25madison Logo

25madison

Founding Technical Leader (CTO/Founding Engineer), NewCo

Reposted 2 Days Ago
Remote
Hiring Remotely in United States
Expert/Leader
Remote
Hiring Remotely in United States
Expert/Leader
The role involves owning the architecture and initial product development for a system that interprets user behavior and makes real-time decisions in commerce. Responsibilities include defining system architecture, hands-on building, leading engineering teams, and collaborating with the founder on product direction.
The summary above was generated by AI

Founding Technical Leader: Head of Engineering / CTO Company: Newco (Stealth) 

Role: Head of Engineering / Founding Engineer (Full-Time) 

Location: Flexible (US, preference for NYC) 

Stage: Pre-seed (Venture Studio backed) 

Comp: Significant equity + competitive cash

Who We Are

Commerce is undergoing a fundamental shift. For the past decade, ecommerce has been built around static pages, manual optimization, and fragmented tooling: from analytics to experimentation to personalization.

Newco is building the AI-native intelligence layer for DTC commerce. Our platform interprets shopper behavior from the moment of ad click, scores intent in real time, and dynamically personalizes the on-site experience without requiring brands to rebuild their infrastructure. Every interaction compounds: the system learns, adapts, and improves outcomes continuously.

The result: higher conversion, stronger retention, and a lasting edge for brands competing in a signal-scarce, AI-native world.

What You'll Do

  • Define system architecture from first principles and own it end-to-end
  • Build the initial product hands-on (this is a 0 to 1 role)
  • Design and scale the decisioning and personalization engine across data, infra, and product layers
  • Work directly with the founder on product direction and technical strategy
  • Hire and lead the early engineering team as the company grows
  • Communicate technical tradeoffs and system design to non-technical stakeholders in outcome-oriented terms

Who You Are

  • A builder-leader at the intersection of AI, product, and real-time systems
  • Experienced in high-stakes, fast-moving environments: vertical SaaS, applied ML, or personalization/recommendation systems
  • Comfortable working across backend, frontend, and product, not siloed
  • Strong product intuition alongside technical execution
  • Thrives in ambiguity and early-stage building

Key Technical Responsibilities

  • Decisioning and Personalization Architecture Design and scale the real-time scoring and routing engine: interpreting incomplete behavioral signals, making decisions under uncertainty, and serving personalized experiences with low latency.
  • LLM and Agentic Systems Build and maintain AI agent layers using frameworks like LangGraph or PydanticAI, including modular reasoning pipelines (RAG, ReAct, planner-executor) for CRO automation and content decisioning.
  • Data Infrastructure Integrate event-driven pipelines, vector databases (pgvector, Pinecone), and structured data stores to support real-time retrieval, persistent memory, and behavioral pattern recognition.
  • Evaluation and Observability Build tools for trace inspection, confidence scoring, and output validation. Develop evaluation loops and test harnesses to ensure reliability and consistency across decisioning outputs.
  • Engineering Architecture and Delivery Define technical standards, development processes, and system architecture to support a scalable, maintainable product. Partner with product leadership to translate strategy into roadmap.

Core Skills

  • 5 to 7+ years of full-stack engineering experience
  • Experience building real-time systems, data pipelines, or decisioning / recommendation engines
  • Familiarity with LLM agent development and frameworks (LangGraph, PydanticAI, or similar)
  • Production-level experience with FastAPI, Docker, and cloud-native deployment
  • Comfort with vector databases and retrieval-augmented generation patterns
  • Proficiency in agentic IDEs (Cursor, Windsurf, Claude Code)

Bonus (not required)

  • Experience in ecommerce, marketplaces, or personalization platforms
  • Familiarity with event-driven or streaming architectures (Kafka, Kinesis)
  • Shopify ecosystem knowledge

What This Is Not

  • Not a pure infrastructure or platform role
  • Not a maintenance or scaling role
  • Not joining a large existing team

You will be building the foundation.

Why Join

  • Significant equity + competitive cash
  • True technical ownership: define the system architecture from day one
  • Backed environment: venture studio with capital, operational support, and design partners already in market
  • 0 to 1 opportunity: build a company, not just write code

Similar Jobs

15 Minutes Ago
Remote or Hybrid
2 Locations
105K-163K Annually
Senior level
105K-163K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Manage and grow strategic partnerships with Presidio and Trace3 by developing and executing joint GTM plans, coordinating cross-functional enablement and marketing, leveraging investments to maximize ROI, aligning with sales leadership, and using data-driven insights to drive partner-sourced revenue and brand elevation.
19 Minutes Ago
Remote or Hybrid
USA
123K-228K Annually
Senior level
123K-228K Annually
Senior level
Machine Learning • Payments • Security • Software • Financial Services
Lead and manage engineering teams building scalable, low-latency fraud detection systems. Drive system design, performance optimization, streaming/event-driven data platforms, Agile delivery, regulatory compliance, and talent development while partnering with product and risk stakeholders to improve automation and platform reliability.
Top Skills: Data Management Platform (Dmp)Distributed SystemsEvent-Driven ArchitectureHigh-Throughput SystemsLow-Latency SystemsRule EnginesStreaming
An Hour Ago
Remote or Hybrid
192K-337K Annually
Expert/Leader
192K-337K Annually
Expert/Leader
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Lead design and scaling of role architecture, competency frameworks, collaboration models, and org design governance for the Customer Excellence Group. Partner with leaders, HR, and L&D to translate strategy into practical role mandates, enable role communities, drive stakeholder alignment, and support transformation initiatives to improve organizational effectiveness across a global, matrixed SaaS organization.
Top Skills: Servicenow

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account