Achievement First
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Achievement First Jobs Information

Does Achievement First pay people when they’re sick?

Yes. Most people get paid when they’re sick.
100% of people say they would get paid if they were sick but scheduled to work.
Based on data from 6 people who took the Breakroom Quiz between May 2025 and February 2026.

Is the health insurance from Achievement First affordable enough for their workers?

Most people say the health insurance costs are okay.
100% of people say the health insurance costs are okay
Based on data from 5 people who took the Breakroom Quiz between May 2025 and February 2026.

Do people get paid time off at Achievement First?

Most people get paid time off work.
80% of people say they get paid time off.
Based on data from 5 people who took the Breakroom Quiz between August 2025 and February 2026.

How easy is it to take sick days at Achievement First?

Most people find it easy to take sick days.
80% of people report that it’s easy to take time off if they are sick.
Based on data from 5 people who took the Breakroom Quiz between May 2025 and February 2026.

Do people at Achievement First feel treated with respect by their managers?

Most people feel treated with respect by their managers.
83% of people say they’re treated with respect by their managers.
Based on data from 6 people who took the Breakroom Quiz between May 2025 and February 2026.

Is it stressful to work at Achievement First?

Most people feel stressed out here.
83% of people say they often feel stressed out at work.
Based on data from 6 people who took the Breakroom Quiz between May 2025 and February 2026.

Do people at Achievement First enjoy their jobs?

Most people enjoy their job.
100% of people report they enjoy their job.
Based on data from 5 people who took the Breakroom Quiz between May 2025 and February 2026.

Do people at Achievement First recommend working with their team?

Only some people recommend working with their team.
67% of people report that they wouldn’t recommend working with their immediate team to a friend.
Based on data from 6 people who took the Breakroom Quiz between May 2025 and February 2026.

Do people get enough training when they start at Achievement First?

Most people got enough training when they started.
83% of people report they got enough training when they started working here.
Based on data from 6 people who took the Breakroom Quiz between May 2025 and February 2026.

Do people think Achievement First’s headquarters understands what’s happening where they work?

Some people think headquarters doesn’t understand what’s happening where they work.
60% of people think that this employer’s headquarters or owners don’t have a good understanding of what’s really happening where they work.
Based on data from 5 people who took the Breakroom Quiz between May 2025 and February 2026.

Do workers feel well informed about how Achievement First is doing?

Most people feel well informed about how the company is doing.
100% of people feel that they are kept well informed about how the company is doing as a whole.
Based on data from 5 people who took the Breakroom Quiz between May 2025 and February 2026.
What are the most popular categories at Achievement First?
Infographic showing various School Operations Manager job openings at Achievement First in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Physical job distribution.

2026-2027 (CT) Dean of Special Services

Achievement First (Teaching)

New Haven, CT

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 4 days ago


Achievement First rating

9.2

Company rating: 9.2 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

7th of 628 rated elementary and secondary schools


Job description

School Year: 2026-2027

Leading at Achievement First 

As a Dean of Special Services at Achievement First, you will be at the center of this work- coaching our teachers and driving decisions that will benefit our scholars. Here, you will be the driver of high quality coaching instruction that enables teachers to develop and deliver strong content and to help  our scholars develop a lifelong love of learning. You will work with teachers to be your students'  champion who believes all students are capable of greatness. You will be a demander of excellence for yourself, your  teachers and your students, an educator who helps create a vibrant school community where  students have the type of powerful school experience that fosters their best and most thoughtful  work. 

At Achievement First, you will grow as a passionate and constant leader who thrives on feedback, enjoys regular one-on-one coaching with your principal, and nurtures a voracious appetite for  professional development and consistent improvement. You will cultivate schoolwide classroom  cultures built on strong structures, communication and lasting relationships. Every day, you will  contribute to the education of children who will go on to become the next generation of leaders in our communities.  

As a Dean of Special Services at Achievement First, your typical week would include the following, and more: 

Coaching and developing staff to achieve excellent student outcomes:

  • Analyze school wide data in order to design responsive and effective student interventions.
  • Develop highly effective instructional curriculum and schedule, in collaboration with principal and Team Teaching & Learning in the Network Support office. 
  • Observe lessons regularly and deliver targeted feedback to teachers. 
  • Collaborate with grade/subject teams to plan units, lessons and assessments; regularly share feedback. 
  • Assist teachers to devise and monitor high-impact support plans for students. 
  • Model outstanding instruction for teachers. 

Facilitating excellent professional development: 

  • Coordinate and manage creative, inspiring professional development sessions in line with school goals and priorities. 
  • Direct the interim assessment process to ensure teachers are using current data to drive  instruction; facilitate regular, meaningful interim assessment data debriefs with teachers. 
  •  Lead staff trainings at start and end of school year and on professional development day.

Serve as an active member of the school leadership team:  

  • Analyze school wide data in order to design responsive student interventions.
  • Track other useful academic data (e.g. homework completion rates); communicate progress to students, teachers and parents.
  • Participate in regular leadership team meetings. 
  • Work closely with dean of students to support efforts in character development and  positive school culture. 
  • Assist teacher leaders (e.g., coaches, grade team leaders) in developing leadership skills. 

Skills and Characteristics: 

  • An active and demonstrated commitment to Achievement First's mission and values: Leading for Racial Equity, Embrace Challenge, and Go Further Together.
  • A Track record of exemplary instructional and classroom management skills, including  meeting extremely high standards for student achievement 
  • A  Proven ability to proactively and effectively coach and manage adults and drive excellent student achievement through others.
  • Superior personal organizational skills, ability to coach others to improve their organizational skills and efficiency, and ability to "zoom out" to create and manage systems and projects that require long range planning and organization.
  • People Leadership: Strong self awareness and awareness of others, and exceptional "warm/demanding" balance when leading adults.  
  • Growth mindset for self and others; willingness to seek out feedback and ability to implement constructive feedback quickly and effectively.  
  • Mastery of and enthusiasm for subject matter. 

Necessary Qualifications:

  • A bachelor's degree; master's degree preferred. 
  • Certified as a school leader per your state's guidelines and requirements; If not currently certified, ability to obtain necessary state certification in specific subject and  grade level is required within the first two months of employment.  
  • At least 3 years of K-12 full-time lead teaching experience with a record of high student achievement. 
  • At least 1 year of experience coaching and leading adults to obtain high student achievement. 

Compensation & Benefits

  • Employees at Achievement First are provided with a competitive salary. Our salaries are set through a lens of equity, and based on an individual's skills, education, and years of experience relevant to the role. Dean salaries in CT range from $90,041 - $117,483. 
  • As a regular full time employee of Achievement First, you will be eligible for benefits that include medical, dental, vision, and life insurance as well as a 403(b) retirement benefit package with match and paid Family Leave.

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