Senior Software Engineer, Pittsfield

$100K + Full Medical + 401k with Matching
About Us
Outlaw Technology is a software company that exclusively serves the legal cannabis industry.
We focus on inventory management—helping our clients track, move, audit, and adjust their inventory with ease and compliance in mind.
We're a small, close-knit team, fully remote but tightly connected.
While our company is based in Maryland, our team spans the East Coast.
Our culture is friendly, relaxed, and collaborative—we genuinely enjoy working (and chatting) with each other.
About the Role
We're looking for a Senior Software Engineer to join our Engineering and Development team.
This role goes beyond writing great code—you'll be maintaining and improving our systems, jumping in to solve challenges, and working directly with clients to ensure they get the most out of our tools.
You'll thrive here if you enjoy autonomy, creative problem-solving, and being part of a small team where your contributions are noticed and valued.
What You'll Do
Design, build, and maintain software that powers our inventory platform
Collaborate with teammates to troubleshoot and resolve technical issues
Work directly with clients to understand their needs and implement solutions
Participate in code reviews and contribute to a culture of quality and continuous improvement
Take ownership of projects and run with them independently
What We're Looking For
Comfortable communicating with both technical teammates and non-technical clients
Proven ability to work independently and manage your own workload
A few years of experience in a full-time technical role on a collaborative team
A mindset focused on problem-solving and client satisfaction
Bonus Points For
Experience with AWS and its infrastructure
Any additional scripting, automation, or integration skills
What We Offer
Full medical coverage
401k with matching
A relaxed, supportive, and fun team culture
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