Obsidian Systems

Technology

HeadofEngineering

$250–400k ~AI est. United States FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Executive candidates.

The Brief

“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.

Technology
Problems you'll solve

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

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