We can help with


Benterprise is all about making your experience of owning a dog as easy and enjoyable as possible. We only employ local upper west side dog walkers, which allows us to offer walks at hours many other services don’t. We put safety first.

Why Benterprise?

There are many different options for dog care on the UWS and it can be very difficult trying make a decision on the right one.  What makes Benterprise unique you say?

  1. All in one full service dog care.  There is nothing we cannot handle.
    1. Training
    2. Dog Walking
    3. Overnight care
    4. Daycare
    5. Dog Sitting
  2. Local walkers at your fingertips
    1. The majority of our affiliated walkers are local UWS residents
    2. We offer walk times that other companies simply cannot.  Same day, weekends, mornings, nights.
  3.  Walkers paid highest in the industry
    1. Once a walker is paired with a dog, that is now their dog.  They keep a majority portion of each walk for themselves.
    2. This allows all walkers to focus solely on walking without having to balance 3 jobs.
  4. Life, passion, experience
    1. Everyone affiliated with Benterprise loves what they do and will be doing this for years to come.  Turnover is extremely low and we pride ourselves on being the best.

About Us


Hi, I'm Ben

Hello to all of my fellow dog owners and lovers, my name is Ben Chaplin. I graduated from Hobart and Williams Smith College in 2012 with a degree in Environmental Science. After graduation, I moved to the big apple as a fully independent young man eager to enter the working world. It took me the first job working behind a desk to realize that was not the lifestyle I wanted. I left my desk at the media placement agency behind and set out to carve my own path.

I worked my way up from walking for a service in Greenwhich village to starting my very own dog walking service in 2016. Along the way I learned many valuable lessons on how to, and not to run a dog walking service. Through hard work and my drive to offer the best dog care available, Benterprise has truly become a unique experience for you and your dog. I founded the company knowing that the only thing that sets dog walkers apart is their ability to offer a better service. My attention to detail and absolute devotion to being the best at everything I do sets Benterprise apart from the pack. I look forward to helping care for your four legged family member.

Meet The Walkers


All training needs are handled through our training partners over at Amanda Gagnon Dog Training.  They are the best of the best and have been helping our furry upper west side residents be on their best behavior for many years. 
Learn more

Dog Walking

Our dog walks are typically done in limited packs of up to 3 other dogs. 

We offer three different walk lengths: 30m, 45m, 60m. 

Pricing per walks varies based on a number of factors including frequency and time of day.  Please inquire for a specific quote.

We are open 7 days a week, including holidays, and same day requests.

Upon signing up, your walker will always be the same, you will have direct contact with said walker, and hear from us directly with a picture update every time your walk is completed.

Overnight Care

We offer in home overnights and out of home boarding at Ben’s apartment.  Each stay is $85/night.  This includes all necessary bathroom walks during your pups stay.  We will provide updates throughout the time you are away and can accommodate any special needs. We have availability to add on longer walks which count as additional purchases on top of the overnight.

Puppy Care

We can accommodate any and all puppy needs.  We are highly experienced with new pups and can assist you with initial training.  We will help you find the right schedule for your newest family member and make sure the crate training process goes as smoothly as possible.

Dog Sitting

No one wants to leave their dog alone for extended periods of time.  One unique service we offer is extended hours of dog sitting that doesn’t require an overnight. We can accommodate both in house and out of house sitting.  Feel free to drop your pup off with us at a moments notice!




All training needs are handled through our training partners over at Amanda Gagnon Dog Training.  They are the best of the best and have been helping our furry upper west side residents be on their best behavior for many years.  We have known Amanda and her team since we first started walking dogs in the area. They effectively and passionately take on any behavioral challenge your dog might have.

Thousand steps
Dog years in business
Selfies with puppers
million face licks

We your puppies!

Contact us to get started!