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Posted August 21, 2026

Senior Assistant General Counsel, Contracts & Corporate

Dollar Tree
Chesapeake, VA Full Time
Compensation: $225,000 to $250,000 Annually
Reference: DollarTreeR-319630_2

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Senior Assistant General Counsel – Commercial & Technology

Your business acumen, sound judgment, and solutions-oriented approach make you a great fit for our Senior Assistant General Counsel – Commercial & Technology position. Join our dynamic team today and find a rewarding career with a company that values you and all you bring to the table.

About Your Role:

As a Senior Assistant General Counsel – Commercial & Technology at Dollar Tree’s corporate office, you’ll serve as a trusted legal advisor to leaders across the enterprise, with a particular focus on complex commercial transactions and agreements supporting our Information Technology organization. You’ll draft and negotiate sophisticated agreements, advise business partners on legal and commercial risk, and collaborate across Legal, Technology, Procurement, Privacy, Information Security, Tax, Insurance, and other functions to enable critical business initiatives.

You’ll also play a leadership role in modernizing how legal services are delivered by improving contract processes, developing playbooks and templates, and leveraging AI and other technologies to increase the speed, consistency, and effectiveness of our Legal organization.

Your day-to-day job duties include, but are not limited to, the following:

Commercial & Technology Transactions:

  • Serve as a senior legal advisor to business leaders on a broad range of commercial transactions, with significant responsibility for matters supporting Information Technology and enterprise technology initiatives.
  • Draft, review, negotiate, and advise on complex commercial agreements, including SaaS and hosted services agreements, software licenses, managed services agreements, master services and consulting agreements, statements of work, reseller agreements, staff augmentation agreements, vendor purchasing agreements, confidentiality agreements, and data privacy and protection agreements.
  • Advise business partners on contractual terms, obligations, legal and regulatory requirements, intellectual property, data protection, confidentiality, and other areas of commercial risk.
  • Identify key legal and business risks early in the contracting process and provide practical, business-oriented recommendations that appropriately balance risk with business objectives.
  • Analyze contractual obligations and partner with business leaders to address vendor performance, enforce contractual rights, mitigate risk, and resolve commercial disputes.
  • Provide legal counsel and strategic guidance on pre-litigation contractual disputes and potential claims.
  • Deliver practical legal advice within the fast-paced environment and turnaround times required to support enterprise operations.

Strategic Legal Counsel & Business Partnership:

  • Serve as a trusted advisor to executives and business leaders, providing clear, timely, and actionable counsel on complex legal and commercial matters.
  • Partner cross-functionally with Procurement, Privacy, Information Security, Tax, Insurance, Finance, and other subject-matter experts to provide comprehensive legal and contractual risk assessments.
  • Translate complex legal concepts into practical guidance that enables business leaders to make informed decisions.
  • Maintain strong relationships with internal clients, Legal colleagues, outside counsel, vendors, and other stakeholders while delivering a high level of client service.
  • Monitor relevant developments in commercial, technology, privacy, and business law and advise the organization on potential impacts.
  • Support additional corporate transactions, strategic initiatives, and Legal department priorities as business needs evolve.

Contracting Transformation, AI & Process Improvement:

  • Lead efforts to continuously improve contract review, negotiation, approval, and management workflows across the organization.
  • Develop and enhance contract templates, negotiation playbooks, standard positions, and processes that improve consistency, efficiency, and risk management.
  • Lead and support the implementation and adoption of AI and other technology solutions that simplify legal workflows and enhance the delivery of legal services.
  • Partner with Legal, Procurement, Technology, and other stakeholders to improve contracting processes and the overall contract lifecycle.
  • Support the effective use and continued development of contract lifecycle management (CLM), document management, and related Legal technology platforms.
  • Identify opportunities to automate or simplify repetitive legal work while maintaining appropriate controls and legal oversight.
  • Develop and deliver training to Legal team members and business partners on contracting processes, templates, negotiation strategies, technology, and best practices.

