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Careers at True Progress

Do work that matters.

True Progress has spent fifteen years developing research, frameworks, technology, assessments, and school practices that help educators know every student deeply, understand whether progress is happening, and decide what to do next.

More than 100 schools subscribe to the True Progress Student Success System.

We are a founder-led company interested in exceptional people who understand schools, care deeply about student learning, and want their experience to have an impact beyond a single institution.

We are not currently recruiting for a specific open position. Relationships often begin with a project, a limited engagement, summer work, or a few hours each week and develop from there.

Explore the Student Success System

What We Are Building

A Student Success System designed to reach far beyond one school.

True Progress helps schools know each student deeply: strengths, interests, learning, difficulties, progress, and what may help that student move forward.

The Student Success System connects five drivers — Visibility, Focused Curriculum, Instruction, Meaningful Data, and Workflows — with assessment technology, professional learning, research, and practical guidance for schools.

True Progress already works with more than 100 schools. The opportunity ahead is to help thousands of schools develop stronger ways to know students, respond to what they learn, and determine whether their response is working.

For someone who has spent years improving one classroom, division, or school, this creates a different kind of opportunity: bring what you have learned to work that can reach educators and students far beyond one institution.

Working Here

Serious work with real responsibility.

True Progress is intentionally lean. People working with us stay close to the schools, the product, the research, and the decisions that shape the work.

There is little distance between recognizing a problem and doing something useful about it.

Not every contribution requires a conventional full-time role. Some of the most valuable work may come from an experienced educator who contributes during the summer, works with us a few hours each week, takes on a defined project, or brings particular expertise when the work calls for it.

Meaningful Responsibility

Take responsibility for useful work. Make decisions, produce something real, and follow what happens afterward. People working with True Progress are trusted with meaningful ownership rather than managed through unnecessary layers.

Close to Schools

Our work begins with schools. Depending on your experience, you may work with educators, student-learning questions, research, professional development, assessment, curriculum, admissions, technology, implementation, or the practical systems schools use every day. Experience inside independent schools is particularly valuable because much of our work depends on understanding how these institutions actually operate.

High Standards

We are here to produce work educators can rely on. That requires careful thinking, strong judgment, attention to detail, and a willingness to revise something when the evidence says it can be better.

Room to Build

True Progress has fifteen years of experience, more than 100 subscribing schools, and substantial work still ahead. People who contribute now can help shape new research, frameworks, professional learning, assessment content, technology, school practices, and eventually new areas such as science assessment. The opportunity is to build something useful, put it in the hands of schools, and learn from what happens.

Who Does Well Here

People who take ownership.

True Progress is a good fit for people who can work independently, think carefully, and take responsibility for the quality of what they produce.

  • You can take an important problem and move it forward without waiting to be told every step.
  • You are comfortable working through complexity rather than reducing difficult problems to easy answers.
  • You care about details because details affect the people using what you build.
  • You can change your mind when the evidence says it's necessary.
  • You communicate clearly and directly.
  • You follow through.
  • You are comfortable working across conventional job boundaries when the work requires it.
  • You care more about producing useful work and real results than appearing busy or impressive.
A diverse group of young students standing together in a school library

Ways to Contribute

Bring what you know. Start with useful work.

There are no specific open positions at True Progress today.

That does not mean there is no way to work with us.

We regularly build relationships with talented people through defined projects, contract work, summer engagements, limited weekly hours, research collaborations, and other practical ways of working together.

Some relationships remain focused and part-time. Others grow into larger responsibilities as True Progress grows.

If you understand schools and see work here where your experience could make a difference, we would like to hear from you.

School & Client Success

Bring school experience directly into the work we do with educators. Projects may include implementation, professional development, coaching, student-support practices, faculty resources, family communication, admissions, school workflows, or helping schools use the Student Success System more effectively. This could be particularly well suited to an experienced Head of School, Student Support Director, Curriculum leader, Admissions Director, specialist, teacher, or other educator who wants to contribute beyond their own school.

