Account Executive for AI-Native Investment Bank

We’re an AI-native Investment Bank that’s streamlining, democratizing, and accelerating the sale of legacy industrial businesses.

Backed early by DRW, Motivate VC, and Mercury Fund, we’ve rocketed from $0 to nearly $800K in ARR in under a year — with over $200M in exclusive deals already in motion.

We’re not just cleaning up numbers — we’re rewriting the exit playbook for America’s backbone: the founders who’ve spent decades building $5M–$100M companies and deserve a premium, modern handoff.

Our “Succession-as-a-Service” platform pairs AI agents with human dealmakers to migrate messy QuickBooks files, uncover hidden growth levers, and coach owners to maximize the value of their life’s work.

The Role

If you want to make serious money and work on deals that actually matter — this is it.

As an Account Executive, you’ll help Baby Boomer owners of $5M–$100M revenue industrial SMBs understand what their business is worth, what’s holding back their valuation, and how to prepare for an eventual sale.

You’ll lead valuation conversations, deliver engagement proposals, and quarterback the handoff to the Investment Banking team — acting as the connective tissue between discovery and transaction readiness.

This is an ideal role for someone with M&A, consulting, SaaS, or investment banking experience who loves the human side of deal-making and wants to help redefine an entire category.

And yes — if you’re elite, you can easily make $1M here. We’re not capping your ambition; we’re fueling it.

What You’ll Do

• Build relationships with business owners across manufacturing, distribution, and construction — and travel to see their operations firsthand.
• Run valuation and succession conversations that open owners’ eyes to how much value they’re leaving on the table.
• Present Rowan’s platform as the bridge between modernization and maximum sale price.
• Manage a clean, high-velocity pipeline from first meeting through signed engagement.
• Work directly with Rowan’s Investment Banking, CFO Services, and Marketing teams to ensure every deal moves fast and closes strong.
• Be the face of Boom in your market — earn trust, close deals, and make people rich (including yourself).

What You Bring

• 3–7 years in SaaS, Consulting, M&A, or IB
• A / Top 3% in Sales and P-Club producer who wants to make $1,000,000 a year
• Experience working directly with founders, CFOs, or owner-operators.
• A mix of analytical rigor and human EQ — you can explain complex ideas simply and earn trust fast.
• Self-starter mentality with comfort navigating a startup environment.

Why Boom

• Be part of the first AI-native investment bank for Main Street.
• Competitive base uncapped commissions equity potential.
• Access to modern tech stack (Be AI obsessed).
• A high-performing culture that rewards clarity, care, and execution.
• Chicago HQ (River North).

What we can offer:

• Competitive Compensation: $120K (Base Salary Commission Bonus) = $300-500K OTE YR 1
• Equity Upside: Participate in Boom’s growth through meaningful equity—building long-term ownership, not just a paycheck.
• Foundational Role: Build and lead a core service offering with direct ownership and autonomy.
• Leadership Path: Hire and lead your own team as you transition from player to coach.
• Chicago HQ: Work from our Chicago downtown River North.

Your Impact

Every conversation you start can change a family’s future. You’ll help owners see the full value of what they’ve built — and guide them toward exits that reward decades of hard work.