Managing Director - Investment Banking


Chicago
Permanent
USD250000 - USD300000
Investment Banking
PR/580304_1773089875
Managing Director - Investment Banking

Managing Director - Middle Market M&A Investment Banking

Overview

We are representing a well‑established, middle‑market advisory platform that is expanding its senior leadership team with the addition of a Managing Director. This role is designed for a senior investment banking professional who combines business development, hands‑on transaction execution, and team leadership.

The platform sits at the intersection of investment banking and advisory, offering clients sell‑side and buy‑side M&A support, financial diligence, and strategic advisory solutions. The opportunity is best suited for an entrepreneurial MD who wants meaningful autonomy, consistent deal exposure, and long‑term economic upside.

This is a hands‑on leadership role, not a coverage‑only or origination‑only seat.


Key Responsibilities

  • Lead and execute buy‑side and sell‑side M&A engagements, including financial and business due diligence for corporates, private equity sponsors, and debt investors
  • Own the full transaction lifecycle, including:
    • Quality of earnings analysis
    • Working capital and cash flow assessments
    • Identification of transaction risks and liabilities
    • Review of transaction documents and support during negotiations
  • Drive business development through personal networks, referrals, and internal partnerships, with clear expectations around revenue generation
  • Serve as the lead professional on engagements and the primary client point of contact
  • Oversee and mentor VPs, Associates, and Analysts using an apprenticeship‑style leadership approach
  • Direct diligence meetings and review tailored diligence and advisory deliverables
  • Identify pre‑ and post‑close opportunities and help clients refine go‑to‑market and growth strategies
  • Collaborate closely with internal stakeholders across advisory, accounting, and tax where appropriate

Ideal Candidate Profile

  • 10+ years of experience in investment banking or a comparable corporate finance environment
  • Background in middle‑market or boutique investment banking is strongly preferred
  • Demonstrated success originating and executing transactions, not purely one or the other
  • Deep familiarity with:
    • Financial diligence and QofE
    • Valuation methodologies
    • Working capital mechanics
    • Transaction structuring and negotiations
  • Proven experience managing and mentoring junior bankers (VP through Analyst level)
  • Comfortable operating in ambiguous, fast‑moving client situations
  • Entrepreneurial mindset with a focus on measurable revenue outcomes

Credentials

  • Bachelor's degree in Accounting or Finance (required)
  • MBA (required)
  • FINRA Series 7 and 63 or Series 79 (or actively pursuing licensure)

Additional Details

  • Role is in‑office (not remote)
  • Travel required for client meetings and events
  • Platform offers long‑term economic participation in addition to cash compensation
  • Compensation is competitive at the MD level, with base salary and performance‑based upside

Why This Opportunity

This role is particularly attractive for senior bankers who want to:

  • Maintain direct involvement in execution, not just oversight
  • Build revenue within a stable, scaled platform rather than a start‑up environment
  • Leverage strong internal referral channels alongside personal origination
  • Participate in long‑term value creation, not just annual bonus cycles

FAQs

Congratulations, we understand that taking the time to apply is a big step. When you apply, your details go directly to the consultant who is sourcing talent. Due to demand, we may not get back to all applicants that have applied. However, we always keep your CV and details on file so when we see similar roles or see skillsets that drive growth in organisations, we will always reach out to discuss opportunities.

Yes. Even if this role isn’t a perfect match, applying allows us to understand your expertise and ambitions, ensuring you're on our radar for the right opportunity when it arises.

We also work in several ways, firstly we advertise our roles available on our site, however, often due to confidentiality we may not post all. We also work with clients who are more focused on skills and understanding what is required to future-proof their business. 

That's why we recommend registering your CV so you can be considered for roles that have yet to be created. 

Yes, we help with CV and interview preparation. From customised support on how to optimise your CV to interview preparation and compensation negotiations, we advocate for you throughout your next career move.

Handpicked roles for you