Associate, Investment Banking – ESOP

and the job listing Expires on February 15, 2026

Full-Time Job Accounting, Data Analytics, Economics & Finance

At Stout, we’re dedicated to exceeding expectations in all we do – we call it Relentless Excellence ® Both our client service and culture are second to none, stemming from our firmwide embrace of our core values:
Positive and Team-Oriented, Accountable, Committed, Relationship-Focused, Super Responsive, and being Great communicators. Sound like a place you can grow and succeed? Read on to learn more about an exciting opportunity to join our team.

The Stout ESOP Investment Banking Team is looking for an Associate to handle the day-to-day execution of ESOP Formation, Recapitalization, and Capital Markets transactions. Associates will work under the guidance of product bankers for various transaction and pitch assignments. Successful candidates will be highly technical, detail-oriented, and proficient in content creation and complex financial modeling.

Under the mentorship of seasoned Stout professionals, Associates at Stout will have the opportunity to develop a well-rounded investment banking skill set while gaining significant client exposure.

The ESOP Investment Banking team partners with successful family- and founder-owned businesses to evaluate the advantages of ESOP transactions alongside traditional sell-side options. As the sole financial advisor, we facilitate successful ESOP transactions, typically supported by capital raises led by Stout.

We collaborate with industry bankers and our capital markets team to identify ideal candidates for ESOP exits, often working with owners pursuing a dual-track approach of both ESOP and traditional transactions. Additionally, we assist large, successful companies with established ESOPs in recapitalizations with private capital providers, and support industry bankers in sell-side roles for ESOP-owned companies seeking exits to strategic buyers or private equity.

Create dynamic three-statement financial models, valuation models, and pro forma financial statements incorporating detailed transaction adjustments.

Prepare and deliver pitch materials for ESOP formations and recapitalizations, working in partnership with practice leaders throughout the firm and sector leaders within the investment bank to win and execute new mandates.

Attend client meetings and present complex deal aspects directly to company shareholders and Board members.

Perform extensive financial modeling, structuring, and negotiating of live ESOP transactions.

Launch transaction plan and manage day-to-day transaction execution activities, including up-to-date transaction timeline, information requests, data room oversight, financial model upkeep, CIM and Databook preparation, Board and Shareholder presentations, lender lists, funds flow, etc.

Conduct due diligence sessions with clients.

Conduct quantitative, economic, and industry research.

Communicate with key stakeholders not limited to owners, shareholders, financial institutions, and market competitors.

Become SME of ESOP transaction ecosystem and feasibility.

Play key leadership role in all aspects of the transaction process.

At least 2 years of experience in an investment banking environment with advanced technical skills.

ESOP experience and familiarity preferred but not required.

Ability to conduct valuation analyses, including Discounted Cash Flow, Leveraged Buyout, Comparable Companies, Precedent Transactions, and Sum-of-the-Parts required.

Ability to build diverse financial models from scratch required.

Experience working the end-to-end deal execution lifecycle.

Prior debt structuring and underwriting experience preferred but not required.

Bachelor’s degree required (Finance, Math, or Economics preferred but not required).

Advanced proficiency in Excel, PowerPoint, and Word.

Strong communication skills, desire to learn, and ability to thrive in a fast‑paced environment.

Cultivate a positive, team-oriented approach that fosters collaboration and shared success.

Demonstrate accountability and reliability by consistently delivering high-quality results and meeting…