Demo

Director of Business Development

K2 Services
Chicago, IL Full Time
POSTED ON 1/7/2026
AVAILABLE BEFORE 2/5/2026
Summary:

The Director of Business Development will be responsible for driving net-new revenue growth for the company’s IT Outsourcing, Managed Services, and IT Consulting offerings, with a primary focus on selling into law firms. Reporting directly to the EVP of Business Development, this role is a hunter-style, individual contributor position responsible exclusively for new logo acquisition.

This role requires a strong understanding of the legal technology landscape and proven experience selling complex IT and technology solutions to mid-sized and large law firms (Am Law 200 / 500). The Director will lead the full sales cycle—from origination through close—then transition won accounts to an Account Manager for ongoing management.

This is a highly strategic role emphasizing pipeline generation, executive-level relationships, and closing multimillion-dollar technology deals, rather than transactional selling.

Responsibilities:

  • Own and execute net-new business development strategy for IT Outsourcing, Managed Services, and IT Consulting within the legal industry
  • Act as a hunter focused exclusively on new logo acquisition; no account management responsibilities post-close
  • Develop and pursue a dedicated target list of approximately 100 law firm accounts across the U.S
  • Lead the end-to-end sales process, including prospecting, discovery, solution positioning, negotiation, and close
  • Build trusted relationships with law firm executives, CIOs, CTOs, COOs, and IT leadership
  • Demonstrate a strong understanding of law firm operations, legal technology ecosystems, and buying cycles
  • Position a broad portfolio of services, including IT outsourcing, managed services, consulting, and platforms such as ServiceNow (reseller)
  • Collaborate with sales engineering, delivery, and leadership teams to shape and close complex opportunities
  • Maintain accurate pipeline management and forecasting within HubSpot
  • Represent the company in executive meetings, client presentations, and industry events
  • Travel approximately once per month for key opportunities and client meetings

Qualifications:

  • 8 years of business development or sales experience selling IT services, managed services, or technology solutions
  • Direct experience selling to law firms, with a strong understanding of the legal industry and its technology needs
  • Proven success closing large, complex, multimillion-dollar deals
  • Experience leading net-new logo acquisition and building pipeline from scratch
  • Strong executive presence with the ability to influence senior decision-makers
  • Comfortable operating independently while collaborating cross-functionally
  • Demonstrated ability to manage a disciplined sales process and consistently hit revenue targets

Preferred Qualifications:

  • Experience selling into Am Law 200 / Am Law 500 firms
  • Familiarity with legal and professional services technology providers
  • Background in a private equity–backed or high-growth professional services environment
  • Experience contributing to go-to-market strategy, territory planning, or market expansion

Powered by JazzHR

JvGL7Yc54y

Salary.com Estimation for Director of Business Development in Chicago, IL
$173,215 to $214,655
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Director of Business Development?

Sign up to receive alerts about other jobs on the Director of Business Development career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$215,042 - $285,725
Income Estimation: 
$272,340 - $371,244
Income Estimation: 
$168,526 - $245,699
Income Estimation: 
$212,382 - $320,544
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at K2 Services

  • K2 Services Chicago, IL
  • Summary: The Senior Cloud Engineer is a Senior role within the Enterprise Applications Team that is critical in the support of our client’s application por... more
  • 14 Days Ago

  • K2 Services Chicago, IL
  • Summary: The Senior Applications Engineer is a Senior role within the Enterprise Applications Team that is critical in the support of our client’s applicat... more
  • 14 Days Ago

  • K2 Services Chicago, IL
  • POSITION SUMMARY: As an Information Technology Trainer, Legal Industry at K2 Services, you will support leading law firms by developing and delivering high... more
  • 14 Days Ago

  • K2 Services Tampa, FL
  • POSITION SUMMARY: The Information Technology Trainer is responsible for the development and fulfillment of Training documentation, curriculums, and present... more
  • 14 Days Ago


Not the job you're looking for? Here are some other Director of Business Development jobs in the Chicago, IL area that may be a better fit.

  • myGwork - LGBTQ Business Community Chicago, IL
  • This job is with Braze, an inclusive employer and a member of myGwork – the largest global platform for the LGBTQ business community. Please do not contact... more
  • 2 Days Ago

  • Proven Business Systems LLC Tinley Park, IL
  • Description The Proven IT Director of Learning and Development is leader and functional expert in development and coaching of managers and employees. This ... more
  • 5 Days Ago

AI Assistant is available now!

Feel free to start your new journey!