Assessment & Curriculum

Help develop and review high-quality assessment and curriculum content in mathematics, science, and ELA. Projects may include writing and reviewing assessment items, developing Diagnostics and Inventories, building learning progressions, conducting academic research, and helping us create new assessment areas. We are particularly interested in educators with deep subject knowledge who want to help translate that expertise into tools used across many schools.

Growth & Communications

Help True Progress become one of the most useful sources of thinking on student learning and success. Projects may include research briefings, school case studies, field research, events, outreach, communications, partnerships, and translating what we learn from schools into work that other educators can use. This work is grounded in substance: finding important questions, developing useful insight, and helping that work reach the schools that need it.

Business & Operations

Bring expertise to the systems that allow a small company to do consequential work reliably. Projects may include finance, bookkeeping, operations, administration, data and systems, project management, technology operations, and special projects. Someone who has run operations, technology, finance, or complex systems inside a school may have unusually relevant experience here.

Something Else?

Exceptional people do not always fit neatly into an existing category.

You may have spent years leading a school, running admissions, supporting students, developing curriculum, managing technology, teaching, researching, or solving a problem we have not listed here.

If you understand what True Progress is building and see a way your experience could help schools succeed with more students, tell us.

You do not need to be looking for a full-time job. You may simply have expertise worth applying to one project, a summer of work, or a few hours each week.

Start with the contribution you think you could make.

Introduce Yourself

Tell us where you could contribute.

Tell us what you know, which part of the work interests you, and how you think you could contribute.

You can also tell us what kind of arrangement would be realistic for you: a project, summer work, a few hours each week, ongoing contract work, or something else.

We will reply by email.

Frequently Asked Questions

A few things you may want to know.

Where is True Progress based?
True Progress is based in Portsmouth, New Hampshire. Some members of the team work remotely, depending on the work and role. Remote team members travel to Portsmouth periodically for company meetings and time together as a team.
Will I work directly with the founder?
Yes. True Progress is founder-led, and people joining the company work directly with founder David Stevens. The company is deliberately low on organizational layers. Expect direct conversations, meaningful responsibility, and close involvement in the work.
Does working at True Progress involve travel?
It depends on the work. Some opportunities include travel to schools to work directly with educators and school leaders. Remote team members also travel periodically to Portsmouth for company meetings. Travel expectations will be specified for each opportunity.
What benefits does True Progress offer?
Full-time employees receive a comprehensive benefits package, including health, dental, and vision insurance, a 401(k), paid time off, paid holidays, and parental leave. Benefits for contract and project-based work depend on the engagement.
What is the approach to vacation?
True Progress has a generous vacation policy for full-time employees, with particular flexibility around school holidays when many of the schools we serve are also on break. When you are away, we want you to be able to be away.
What is the work culture like?
We are results-oriented rather than activity-oriented. What matters is whether the work gets done well and whether it contributes to the success of the schools and educators we serve. We expect people to take ownership, work closely with one another, and do what needs to be done for our clients to succeed. That comes with significant autonomy and equally significant responsibility.
Do I need experience in education?
It depends on the work. Some opportunities require deep experience in schools, assessment, curriculum, or education. Others may require expertise in areas such as finance, operations, technology, communications, or growth. Each opportunity will specify the relevant experience.
What does success at True Progress look like?
The clearest evidence is in the work itself and the success of the schools we serve. We want to solve real problems for educators, make their work easier, and help schools know and advance every student. We care about what we accomplish, whether it works, and whether it makes a meaningful difference for our clients.
Are you currently hiring for full-time positions?
We are not currently recruiting for a specific full-time position. We often begin working with people through a defined project, contract engagement, summer work, or limited weekly hours. Those relationships may remain part-time or grow as True Progress grows.
Can I work with True Progress while I am still working at a school?
Yes. For many educators, that may be the best place to begin. A project, summer engagement, or limited number of hours each week can allow you to contribute your experience while continuing your work at your school. The specific arrangement depends on the work and your availability.