Senior Vice President, Transaction Advisory

Stout; Chicago (IL); On-site; USD 180,000 - 240,000; Full time

Job summary

Stout is seeking a Senior Vice President to lead buy-side and sell-side financial due diligence engagements for private equity and corporate clients. You’ll offer critical insights that shape investment decisions and negotiation strategies.

You’ll supervise analysts, manage multiple engagements, and partner with management teams to deliver clarity, confidence, and actionable intelligence throughout the transaction lifecycle.

Qualifications

• Bachelor's or Master's degree in Accounting or related field.
• 7–10 years in audit and/or financial accounting due diligence (with at least 2 years in due diligence). Big Four experience preferred.
• CPA certification preferred.

Responsibilities

• Lead buy-side and sell-side financial due diligence engagements.
• Provide insights that shape investment decisions and negotiation strategies.
• Perform quality of earnings assessments and working capital analysis.
• Supervise analysts and associates on projects.
• Lead due diligence calls with client and target company management.
• Support business development and proposals.

Skills

U.S. GAAP

SEC reporting

Excel

PowerPoint

Communication

Leadership

Attention to detail

Travel up to 50%

Education

Bachelor’s or Master’s in Accounting

CPA

Big Four experience

Job description

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.

Impact You’ll Make

As a full-time Senior Vice President within our growing Transaction Advisory practice, this role makes a direct impact on high-stakes transaction outcomes. By leading buy-side and sell-side financial accounting due diligence engagements for private equity and corporate clients, the Senior Vice President provides critical insights that shape investment decisions and negotiation strategies. Through rigorous quality of earnings assessments, in-depth working capital analysis, and evaluation of key commitments and contingencies, this leader uncovers risks and opportunities that drive value. Partnering closely with management teams and their advisors, the role delivers clarity, confidence, and actionable intelligence at every stage of the transaction lifecycle.

What You'll Do

• Supervising analysts and associates to ensure efficient project execution
• Demonstrate strong multitasking abilities, effectively managing multiple projects and administrative tasks simultaneously
• Identify key risks and potential deal breakers during due diligence process
• Analyze detailed financial statement information including income statement, balance sheet, cash flow and operational data
• Synthesize data and information into meaningful observations and conclusions
• Produce comprehensive due diligence report to organize and communicate our findings
• Lead due diligence calls and meetings with client and target company management
• Review audit workpapers to understand critical accounting policies and procedures
• Provide insights to purchase agreement and other deal documents
• Actively involved in business development including client pursuits and proposals
• Participate in the hiring and training of analysts and associates

What You Bring

• Proficient knowledge of U.S. GAAP and SEC reporting standards
• Exceptional verbal and written communication skills
• Advanced proficiency in Excel and PowerPoint
• Relationship-oriented, fostering connections with clients, peers, and management
• Demonstrates an entrepreneurial mindset
• Maintains a positive and enthusiastic attitude
• Thrives in a collaborative team environment
• Exhibits creativity in problem-solving
• Holds oneself accountable and manages multiple tasks effectively
• Projects a professional presence
• Possesses strong technical and analytical skills
• Detail-oriented with a keen eye for accuracy
• Self-motivated with a robust work ethic
• Willingness to travel up to 50% on short notice
• Excels in a fast-paced, evolving work environment

Education and/or Training:

• Bachelor’s or Master’s degree in Accounting or related major
• Minimum 7-10 years of experience in audit and/or financial accounting due diligence (with at least 2 years in due diligence). Big Four experience preferred.
• Certified Public Accountant (CPA)

How You’ll Thrive

• Embrace changing client-imposed deadlines with flexibility and adaptability.
• Exhibit strong organizational skills to manage competing priorities effectively.
• Collaborate with engagement leaders and team members while embodying Stout’s core values: Positive and Team-Oriented, Accountable, Committed, Relationship-Focused, Super-Responsive, and being Great communicators.
• Demonstrate a commitment to delivering Relentless Excellence in client service and team collaboration.

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