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Winston Preparatory School

A typical day at work at Winston Prep School was both engaging and fulfilling. The administration and faculty are incredibly supportive, working together to ensure each student receives an education tailored to their individual needs. The collaborative environment makes every day rewarding.

As a former Athletic Director, PE teacher, and coach, I greatly appreciated the freedom and support to develop and enhance the athletic department, which helped me grow as an educator and leader. The school fosters an environment that encourages creativity and innovation, allowing both educators and students to create programs and clubs that benefit the community.

The leadership team at Winston Prep is highly supportive and invested in both faculty and students. They truly prioritize student success and create an atmosphere where teachers feel valued and empowered to make a difference.

The workplace culture is welcoming and community-driven, with monthly school-wide events that bring students and staff together in a fun and engaging way. These events help foster a strong sense of belonging among everyone at the school.

The hardest part of the job can be adjusting to the individualized learning approach, as it requires adaptability and a deep understanding of each student’s needs. However, the support from colleagues and administration makes this challenge manageable.

The most enjoyable part of the job is seeing students grow and succeed in a nurturing environment. Being part of a team that is truly in it for the kids makes every effort worthwhile. Overall, Winston Prep School was a great place to work, and I will miss the entire community.

...Winston is the place for you. I've never taught anywhere that is more collaborative or student-centered. You have a wealth of knowledge available to you through a vast online library, as well as the extensive experience of a seasoned admin team.  Your efforts are focused and constantly fine-tuned through the ongoing evaluation of student performance, as well as continuous peer and self-evaluation of your teaching practices. As a result, you learn more than you ever thought possible about the art and science of teaching. Yes, at Winston, you are part of something that is truly transformative for the student. However, it is a lot of work. During the regular school year, do not expect to have a work/life balance; that's what your summers are for. That being said, if a regular faculty member sees a better or more efficient way to do something, they are always heard. And, the amount of work combined with the fast pace forces you find ways to become more efficient, which is never a terrible thing. Bottom line: if you are on a personal mission and teaching is your calling, you will flourish and feel right at home at Winston. If you got into teaching for any other reason, you're not going to be happy.

I had high hopes upon starting here, but very sadly this is the most chaotic, unprofessional, and (for lack of a better word) toxic place I have ever worked. I really enjoyed working with the kids, but I had no choice but to quit for my own well being. There was limited communication and untrustworthy behavior behind the scenes by the staff, particularly leadership, which made the place very unfriendly at best, a hostile work environment at worst. I have never in my adult life experienced behavior that was this unprofessional. 

As a teacher, actions are micromanaged, making the workload much more complicated than it needs to be, and I felt that efforts to problem solve or seek support were held against me. There are minimal supports despite the fact that this is a special education school, and limited effective disciplinary measures/consequences in place...so often what you hear is teachers raising their voices/yelling at the kids in anger, which I found to be very inappropriate for education.

I could cite more unprofessional examples, but all in all I am very relieved to have been able to quit and would strongly urge others not to work here, especially if you are passionate about teaching kids who are neurodivergent.

Central team is self-inflated with importance, and everyone in the school knows and discusses it. Despite all the resources spent on advertising highly individualized approach to education, their bottom line appears to be all about making money and expanding. They micromanage schools, despite not having actually taught in ages, or set foot in the building in years. They do not know the amount of effort, preparation, energy, and patience that goes into teaching students, so they have no problem increasing teaching hours and decreasing prep time, without ANY concern for how teacher exhaustion affects quality of instruction. And the pay is absurdly sad for such an expensive “highly specialized” school. Student tuition is more per year than many of the teachers are getting paid. This wouldn’t sting as bad if the school status as a “nonprofit” didn’t reveal how much revenue comes in and how much “key employees/officers” make.
When top exec is taking home upwards of 700K, yet cuts funds for student events and those that live paycheck to paycheck, there are serious questions about ethics and what their actual mission is.

It's absolutely ridiculous that the Central Team has so much control over what we do in the schools- all they do is present their theoretical research without ANY understanding at ALL of what it actually means to be in the classroom. I'm not sure when the last time any of them actually even WERE in a classroom; the "strategies" they present to teachers are ludicrous and unrealistic. They sit at home working remotely telling us how to teach when we're the ones actually in the classrooms dealing with the REAL students, regardless of the theoretical research. Yes, educational research is important, but when it's being presented by people with little to no current practical experience, it's useless. Central Team is also so exclusionary- there are no teachers on their team, so I'm not sure how we're supposed to take them seriously at all. Not to mention the fact that the push they're making for all the campuses to grow in student numbers at rates we're no equipped to handle just completely throws our whole teaching methodology out the window. 

I feel terrible for the students who come to this school and the parents roped into paying the absurdly expensive tuition. The school does not provide PT or OT to students. Students get a “Focus” period with one on one time with a teacher daily. In actuality, this is a glorified tutoring session where teachers often have their students complete online work with little to no assistance. Many teachers are inexperienced and most are not certified in what they teach.  Management is a joke. They bend over backwards to please parents and  show them “high” grades from their children. The reality is that teachers are instructed to accept late work at any time during the marking period and give them full credit. The work does not challenge the students sufficiently. The benefits are so expensive they are not worth taking. There is no dental insurance at all. I would opt for another school if I were you. 

I've worked at WPS for about 8 years and it has been a wonderful place to work and really rewarding experience. The school is a place that prioritizes it's culture for it's staff, creating a warm and supportive experience. The team is really like a family working collectively toward making an enriching environment where students can thrive. Leadership is helpful in what is sometimes, a stressful job to start in. The team work together to individualize instruction but everyone is very collaborative to make sure students are supported. There is lots of professional development opportunities offered weekly. The students and families are extraordinary and all the staff genuinely seem to enjoy working with them. There is really no place I would rather work. 


Working at Winston Preparatory School in Whippany, New Jersey, has been an incredibly rewarding experience. The school’s professionalism and positive culture create an environment where every employee genuinely looks forward to coming to work each day. It truly feels like a family. The staff’s commitment to each student is unparalleled—something I’ve never experienced in any of my previous schools. The collaborative atmosphere fosters a sense of support and provides endless opportunities for growth as an educator. Winston Prep is more than just a workplace; it’s a community where both students and staff thrive. There’s no other place I’d rather be.

Winston Prep NJ is an excellent place to work. The camaraderie among the staff is strong. The leadership team is supportive, understanding, and helpful. The dedicated staff, meaningful work, and wonderful students make Winston a special place to work. The entire staff cares about the children and helping them to reach their greatest potential. Everyone works hard and lifts each other up; it's nice to work in an environment where you know you can lean on those around you.

Wonderful facility, excellent staff and support system for teachers. Lots of help guidance from management as needed. Lots of fun events given. We do have a good number of pointless meetings and unnecessary reports that we have to write that are mostly busywork. 

However, the only real problem working here is the children. Lots of ADD, Autism , Dyxlexia and behavior issues with students. Most time is spent managing these problems rather than teaching. 

Top Job Titles	Average Salary
Teacher 9 salaries reported	$65,556 per year
Mathematics teacher 7 salaries reported	$71,786 per year
Reading specialist 4 salaries reported	$60,000 per year
Elementary school teacher 3 salaries reported	$70,000 per year
Speech language pathologist 3 salaries reported	$80,833 per year

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