Head of Mergers & Acquisitions @ AI Investment Bank

Job Title: Head of Mergers and Acquisitions

Location: Chicago, IL (Hybrid, 3-5x/week)

Our client is an AI-native succession platform, designed to streamline, democratize, and accelerate the sale of legacy industrial businesses.

Position Overview:

A 10x Hustler Banker with a deep knowledge of industrial businesses and accounting, who thrives on the thrill of building something revolutionary. They're personable, charming, and not just a finance bro that can't connect with a small business owner over a beer.

They are looking for a deal expert that thrives on uncertainty and has experience selling industrial and B2B service companies. They want someone who is obsessed with problem-solving and wants to build a disruptive company in an old-school industry. Selling large businesses is hard, selling small businesses is even harder. They need someone who is hungry and does not take no for an answer. They're a leader that hates losing more than they love winning. Why? Because they expect to win.

If you can roll up your sleeves, spot opportunities others miss, and perform a Quality of Earnings (QoE) assessment on a $3M plastics manufacturing business before your morning coffee, they want to talk.

Key Responsibilities:

• Run point on small business transactions

• Drive Transactions: Lead deals end-to-end, performing financial analysis, QoEs, and ensuring successful outcomes for buyers and sellers.

• Shape the Platform: Help refine their AI-powered tools to make due diligence faster, smarter, and more efficient.

• Build Relationships: Develop deep connections with business owners, investors, and intermediaries in the industrial space.

• Drive Strategy: Work closely with the founding team to define growth strategies and go-to-market initiatives.

Qualifications:

• A Financial Expert: You have experience in investment banking, transaction advisory, or PE/VC. You understand the nuances of industrial businesses and can sniff out profit drivers and red flags alike.

• A Builder: You don’t just want to join a company – you want to help build one. You thrive in ambiguity and are excited by the zero-to-one journey.

• A Hustler: You’re relentless, resourceful, and have an ownership mentality. No task is too small or too complex.

• Tech-Curious: You understand the power of AI and technology, and how they can redefine antiquated industries.

• Client-Focused: You love interacting with business owners, understanding their needs, and guiding them through the succession process.

What They Offer:

• Base salary + 20-25% of deal fees + equity package

• OTE ~$500k 1st Year, but ONLY 60 hrs not 100 hrs a week

• Direct path to an executive leadership role

• Opportunity to be a part of a $100B business disrupting the M&A industry

• Mentorship from a CEO and COO with proven track records of successes

• A dynamic and innovative work environment

• Competitive compensation package with performance-based incentives