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Associate, Investment Banking - Business Services

Stout
United States, Illinois, Chicago
1 South Wacker Drive (Show on map)
Aug 21, 2025

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.

Stout is seeking an experienced Associate to join our Investment Banking group, specifically within the Business Services team. This role will focus on leading day-to-day transaction execution for middle-market mergers and acquisitions (M&A) and capital raising. The Associate will play a pivotal role in driving the firm's M&A and Capital Markets advisory efforts while gaining extensive deal process experience by collaborating with senior bankers and serving as a critical resource in client coverage, prospecting, and engagement execution.

This role offers Associate the opportunity to strengthen their technical skills, build client relationships, and gain valuable exposure to transaction processes while working alongside experienced professionals across the firm.

As a member of the Business Services group, you will be responsible for supporting business development and the successful execution of advisory transactions across a wide range of business services sub sectors. Sector focus areas include commercial services, residential services, infrastructure and industrial services, specialty distribution, environmental services, and professional services.

Stout is committed to providing its employees with exciting career opportunities as well as competitive compensation and benefit packages.

Responsibilities:

* Preparation, analysis, and explanation of historical and projected financial information for clients and prospects
* Develop detailed financial models (e.g., three statement operating models)
* Coordinate and perform business due diligence on clients and prospects
* Identify potential strategic and financial buyers for sell-side transactions, and possible lenders for capital raises
* Prepare confidential information memorandums, management presentations, pitch books and other presentations
* Conduct comprehensive valuation exercises of companies and business units
* Build relationships and maintain direct contact with clients, prospective clients, buyers, lenders, and other stakeholders
* Supervise and mentor junior staff members assigned to deal teams

Requirements:

* At least 2 years of experience of middle market sell-side investment banking experience
* Exceptional academic credentials from a top-tier university
* Highly proficient in Excel, Microsoft Office, Word, & PowerPoint
* Ability to think critically and must possess excellent written and oral communications skills
* Strong transaction process orientation
* Highly proficient financial analysis and modeling skills with an emphasis on attention to detail
* Self-starter willing to work in an entrepreneurial, demanding, and fast-paced environment
* Ability to work collaboratively as part of intimate deal teams

Knowledge, Skills & Attributes:

At Stout, we cultivate a collaborative and inclusive culture that values professionals who are driven, entrepreneurial, and team-oriented. Successful Associates possess the following attributes:

* Positive and team-oriented mindset
* Accountability and reliability
* Entrepreneurial spirit and commitment to excellence
* Strong relationship-building and interpersonal skills
* Exceptional communication and responsiveness
* Intellectual curiosity and attention to detail
* Advanced analytical and quantitative capabilities
* Comprehensive understanding of the sell-side execution process

Mentorship and Career Development:

Stout is committed to fostering the professional growth of its team members. As an apprenticeship-driven organization, Associates benefit from institutional support and the opportunity to work closely with senior leaders, gaining valuable mentorship and career development to help advance their roles in investment banking.

Why Stout?
At Stout, we offer a comprehensive Total Rewards program with competitive compensation, benefits, and wellness options tailored to support employees at every stage of life.

We foster a culture of inclusion and respect, embracing diverse perspectives and experiences to drive innovation and success. Our leadership is committed to inclusion and belonging across the organization and in the communities we serve.

We invest in professional growth through ongoing training, mentorship, employee resource groups, and clear performance feedback, ensuring our employees are supported in achieving their career goals.

Stout provides flexible work schedules and a discretionary time off policy to promote work-life balance and help employees lead fulfilling lives.

Learn more about our benefits and commitment to your success.

https://www.stout.com/en/careers/benefits

The specific statements shown in each section of this description are not intended to be all-inclusive. They represent typical elements and criteria necessary to successfully perform the job.

Stout is an Equal Employment Opportunity.All qualified applicants will receive consideration for employment on the basis of valid job requirements, qualifications and merit without regard to race, color, religion, sex, national origin, disability, age, protected veteran status or any other characteristic protected by applicable local, state or federal law.

Interested in joining a rapidly growing group of bright, ambitious professionals in a work environment that values culture, inclusion, and personal growth? Stout might just be the right place for you.

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