Transaction Director

The Transaction Director leads and develops deal teams, manages a sizable portfolio of businesses for sale, and drives the firm’s growth by successfully closing client transactions. This sales-focused role requires strong negotiation, empathy, client and personnel management, and a deep understanding of mergers and acquisitions.

Each team includes Associate Deal Directors to help move transactions forward, but the Transaction Director holds ultimate responsibility for revenue targets, resolving complex issues, and meeting client demands. This is a frontline M&A role involving daily interaction with multiple clients and buyers. Deal teams consistently close one to two transactions per month, and the Transaction Director is expected to maintain this pace. The role reports directly to the office’s Managing Director, who previously held the position and provides guidance and support.

Transaction Directors are further supported by Benchmark International’s global brand, Managing Partner, and Central Support Team in Tampa, including leadership across quality control, IT, marketing, and business writing. Unlike many firms, Benchmark removes operational distractions such as client origination, marketing, and compensation structuring, allowing the Transaction Director to focus on team management and deal execution. Responsibilities begin with an engagement letter and prepared file from the Deal Origination Department and continues through every stage of the transaction—up to closing and collection of the success fee (excluding legal and accounting services).

Job Responsibilities

Success in this role will include a well-balanced approach to contributions in four distinct areas.

1. Manage a portfolio of businesses for sale

• Work directly with business owners looking to exit their business or take on a strategic partner, serving as Benchmark International’s primary relationship manager with these clients.
• Ensure the team remains responsive to all client requirements including adequate prompt callbacks, perfectly crafted correspondence, and compliance with the Terms of Engagement.
• Maintain at least a high altitude understanding of each client in the portfolio, increasing in detail as the clients move through the process.
• Manage team’s movement of clients from deal preparation phase through the marketing phase and into negotiations with their acquirers.
• Lead response to any client complaints and notices of termination

2. Close transactions

• Directly handle the negotiations of larger clients leading up to letters of intent and then, working with the client’s attorney and accountant, drive the transaction through to closing.
• Supervise Assistant Team Leads with negotiations of smaller clients leading up to letters of intent and through to closing.
• Leading up to closing, handle all discussions with clients concerning Benchmark International’s success fee and ensure timely collection of the same.

3. Manage and develop the team

• Ensure all team members have the training and tools necessary to succeed
• Work with Central Support Team to interview and hire replacements when necessary.
• Ensure the team operates in a respectful, professional, and nurturing environment.
• Distribute workload appropriately.
• Allocate tasks to provide each team member with new challenges, to maintain their engagement level, and to achieve high retention rates.

4. Contribute to corporate growth

• Provide frontline input to process improvement efforts.
• Make team members available on a short-term basis for discipline-specific projects, occasional major transaction engagements, and conference attendance.
• Participate in brand recognition events in the region and throughout the financial community.
• Contribute to office-wide and company-wide training efforts.

Job Requirements

As a leader in our organization, you must be highly energetic and passionate individual with a positive and highly motivated can-do attitude. You must have the strong desire and ambition to succeed in this hugely rewarding industry. It is also vital for your role as a Transaction Director that you possess excellent verbal and written communication, analytic, mathematical, negotiating, and interpersonal skills as well as presentation abilities.

The Transaction Director is a client-facing role that must be able to convey bad news and deal with clients’ unique sensitivities while keeping each client moving through the company sales process at a steady pace.

As each team member’s compensation is tied to the closings your team will generate, the team will look to you not only for leadership but also for their financial well-being.

Relevant experience will include five to ten years working as an M&A professional (e.g., broker, investment banker, accountant, attorney), at least three years of personnel management experience, and a similar period of experience in roles entered in sales and/or direct client management.

The successful applicant must:

• Understand the sequence of events in the company sale process.
• Have a firm understanding of financial statements, EBITDA calculations, and the process of identifying and defending add backs.
• Have a passing knowledge of the legal parameters involved in M&A transactions.
• Be familiar with a variety of transaction structures and their relevant merits and drawbacks to the seller.
• Possess the ability to learn the financial and market dynamics of new industries in relatively short periods.
• Communicate well both verbally and in writing.
• Be capable of handling setbacks, having difficult conversations with business owners, negotiating against veteran professional acquirers, taking responsibility for process breakdowns even when not responsible, and fostering cooperation with client’s attorneys and accountants.
• Work outside normal business hours at times, whether early or late, as required client schedules and expectations.
• Be available to travel for occasional overnight trips on short notice (rarely, if ever, longer than three days)
• Ability to obtain a Texas real-estate sales associate license within 7 months of employment (For employment in our Texas office).
• Have no unfavorable history with FINRA, the SEC, or any state regulatory agency.
• Must be able to work in the office, Monday-Friday, as this is not a remote or hybrid position.
• Professional dress attire is required.

Salary

This position will receive on-target earnings of $200K+

Benefits

All Benchmark International positions offer paid time off, standard holidays, birthday holiday, and community service days. Employees are eligible for highly competitive company-subsidized medical, dental, vision, and AD&D insurance; 401k with company matching; flexible spending and health savings accounts (FSA & HSA); and flexible dependent care assistance accounts.

Social Responsibility

Benchmark International is an active, contributing member of the communities in which we work. The company participates in significant charitable giving opportunities throughout the year. Many of the recipient charities have been identified by our individual employees as a result of their personal passion for supporting particular needs. In addition, each employee is encouraged to use two paid community service days per year to provide their labor and skills to the community.

About Benchmark International

Benchmark International is a global mergers and acquisitions firm dedicated to delivering creative, value-maximizing solutions for business owners seeking to grow or exit their companies. Recognized as the #1 Sell-side Privately Owned M&A Advisor in the World by PitchBook and Refinitiv and named Investment Banking Firm of the Year by both the M&A Advisor and the Global M&A Network, we are known for our award-winning process and world-class service.

Specializing in the sale of mid-market companies, our transaction teams operate from offices across the globe, representing clients in a wide variety of industries. Our unique, technology-driven approach connects sellers with the right acquirers—whether local or international—through a combination of proprietary databases, deep market insight, and strategic outreach.

We offer an exciting opportunity to be part of a high-performance team with global reach. Our culture is rooted in collaboration, innovation, and continuous growth. We believe in promoting from within and are actively looking for ambitious professionals ready to shape the next chapter of our success story.

Unfortunately, Benchmark International is not in a position to sponsor work visas for candidates at this time.

Benchmark International provides equal employment opportunities to all qualified individuals without regard to race, color, religion, sex, gender identity, sexual orientation, pregnancy, age, national origin, physical or mental disability, military or veteran status, genetic information, or any other protected classification. Equal employment opportunity includes, but is not limited to, hiring, training, promotion, demotion, transfer, leaves of absence, and termination. The company takes allegations of discrimination, harassment, and retaliation seriously, and will promptly investigate when such behavior is reported.

Join us—and be part of the next generation of leaders redefining M&A excellence.