Leadership & Legal Excellence:

  • Provide leadership, coaching, and mentorship to attorneys, paralegals, and other Legal team members as appropriate.
  • Help build capabilities across the Legal organization by sharing expertise and developing more efficient and effective approaches to commercial contracting.
  • Foster a culture of collaboration, accountability, innovation, continuous improvement, and exceptional client service.
  • Model the highest standards of ethics, integrity, confidentiality, judgment, and professional responsibility.
  • Contribute to the development and implementation of best-practice legal policies, procedures, and operating practices that strengthen the effectiveness of the Legal organization.

Your Required Skills and Experience:

  • Juris Doctor (J.D.) degree from an ABA-accredited law school.
  • Active membership in good standing with the bar of at least one U.S. state or territory.
  • 10+ years of progressive legal experience advising clients on sophisticated commercial transactions through in-house and/or large law firm experience.
  • Significant experience drafting, reviewing, and negotiating complex commercial agreements from the customer perspective, including technology, SaaS, software licensing, professional services, vendor, data protection, and confidentiality agreements.
  • Demonstrated experience advising senior business leaders on complex contractual, legal, and commercial risks.
  • Experience supporting Information Technology organizations and technology-related transactions.
  • Experience leading or implementing contract management workflows, playbooks, templates, or process improvements.
  • Demonstrated experience using AI-enabled legal tools and other technologies to improve legal workflows, research, contract review, or service delivery.
  • Strong understanding of contract lifecycle management and contracting processes.
  • Excellent business judgment and the ability to balance legal and compliance considerations with practical business objectives.
  • Proven ability to manage a high volume of complex matters simultaneously while operating independently with limited supervision.
  • Exceptional written and verbal communication, negotiation, analytical, and interpersonal skills.
  • Strong attention to detail, organizational skills, and commitment to maintaining accurate records and documentation.
  • Broad legal knowledge with the ability to quickly identify issues, assess risk, and develop practical solutions.

Preferred Requirements:

  • Significant experience advising on technology transactions and the legal and regulatory considerations associated with information technology services.
  • Knowledge of cybersecurity standards and practices, including SOC reporting and ISO certifications.
  • Knowledge of applicable data privacy and protection laws and regulations.
  • Experience advising business partners on pre-litigation commercial and contractual disputes.
  • Experience implementing or optimizing Contract Lifecycle Management (CLM) systems.
  • Experience developing contracting playbooks, standardized templates, and training programs.
  • Familiarity with corporate governance, organizational structures, finance, insurance, and other corporate transactional matters.
  • Experience within a large, complex, multi-location retail or consumer-facing organization.

Pay Range: $225,000 – $250,000 based on experience + 25% bonus + equity + relocation assistance.

Our success is a team effort —

when we reach our goals, you’ll be eligible for a yearly bonus!

Your Perks and Benefits:

We offer a wide variety of rewards to support your health, wealth, and mental well-being. In addition to medical, pharmacy, dental, and vision insurance, we offer:

  • Employee Assistance Program
  • Retirement plans with matching contribution
  • Employee Stock Purchase Program
  • Educational Assistance
  • Access to PerkSpot, an employee discount platform for goods and services
  • And much more!

Who We Are:

At Dollar Tree, we make a difference in the lives of our customers every day by exceeding their expectations and delivering value – it’s what our business is built on. Our associates play an important role in this commitment by embracing change and showing up for their teams and their communities.

We see an exciting path forward as our company continues to grow and transform – and we know that this path starts with you.

Join our team today and discover The Value of You.

Dollar Tree is an Equal Opportunity Employer committed to complying with the Americans with Disabilities Act (ADA) and providing reasonable accommodations to qualified individuals with disabilities.

This job specification should not be construed to imply that these requirements are the exclusive standards of the position. This is not to be considered a complete list of job duties, which appear in the job description for this position, and which may be amended from time to time at the discretion of Dollar Tree.

Full time

500 Volvo Parkway,Chesapeake,Virginia 23320

Legal Counsel

Dollar Tree

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