About Us

PrepNow started as an experiment within StudyPoint, a six-time Inc 5000 Honoree and national leader in one-to-one private tutoring. We believe that tutoring – like so many industries – faces disruption via online delivery models, so we launched a pilot to deliver StudyPoint’s high quality tutoring to students via a virtual classroom. The educational outcomes far exceeded our expectations, and as a result we launched the service as a new brand – PrepNow – in late 2011. From there it has been an all-out sprint as new enrollments blew past our projections. In 2012, our first full calendar year, our revenues reached seven figures, and we haven’t even begun to tap our best opportunities.

At our core we’re passionate about two things: helping kids succeed in school, and building a scalable business that can transform the private tutoring market. We’re grateful to be at the crossroads of such an exciting social and technology venture, and we’re looking for a talented technologist to help us shape the future of this global industry.

Our Unique Advantage

PrepNow was conceived at StudyPoint, and as such has a number of key advantages. First, we have over a decade of know-how in building and delivering high quality tutoring programs. Since day one StudyPoint has been an innovator in private tutoring, and many of those processes and technologies form the foundation of PrepNow. In that light, we’re years ahead of your average twelve month old start-up. Second, StudyPoint is a large and profitable operation that can serve as an ongoing source of capital for PrepNow, which means we won’t be reliant on or distracted by the constant stress of fund-raising.

Who We are Looking For

Given where we’re headed, we know we need a strong lead at the helm of our technology operations. The role will have three key elements:

  • Help shape our technology strategy.
  • Lead technology development – both internal and external projects.
  • Help build, manage, and groom a technology team.

What You Need To Possess

To be clear, we are not hiring a CTO. Our stage of development (and our general approach to entrepreneurship) dictate that we find a hands on leader – someone who can manage a small team or outside development group, but who is also still willing and happy to be writing code. We believe in the discipline that comes with bootstrapping, and as such everyone here is a team player. As the team, projects, and budgets grow the position may well evolve into a pure management role, but for now you’ll have your sleeves rolled up.


Many of the projects in the pipeline lend themselves to someone with software architecture and development experience that is heavy on relational database work. Likewise, given the nature of an online tutoring operation – both with regards to ecommerce and virtual classrooms – the role will require someone with experience in complex web development projects. Most of our existing footprint is developed using MySQL, SQL Server, PHP and JavaScript (JQuery) using cloud linux and windows servers, integrating many outside data sources and APIs – though all of this is malleable based on future needs and your insights.

On the soft skills side, we figure our technology needs will be filled with a combination of internal development and outside partners. As such, we need someone who has interfaced with outside software development firms. Likewise, since the internal engineering team will be yours to build and lead, we need someone who has helped recruit, screen, onboard, and manage new software developers.

What’s In It For You

We know we’re onto something, and we need a rising star to take our technology operations to the next level. We’re offering a six figure salary, competitive benefits, and the opportunity to build a cutting edge technology operation at an established start-up. We’re in the process of opening a new HQ in Boston/Cambridge – and more than anything this is an opportunity to make your mark in the Boston technology community.

If you’re interested please be in touch with CEO, Rich Enos, at: rich@prepnow.com

Please let them know that Dave at Devious Media sent you!