Head of Engineering

Capital Factory

Chicago (IL)

On-site

USD 120,000 - 160,000

Full time

14 days+

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Job summary

Capital Factory is seeking an experienced engineering leader in Chicago to set the technical direction for a new division. You will build a high-performance team and oversee product delivery in a fast-paced environment.

Ideal candidates should possess over 12 years of software engineering experience, with strong leadership in AI and microservices. Committed individuals who can work on-site 3 days a week are encouraged to apply.

Qualifications

  • 12+ years of software engineering experience with a strong track record.
  • 8-10 years of experience managing high-performance teams.
  • Hands-on experience with microservices and AI systems.

Responsibilities

  • Set and execute the technical vision for product development.
  • Build and lead a high-performance engineering team.
  • Own the AI engineering roadmap and collaborate with data science.

Skills

Software engineering
Engineering leadership
Microservices architecture
Agentic AI systems
Data science

Job description

The Role

This is not a caretaker role. You will set the technical direction for a division being built from the ground up, build the team, and own delivery against a product roadmap that moves fast. You ship, you lead, and you do both at the same time.

What You’ll Own
  • Set and execute the technical vision — microservices architecture, agentic AI systems, data pipelines, and customer-facing product surfaces
  • Build and lead a high-performance engineering team across US and EU — hiring, developing, and retaining top talent
  • Own the agentic AI engineering roadmap — how agents are built, reasoned with, debugged, and improved in production
  • Partner with data science to design and build data-driven product capabilities that power LSP decision intelligence
  • Work closely with Forward Deployed Engineers to close the loop between customer reality and product roadmap
  • Represent engineering at the leadership level — contributing to product strategy, hiring, and go-to-market planning
  • Obsess over customers and ensure customers are successful in adopting LSP platform.
What We’re Looking For
Qualifications
  • 12+ years of software engineering experience with a strong track record of building and shipping large-scale products
  • 8-10 years of engineering leadership — managing and growing high-performance teams
  • Hands‑on experience with microservices architecture, agentic AI systems, and data science
  • Proven ability to design and build products end to end — from brief to production
  • Global team management experience is a strong plus
  • Logistics or supply chain technology experience is a strong plus
How You Lead
  • Hands‑on without micromanaging — you know when to code and when to coach
  • You make decisions with incomplete information and own the outcomes
  • You attract strong engineers because strong engineers want to work for you
  • You operate with urgency without creating chaos
  • Some travel to Bangalore and to customers will be needed.
Work Authorization

Candidates must be authorised to work in the US without current or future employer-sponsored visa support.

In‑office Commitment

We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our headquarters 3 days a week. Together, we’re building something extraordinary—learn, grow, and thrive in our fast‑paced, transformative environment.

Diversity & Inclusion

project44 is an equal opportunity employer. If you share our values and passion for the future of logistics, we’d love to review your application. Even if you don’t meet 100% of the requirements, please consider applying — studies show you can still be a strong candidate at 50%.

For any accommodation needed during the hiring process, please email recruiting@project44.com.

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