CTO - Head of Product Engineering

Deeter Analytics is a privately held investment research and trading firm managing ~$500M across public markets, alternatives, and private investments.

We operate with a small, senior, high-performance team within a deeply entrepreneurial culture. We value autonomy, directness, clarity, and technical rigor. We hire very few people, expect a lot from them, and invest heavily in their long-term growth and performance.

This environment suits sharp, self-directed thinkers who don’t need structure to perform and who work well with other outlier minds.

We are hiring a Head of Product Engineering & Systems Architecture (CTO Track) — a first-principles technical thinker who will own and simplify our internal technical ecosystem, translate trading and research needs into clean, high-leverage tools, and drive fast, disciplined product execution.

This role is ideal for someone who has the mindset of a technical founder — someone who thinks cleanly, architects simply, and builds with purpose — but who does not want the operational burdens of running a company.

Your focus here is pure technical leverage:

• designing simple, elegant systems

• shaping the engineering roadmap

• guiding a small team

• prototyping fast

• ensuring we build what matters

• maintaining architectural clarity as we scale with AI

1. Systems Architecture & Technical Clarity (Primary)

• Own the coherence and simplicity of all internal systems.

• Architect a clean, minimal, AI-augmentable technical environment.

• Reduce complexity and eliminate unnecessary abstractions.

• Define standards, interfaces, and guiding principles for the team.

• Hold the line on simplicity: clarity > cleverness.
  

2. Product Architecture & Engineering Leadership

• Translate needs from traders, researchers, and leadership into crisp technical decisions.

• Distill ambiguous requests into minimal viable specifications.

• Prioritize based on leverage and outcome, not noise.

• Shape and manage the engineering roadmap.

• Ensure the team builds the right thing in the right order.

• Provide clear frameworks for tradeoffs and decision-making.
  

3. High-Velocity Execution & Prototyping

• Create momentum and deliver high-impact internal tools quickly.

• Build lightweight prototypes to test hypotheses.

• Iterate based on real user feedback.

• Avoid over-engineering; ship simple, reliable tools.

• Drive continuous improvement and high execution speed.

4. Technical Team Guidance (Small, Senior Team)

• Lead through clarity, reasoning, and architectural direction — not hierarchy.

• Unblock engineers quickly; maintain alignment and focus.

• Keep communication simple, direct, and unambiguous.

• Foster a culture of low-ego craftsmanship and first-principles thinking.

• Elevate team output without management theater.

5. Founder & Leadership Partnership

• Work closely with the Founder and senior leaders on priorities.

• Reduce Founder involvement in technical decisions through clarity and rigor.

• Communicate risks, tradeoffs, and decisions with high signal.

• Engage in first-principles thinking on long-term systems and architecture.

A First-Principles Technologist

• You think like a physicist, mathematician, or systems engineer.

• You reduce problems to fundamentals.

• You choose simplicity over cleverness.

A Technical Founder at Heart

• You love designing and building systems.

• You want autonomy and challenging problems..

• You do not want operational burdens or a big corporate CTO remit.

A Product-Minded Builder

• You understand 0→1 deeply.

• You translate user needs into clear specifications.

• You prioritize leverage, not volume.

An Architect-Level Thinker

• You see the whole system.

• You care about long-term clarity.

• You build environments others can extend.

A Low-Ego Partner

• Energized, motivated, and calm.

• Communicates clearly, directly, and without jargon.

• Comfortable in ambiguity and fast-changing priorities.

Anti-Patterns (This Role Is Not a Fit If…)

• You over-engineer or build complexity for its own sake.

• You need hierarchy, structure, or a large team.

• You rely heavily on frameworks rather than fundamentals.

• You identify with your code and resist critique.

• You move slowly or optimize for polish over iteration.

• You want a big-title CTO role with managerial sprawl.

• You avoid ambiguity or require detailed instructions.
  

Degree helpful but not required.

We care far more about demonstrated architectural reasoning, first-principles problem-solving, and ability to ship simple, high-impact systems than formal credentials.