Work at Headway

Full Stack Developer

Crew Description

If you enjoy taking a concept from idea to deployment and have the skills to execute on each step of that process, Headway wants to talk to you about joining our team as a full stack web application developer!

We're a small team, so we all wear many hats. You'll need to be comfortable contributing code from day one, and ideally deploying something to production! That said, we have an awesome culture of learning and build in time whenever possible for each employee to grow their technical skill set with several hours of investment time each week.

At Headway we are consultants first, so you'll need to be comfortable communicating complex ideas to clients in an easily digestible way as well as estimating your work to help give ballpark costs to clients before starting an agile sprint cycle.

In addition to the consulting side of our business, we also scratch our own itch with several side products that we hope to grow in the months / years to come. There is no shortage of things to work on or ways to grow your career!

Help us make a difference, make waves, and make headway!

What You'll Know

  • ~2 yrs Experience with web application development (Ruby on Rails, along with other common libraries such as RSpec and Sidekiq preferred).
  • Solid understanding of object-oriented programming
  • Good understanding of server-side templating languages like HAML & SLIM & ERB
  • Good understanding of server-side CSS preprocessors like as SASS and SCSS
  • Good understanding of front-end technologies, such as JavaScript (ES6), HTML5, and CSS3
  • Familiarity with the concepts of MVC, Mocking, ORM, and REST
  • A knack for writing clean, readable Ruby code
  • Ability to write raw SQL when necessary to get around an ActiveRecord issue or optimize for performance
  • Understanding of fundamental design principles behind a scalable application
  • Able to create database schemas that represent and support business processes
  • Able to implement automated testing platforms and unit tests
  • Proficient understanding of code versioning with Git
  • Desire to pair program with other members of the team (sometimes cross-functionally)
  • Open to standardizing your toolset. We all use Vim + Tmux. Some of our clients require it!


Work, Play, and everything in between.


We cover 100% and offer
PPO or HSA matching plans.


We cover 100% of your dental insurance.

Continuous Learning

35 hrs/week for client work and
5 hrs/week for investment time.


15 days of paid time off every year
(vacation + sick-time).


Work where you work best.
We're remote-first.

Holiday Refresh

Headway HQ is closed between
Christmas and New Year's.

Horizontally Structured

We all grow together. Have a clear path
for professional development.

Bi-Annual Retreats

Hiking, Snowboarding, Surfing, Hacking, Team Building, Relaxing.

Onboarding Package

A $5,000 hardware package; MacBook Pro, Sitting/Standing Desk, and more!

Maternity & Paternity Leave

2 Weeks PTO for Fathers, 4 Weeks PTO for Mothers, unlimited UTO thereafter.

Frequent Lunch & Learn Fridays

Team Members present on topics they've learned about recently.

Swag & Gatherings

Get all the free gear you need! We also host gatherings, meetups & workshops.


Make a Difference, Make Waves & Make Headway

If this sounds like you, we’d love to have you apply! The position is full-time, includes 100% health & dental coverage, and comes with a $5,000 on-boarding hardware package, $2,500 yearly conference budget and many other perks! This position is primarily open to developers local to the Green Bay, WI area, but special consideration will be made for highly qualified remote applicants. We’re open to growing the team remotely and we are already a remote-first company with our tooling and processes.

If you don’t feel that you meet or exceed the requirements above, we encourage you to apply for our Apprentice Developer position! We have a track record of bringing up driven developers and would love to coach you through the next phase of your career. Note: the Apprentice Developer position is only open to people that are able to work out of our De Pere, WI headquarters at least 3 days a week.

Apply To Position


Inquiry Sent!

Thanks so much for your interest in working with us, and for your time to fill out the form. We're passionate about what we do and would love the opportunity to create a successful solution for you.

Expect to hear back from us within the next 3 business days.

Work With Us

We can take on any type of project, but we don’t work with everyone. We only partner with clients that align with our business values, honestly benefit from our expertise, and embrace the systems we build in.

Fill out the form below to start a conversation see if you’re the right fit for us.

What type of project would you like to partner with us on?