Senior Contracts Specialist

DeWinter BH; Framingham (MA); Hybrid; USD 120,000 - 180,000; Full time

Job summary

DeWinter Group seeks a Senior Contracts Specialist to draft, negotiate, and manage IT contracts including SOWs, amendments, and professional services agreements across managed services and staff augmentation. You will collaborate with IT, Legal, and Procurement to reflect business needs and mitigate risk.

The role requires strong drafting, negotiation, and redlining skills, with experience handling complex SLAs, KPIs, and governance structures.

Qualifications

• 8+ years of IT corporate contracts
• 4–6 years of drafting, negotiating, and executing IT Professional Services contracts
• Experience drafting, negotiating, and managing T&M, Fixed Fee, and Managed Services agreements
• Experience drafting SOWs and amendments
• Ability to review redlines and escalate issues
• Experience with SLA, KPI, governance clauses in contracts
• Excellent written and oral communication and stakeholder management

Responsibilities

• Draft, review, negotiate, and manage SOWs, amendments, and IT services agreements
• Collaborate with IT, Legal, and Procurement to ensure alignment with business needs
• Mitigate risk and ensure contract terms reflect requirements
• Guide contracts from request through execution and PO issuance when required
• Assist with vendor governance and service-level considerations

Skills

IT contract drafting

Negotiation

Stakeholder management

Legal terminology

Word redlining

Time management

Contract lifecycle

Education

Bachelor's degree

Law degree

Paralegal experience

Tools

ServiceNow

Jira

Job description

Senior Contracts Specialist

Overview

Bring your expertise in IT contracting to a high-impact role supporting complex technology engagements and enterprise-wide contract excellence. The Senior Contracts Specialist will draft, review, negotiate, and manage Statements of Work (SOWs), amendments, and IT Professional and Consulting Services agreements across Managed Services, Fixed Fee, and Staff Augmentation engagements.

Working collaboratively with IT business units, service delivery teams, Legal, Procurement, preferred providers, and other stakeholders, you will ensure contracts accurately reflect business requirements, mitigate risk, support value delivery, and move efficiently from initial request through execution and Purchase Order issuance when required. This role is ideal for a highly organized contracts professional who can independently manage multiple priorities while building trust across all levels of an organization.

Required Skills

• 8+ years of experience in IT corporate contracts
• 4–6 years of hands-on experience drafting, negotiating, and executing IT Professional Services contracts
• Proven experience independently drafting, negotiating, and managing:
• Time and Materials (T&M) agreements
• Fixed Fee agreements
• Managed Services agreements
• Statements of Work and amendments
• Extensive experience negotiating complex agreements that incorporate risk mitigation measures, including Service Level Agreements (SLAs), Key Performance Indicators (KPIs), service levels, and governance procedures
• Strong understanding of legal terminology and contract principles
• Excellent written communication and clear, concise contract-drafting skills
• Strong oral communication, negotiation, and stakeholder-management skills
• Ability to review redlines, identify business and legal issues, and escalate appropriately
• Experience facilitating stakeholder meetings to define and document business requirements, specifications, and specialized terms
• Experience working directly with attorneys, Legal, Procurement, vendors, and other third parties in advisory and negotiation capacities
• Ability to validate resource plans against rate cards, including roles, rates, and locations
• Experience developing service levels and incorporating them into agreements and vendor governance processes
• Sound business judgment and the ability to make reasonable, well-informed decisions
• Ability to understand internal clients’ business objectives and independently resolve challenges
• Ability to conduct legal and other research and apply relevant best practices
• Advanced proficiency with Microsoft Word, including redlining, tracked changes, and contract formatting
• Strong organizational skills, attention to detail, and the ability to manage multiple contracts and projects under tight deadlines
• Excellent time management, prioritization, responsiveness, and customer-service skills
• Ability to work effectively both independently and as part of a team in a fast-paced environment
• Bachelor’s degree, law degree, or paralegal experience

Nice-to-Have Skills

• Experience with ServiceNow
• Experience with Jira
• Experience working in an Agile or Kanban environment
• Proficiency with Microsoft Excel
• Experience supporting engagements exceeding $100 million in value
• Experience developing or updating Standard Operating Procedures, contract forms, process documentation, or training materials
• Experience providing training to service delivery or business teams on contracting processes
• Experience with Vendor Management Exception processes
• Experience supporting continuous improvement initiatives within contract management
• Experience working within shared file management and document-control structures

Preferred Education and Experience

• Bachelor’s degree or law degree preferred
• Paralegal experience may be considered in place of a degree
• 8+ years of IT corporate contracts experience
• 4–6 years of experience drafting, negotiating, and executing IT Professional Services contracts
• Experience managing the full contract lifecycle, from initial request through execution and Purchase Order issuance when applicable
• Experience working with internal and external stakeholders across multiple organizational levels

Other Requirements

• Work arrangement: Remote with a hybrid requirement in Marlborough, Massachusetts; onsite attendance approximately 1–2 times per month
• Employment type: W-2 only
• Duration: One-year engagement with potential for extension or conversion
• Ability to work effectively in a team environment while independently managing assignments
• Willingness to learn, adapt to evolving processes, contribute to team goals, and support special projects as needed
• Strong judgment regarding business and legal matters, including the ability to determine when escalation is appropriate