Founding Tech Lead

Madrigal — AI native M&A for small businesses 

Our Mission

Madrigal is an AI-native investment bank reimagining how deals get done. We combine transaction expertise with agentic AI to originate, underwrite, and execute transactions with greater speed, transparency, and compliance. Our platform orchestrates sourcing, diligence, and distribution—so we can close deals faster.

We launched at the end of 2024. In less than a year we launched over 10+ sell-sides and exited two deals – and we are just getting started. 

The Role

We’re hiring a Founding Tech Lead to turn our product vision into a category-defining deal platform. You’ll own the technology strategy and build the systems that power AI-assisted origination, workflow automation, and execution at scale.

What You’ll Do

• Technology Strategy: Define a pragmatic, defensible roadmap across data, AI/ML, and application layers aligned to our commercial milestones. 
• Platform & Product: Lead end-to-end delivery of our platform: CRM & pipeline, execution workflows, analytics, and secure data exchange.
• AI Systems: Productionize agentic workflows for sourcing and execution targeting measurable lifts in speed, quality, and compliance.
• Team Building: Hire, mentor, and retain a high-performing engineering and data team.
• Cross-Functional Partnering: Work closely with the advisors to ship the right things in the right order.
• Budget & Vendor Management: Make smart build-vs-buy calls; manage spend and vendor relationships.

What You’ll Bring

• Exceptional Individual Contributor:  You're a senior/staff engineer who consistently delivers complex technical solutions and mentors others naturally
• Team Builder Mentality:  Strong desire to transition from individual excellence to building and leading a world-class engineering team
• Technical Vision:  Ability to see beyond current implementations and architect systems that scale with business growth.
• Deep software engineering background with cloud-native architectures.
• Hands-on experience operationalizing AI/ML (LLMs, retrieval, agents, evaluation/guardrails) in production.
• Product sense and bias to execution - able to turn fuzzy needs into shipped value quickly.
• Clear, structured communicator who partners well across technical and commercial functions.

Nice to Have

• Exposure to finance or fintech infrastructure.

Why Madrigal

• Build the Operating System for Dealmaking: Ship AI-first workflows that meaningfully change how transactions happen.
• High Impact, Early Equity: Foundational role with significant ownership and upside.
• Velocity with Rigor: Move fast while meeting the bar for security and compliance.
• Collaborative Culture: Low-ego, outcomes-driven.

Compensation: Competitive salary + meaningful equity.

Location: Milan, with up to 30% remote