General Counsel

About the role

As the company's first in-house attorney, you'll report directly to the Founder/CEO and build the legal function from the ground up. This role offers broad ownership, direct access to the CEO, and the chance to create practical legal processes that support a fast-growing, founder-led B2B technology and services company helping businesses optimize complex shipping costs.

Responsibilities

• Serve as the company's first in-house attorney and primary legal advisor to the Founder/CEO
• Take the lead on commercial collections and payment disputes, including demand strategy, direct negotiations, settlements, and escalation decisions
• Develop a consistent, business-minded approach for resolving customer disputes before they become litigation
• Direct and manage outside counsel when matters require formal litigation or specialized expertise
• Own customer agreements from drafting and negotiation through execution and enforcement
• Strengthen contract language around pricing methodologies, payment obligations, remedies, and dispute procedures
• Negotiate agreements directly with customers, including enterprise legal and procurement teams
• Develop scalable contract infrastructure, including templates, negotiation playbooks, approval thresholds, and standardized processes
• Advise leadership on employment matters, including offer letters, incentive and commission plans, restrictive covenants, performance issues, terminations, and company policies
• Provide practical guidance on Florida and multi-state employment matters as the organization grows
• Review and negotiate vendor, partner, and other business agreements
• Advise the CEO on legal and commercial risk involving operations, customer relationships, data practices, marketing claims, and corporate matters
• Manage the company's outside counsel relationships and legal budget with the goal of materially reducing external legal spend
• Build the policies, processes, documentation, and legal infrastructure needed to support the company's next stage of growth

Requirements

• JD from an accredited law school
• Active Florida Bar membership
• 5-10 years of relevant legal experience
• Meaningful experience resolving commercial payment, collections, or contract disputes
• Strong commercial contract drafting, review, and negotiation experience
• Ability to independently negotiate with sophisticated customers and opposing counsel
• Working knowledge of Florida employment law and the judgment to identify when specialized outside counsel is appropriate
• Strong business judgment with the ability to translate legal risk into clear, practical recommendations
• Ability to balance enforcement and risk management with the commercial realities of maintaining valuable customer relationships
• Comfortable operating as the first and initially sole in-house attorney without an established legal department
• Ability to work closely with a founder and executive leadership in a fast-moving entrepreneurial environment
• Located in or able to work from the Miami, FL area

Nice-to-Haves

• Commercial litigation background combined with meaningful transactional experience
• Previous in-house experience in a B2B services or technology environment
• Experience building or professionalizing an in-house legal function
• Logistics, freight, transportation, 3PL, supply chain, or shipping industry experience
• Experience with success-fee, contingency-fee, revenue-share, or other performance-based commercial arrangements
• Experience handling commission or incentive compensation matters
• Multi-state employment experience
• Experience managing outside counsel and reducing external legal spend

Benefits

• Base salary of $200,000-$280,000, depending on experience
• Performance-based annual bonus opportunity of 10%-20% of base salary
• Potential annual cash compensation of approximately $220,000-$336,000
• Direct reporting relationship to the Founder/CEO
• Opportunity to become the company's first in-house attorney and build the legal function from scratch
• High level of autonomy and visibility across the organization
• Broad legal exposure spanning commercial disputes, contracts, employment, corporate matters, and strategic advisory
• Opportunity to materially improve how the company manages contracts, disputes, and outside legal spend
• Entrepreneurial environment where legal is expected to help the business solve problems and move forward
• Long-term opportunity to shape the legal function as the organization continues to grow