exactly as I left it. Those small acts of care mean so much. He provides updates and photos as often as I want them, and I never spend my trips worrying about my dogs because I know they’re being loved, exercised, and cared for like they’re his own. Every time I come home, they’re happy to see me, but they’re relaxed, content, and clearly well cared for. If you’re looking for someone who is dependable, patient, trustworthy, and genuinely loves the animals he cares for, I can’t recommend Jack highly enough. Trusting someone with your pets and your home is a big deal, and Jack has earned that trust over and over again.

Joanie A.
Jul 11, 2021

All our dogs love Jack!! He is patient, kind, and firm when needed. He's been the ultimate "go-to" guy for all our dog sitting needs!

About Jack A.

Communication

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

Skills

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

Safety, trust & environment

I provide daily updates and photos to let you know your beloved pet is in good hands. For walks, I follow a consistent routine that includes leash manners, a pace appropriate for your dog and your neighborhood, and decompression time afterwards. I stay aware of traffic, unsafe areas, adverse weather, and keep distance from unfamiliar dogs as needed. For drop-ins I can provide the same attention to safety and routine, plus time for play/socializing, mental stimulation, fresh water, bathroom breaks, cleanup as needed, and any other daily routines you'd like followed.

Information Jack A. would like to know about your pet

Please let me know your dog(s) level of leash training, age, size, and energy level (do they get the zoomies?), as well as any house rules (behavior, furniture, commands/cues that they respond to). It's important for me to know if they are well socialized with other dogs or humans we may encounter, or if there are any specific areas or animals we should avoid. Please let me know your action plan in case of minor or major emergencies, including who to contact first, the location of any available first-aid and cleaning supplies, and your preferred vet/clinic.

A typical day

In addition to regular walks I enjoy playing their favorite games with their favorite toys (fetch, hide and seek, etc.) If you allow a certain amount of treats during the day I can keep their minds active and stimulated with any commands or tricks that they know or are willing to learn (I can provide a limited amount of small training treats if requested.) The back seat of my car has been prepared to safely transport any dogs that have a harness (I already have one for large dogs), and with your approval we can go on a sniffari to any dog parks or nature trails that can be reached within our timeslot.

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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Jack A.

Winter Garden, FL

3 reviews