Director of Business Development

K2 Services•Chicago, IL

About The Position

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.

Requirements

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

Nice To Haves

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

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