CTO - Head of Product Engineering

Posted Yesterday
Be an Early Applicant
Hiring Remotely in USA
Remote
250K-500K Annually
Senior level
Cannabis • Fintech • Financial Services
The Role
Lead the technical vision and product engineering at Deeter Analytics, focusing on systems architecture, high-velocity execution, and mentoring a small senior team.
Summary Generated by Built In
About Deeter Analytics

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.

Role Overview

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

Key Responsibilities

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.

Who You Are

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.

Education

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.

Top Skills

AI
Engineering
Systems Architecture
Technical Systems
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The Company
10 Employees
Year Founded: 2025

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