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Transaction Advisory Jobs in Chicago, IL (NOW HIRING)

Stout

Director, Transaction Advisory

Chicago, IL · On-site

Impact You'll Make As a Director within our growing Transaction Advisory practice, this role serves as a senior advisor to private equity and corporate clients navigating complex, high-stakes ...

Stout

Director, Transaction Advisory

Chicago, IL

Impact You'll Make As a Director within our growing Transaction Advisory practice, this role serves as a senior advisor to private equity and corporate clients navigating complex, high-stakes ...

Stout

Director, Transaction Advisory

Chicago, IL · On-site

Impact You'll Make As a Director within our growing Transaction Advisory practice, this role serves as a senior advisor to private equity and corporate clients navigating complex, high-stakes ...

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All JobsTransaction Advisory JobsTransaction Advisory Jobs in Chicago, IL

Transaction Advisory information

See Chicago, IL salary details

$77.3K

$156.9K

$233.3K

How much do transaction advisory jobs pay per year?

As of Sep 1, 2026, the average yearly pay for transaction advisory in Chicago, IL is $156,928.00, according to ZipRecruiter salary data. Most workers in this role earn between $124,600.00 and $182,300.00 per year, depending on experience, location, and employer.

What is a transaction advisory?

A Transaction Advisory job involves providing strategic financial guidance on mergers, acquisitions, divestitures, and other corporate transactions. Professionals in this role assess financial risks, conduct due diligence, value businesses, and support deal negotiations. They work closely with clients to optimize transaction structures and ensure smooth execution. Typically, they are employed by financial consulting firms, investment banks, or accounting firms.

What are the key skills and qualifications needed to thrive in transaction advisory, and why are they important?

To thrive in Transaction Advisory, you need a strong background in finance, accounting, and business analysis, usually supported by a relevant degree such as finance, accounting, or economics. Familiarity with financial modeling software, Microsoft Excel, and certifications like CPA or CFA are typically required. Exceptional communication, project management, and client relationship skills help professionals stand out in this advisory role. These abilities are crucial for accurately assessing transactions, guiding clients through complex deals, and ensuring effective team collaboration.

What are some common challenges faced by professionals in transaction advisory roles?

Professionals in Transaction Advisory often face challenges such as managing tight deadlines, balancing multiple transactions simultaneously, and adapting to the evolving needs of clients during mergers, acquisitions, or divestitures. The role can involve complex financial analysis, rapidly changing deal structures, and close collaboration with lawyers, accountants, and executives. To succeed, it's important to be comfortable working under pressure, have strong attention to detail, and excel in both independent and team-based environments. Overcoming these challenges not only strengthens analytical and interpersonal skills but also provides excellent career development opportunities within the finance and consulting industries.

What are the most commonly searched types of Transaction Advisory jobs in Chicago, IL?

The most popular types of Transaction Advisory jobs in Chicago, IL are:

What are popular job titles related to Transaction Advisory jobs in Chicago, IL?

For Transaction Advisory jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Transaction Advisory jobs in Chicago, IL look for?

The top searched job categories for Transaction Advisory jobs in Chicago, IL are:

Transaction Advisory jobs near you
Infographic showing various Transaction Advisory job openings in Chicago, IL as of August 2026, with employment types broken down into 89% Full Time, 7% Part Time, and 4% Contract. Highlights an 83% Physical, 6% Hybrid, and 11% Remote job distribution, with an average salary of $156,928 per year, or $75.4 per hour.

Transaction Advisory Manager

Chicago, IL • Hybrid

ONWARD Headhunting
See more jobs at ONWARD Headhuntingexternal

Full-time

Re-posted 2 days ago

Job description

Chicago — Manager or Senior Associate, Transaction Advisory


About the Company

A leading national firm providing transaction advisory and valuation services across the healthcare space. Known for its high deal volume, strong culture, and deep industry expertise.


Location

Chicago, IL (1-2 days/week in-office expected, still in search of Chicago space)


The Opportunity

The Chicago office is looking for a Manager or strong Senior Associate to join its growing Transaction Advisory Services team. This is a high-impact role for someone who can step in and deliver immediately, supporting a rising deal pipeline with limited need for ramp-up.


What You Will Be Doing

  • Conduct financial due diligence for healthcare transactions, including buy-side and sell-side engagements
  • Analyze financial statements, quality of earnings, and other key metrics
  • Draft clear, concise client deliverables and reports
  • Collaborate closely with leadership and contribute to client management
  • Lead or support junior team members depending on level

What We’re Looking For

  • Prior transaction advisory or financial due diligence experience (not straight from audit)
  • Strong technical skills and comfort with fast-paced deal environments
  • Professional presence with client-facing experience
  • Ability to operate independently with minimal handholding

Why This Role

  • Plug-and-play role with high visibility
  • Join a team navigating significant deal flow
  • Strong culture and career growth potential