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Director of Business Development

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: K2 Services
Full Time position
Listed on 2026-01-10
Job specializations:
  • IT/Tech
    IT / Software Sales
Salary/Wage Range or Industry Benchmark: 200000 - 250000 USD Yearly USD 200000.00 250000.00 YEAR
Job Description & How to Apply Below

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 Service Now (reseller)
  • Collaborate with sales engineering, delivery, and leadership teams to shape and close complex opportunities
  • Maintain accurate pipeline management and forecasting within Hub Spot
  • 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
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