Join the Team

Join the Skyway Team


As a contracting officer (CO), I saw small but sophisticated companies struggling in the federal market. They are frustrated and are wasting their precious time and money. They need help. I founded Skyway on the idea that a cohesive, experienced, collaborative team of former COs is uniquely qualified to help these companies Know more, Do more, and Win more. The idea worked. Skyway is now the premier, boutique federal market consulting firm.

Would you like to be part of a fun company with an exciting mission and a culture of collaboration and compounding excellence? Do you enjoy solving clients’ unique B2G puzzles? Do you crave the flexibility to work remotely while supporting a variety of clients? Do you want to work with great clients who truly appreciate your expertise? We may be a great fit for you.

The benefits of being on the Skyway team:

  • Be on a team that focuses on culture first
  • Work free of conflicts of interest. We only serve companies. We are not a government contractor.
  • Be part of a collaborative, energized team that wants you to learn and excel
  • Have a leadership team that is willing to be uncomfortably transparent
  • Work on interesting projects with clients who truly appreciate what you do
  • Match your “superpower” (what you are exceptionally good at and love to do) with clients’ needs
  • Have the flexibility to work remotely on projects you choose
  • Make $50 – $80/hour (depending on your experience)
  • Do work that matters

Required attributes and experience of Skyway Team members:

  • Have a passion for helping small businesses navigate the federal market
  • Be driven by integrity first
  • Have 10+ years experience as an 1102 or similar
  • Be a self starter who enjoys having the autonomy to be awesome
  • Have very strong writing and speaking skills
  • Enjoy the freedom, flexibility, and accountability of working part-time, remotely, on a project basis
  • Enjoy using critical thinking to research, develop and deliver for clients
  • Are willing to use your own computer and phone to support client work
  • Understand that all team members start part-time to make sure we are a good fit

Preferred experience and attributes:

  • Experience using collaborative cloud-based tools such as SharePoint, Lync, DropBox, Google Docs, GoToMeeting, Conference lines, and others (or are willing to learn them all)
  • Have been a contracting officer in any US government agency
  • Experience writing federal market proposals

Key attributes of our team members. Is this you?

  • Highly skilled in the art of government contracting
  • Creative, collaborative team-focused
  • Fanatical about serving small businesses
  • Committed to “long term” wins
  • Truly value, and participate, in the power of open communication
  • Always in learning mode: enjoy new challenges, new customers, new ideas, and constant innovation

Most of our team members work remotely, part-time on client projects. We live all across the country so we use technology to stay connected and deliver like crazy for our clients. If you would like to be considered as an additional member of our team, please fill out our candidate application. Please note that even though we are accepting applications all the time, we may not have an immediate need or vacancy. If you submit your information, you are giving us a glimpse of your experience, which may lead to us giving you a call. We are just as selective with our team members as we are with our clients.

Start the Application Process

If you think you have what it takes to join the Skyway team, then please schedule a meeting using this link.