Counsel, Business Operations and Regulatory (Remote)

Overview

A growing workforce skills and career training business is seeking a pragmatic, business-oriented attorney to serve as Counsel, Business Operations and Regulatory. This role involves partnering closely with leadership, strategy, sales, product, and operations teams to evaluate business and product delivery models, negotiate and close complex commercial transactions, and navigate the evolving regulatory landscape impacting workforce education and training. The attorney will also lead select regulatory compliance initiatives across the organization.

Responsibilities

Business Partnership

• Serve as a trusted legal advisor to the workforce skills business, developing a strong understanding of its products, business models, and strategic priorities.
• Collaborate with product, operations, finance, and go-to-market teams to integrate legal and regulatory considerations into business decisions.
• Provide practical, risk-based legal advice that supports business objectives.

Regulatory Advisory, Compliance, and Risk Management

• Advise on federal and state regulatory frameworks impacting workforce education and training, including:
  • Consumer protection laws and disclosure requirements
  • Education financing models (e.g., tuition assistance, employer-sponsored funding, public workforce funding)
  • Postsecondary education laws and regulations
  • Workforce development and training program regulations (e.g., WIOA and related state programs)
• Collaborate with government affairs teams and advisors to monitor, interpret, and advise on changes in relevant laws and regulations.
• Identify legal, regulatory, and operational risks and partner with compliance and legal experts to develop policies and procedures to mitigate these risks.
• Serve as lead counsel on select enterprise-wide regulatory and compliance initiatives as needed.

Commercial Transactions, Process Improvement, and M&A Support

• Draft, review, and negotiate a wide range of agreements supporting workforce skills offerings, including customer, partner, and institutional arrangements.
• Provide clear, actionable legal guidance to support transaction strategy and execution.
• Partner with Legal Operations to establish contracting processes, including templates, standards, and playbooks across multiple business models.
• Serve as an escalation point for complex, non-standard contractual matters, advising the Contract Management team.
• Support corporate legal team on acquisition and other strategic transactions as needed.

Requirements

• J.D. from an accredited law school and active bar membership.
• 4–7 years of relevant legal experience in law firm and/or in-house settings.
• Experience partnering closely with business teams to advise on complex legal issues supporting strategic objectives.
• Strong analytical, issue-spotting, and problem-solving skills with a practical, business-oriented approach to risk.
• Willingness and ability to learn new business areas and independently develop expertise.
• Demonstrated ability to manage complex legal projects independently and cross-functionally.
• Excellent drafting, negotiation, and communication skills.

Preferred Qualifications

• Familiarity with federal and state regulatory regimes affecting postsecondary education and workforce and skills training.
• Experience in technology companies focused on workforce skills, online continuing education, or vocational training.

Compensation & Benefits

• Base salary range: $138,200.00 - $179,650.00 USD annually.
• Eligibility to participate in a discretionary incentive bonus program with a target bonus of 25% of base salary (not guaranteed; dependent on individual and company performance).
• Comprehensive total rewards package designed to support and empower employees.

Location

Not specified.

Equal Opportunity & Accommodation

The organization is committed to attracting and hiring qualified individuals regardless of any classification protected by applicable federal, state, provincial, or local laws. Reasonable accommodations are provided for qualified individuals with disabilities during the application process.