Obsidian Systems
Technology
HeadofEngineering
Neural analysis suggests this role is
optimal for Executive candidates.
“Head of Engineering at Obsidian Systems. Skills: People leadership, Team management, Engineering operations, Engineering delivery. Own engineer accountability on delivery. Partner with Head of Consulting Operations”
Industry & Context.
Quantitative problem solving
What They're Looking For.
Must Have
Proven experience leading scaling engineering teams, Managed senior individual contributors, Managed technical leaders at scale, Appreciation for functional programming principles, Track record of building engineering culture, Instincts around coaching, Experience in consulting or services-plus-product environment, Comfort operating across more than one business model, Demonstrated ability to partner with deep technical experts, Comfortable operating in a remote-first environment, Comfortable with ambiguity
Nice to Have
Develop leaders new to management, Comfort operating in a global environment, Comfort operating in a low-ego environment, Directness and trust are the currency, Building structure as you go
What You'll Do.
Own engineer accountability on delivery
Partner with Head of Consulting Operations
Lead engineering team
Coach engineering team
Develop engineering team
Own performance management
Own career development
Raise bar as we scale
Build rotation assignment program
Ensure engineers grow across projects
Champion engineering methodology
Champion cultural values
Help engineers internalize values
Own guardrails for engineering team
Own internal security practices
Own compliance accountability
Serve as primary point of cross-departmental engagement
Serve as escalation for engineering
Oversee incident management
Oversee change management processes
Own technical risk mitigation
Support sales engineering efforts
Support research and development
How You'll Work.
Team & Collaboration
Cross-departmental engagement; Partnering with operations
Communication Scope
Directness
Process & Methodology
Delivery accountability
Full Job Description
Obsidian Systems is the premier software development consulting solution for institutional clients building next-generation technology. We are currently scaling from sixty to over one hundred people and need a Head of Engineering to lead this expansion. Our growth comes from the trust our clients place in us to deliver best-in-class software through a novel approach that builds it right the first time. We specialize in high-security and high-functionality systems that demand rigorous engineering for consequential projects. As the de facto Canton development shop, we handle ledger systems and complex quantitative problems that are difficult for other firms to conceptualize. This leadership role focuses on managing our technical talent and maintaining our culture of quality and accountability. This is a leadership-first role for someone who builds great teams, creates clarity, holds people well, and can scale a culture. What We Are Looking For - Proven experience leading and scaling engineering teams in a high-growth environment; you have managed senior individual contributors and technical leaders at scale - A genuine appreciation for functional programming principles. You do not need to write Haskell, but you need to understand why the philosophy matters and be prepared to advocate for it - A track record of building engineering culture. You know how to help a team internalize values and ways of working, resulting in a best-in-class engineering culture. - Strong instincts around coaching, performance, developing leaders who are new to management, and knowing when to push and when to listen - Experience in a consulting or services-plus-product environment, or comfort operating across more than one business model - Demonstrated ability to partner with deep technical experts. You know how to work alongside strong technical leaders without overstepping or underdelivering - Comfortable operating in a remote-first, global, low-ego environment where directness and trust ar
Applying for this Head of Engineering role?
Most applicants get filtered before a human reads their resume. See if yours makes the cut.
How to Apply on Ashby
- Ashby is a fast modern ATS — most applications take under 3 minutes.
- The resume parser is strong; verify parsed experience dates and job titles.
- Custom screening questions are often scored algorithmically — answer completely.
- Location field affects geo-based screening; use your actual metro area.
ANONYMOUS · UNFILTERED
What do employees actually say about Obsidian Systems?
Real rants from real employees. Read before you apply.