Director of Commercial Contracts – SaaS Specialization

Redwood Logistics

Director of Commercial Contracts managing SaaS agreements and legal compliance for Redwood Logistics. Drafting and negotiating contracts while leading a small team of attorneys.

Posted 5/30/2026full-timeRemote • Illinois • 🇺🇸 United StatesLead💰 $125,000 - $175,000 per yearWebsite

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

J.D.commercial agreementsMSAsSaaS subscription agreementsSOWscontract strategynegotiationdata protectioninformation securitylimitation of liability

Soft Skills

communication skillsnegotiation skillsbusiness acumenability to manage prioritiesability to manage riskleadershipcollaborationadvising stakeholdersorganizational skillsproblem-solving

Tools & Technologies

transportation management serviceslogisticscyber securityvendor contractingtechnology procurementM&A diligenceinternal governance

Certifications & Qualifications

active membership in U.S. state bar

Industry Keywords

commercial contractingSaaSsoftware-enabled servicessupply chainregulatory compliancecross-border data transfers

Tech Stack

Tools & technologies

Cyber Security

About the role

Key responsibilities & impact

Draft, review, and negotiate complex commercial agreements, including MSAs, SaaS subscription agreements, SOWs, and other strategic partnership contracts
Collaborate with our GTM (Sales, Marketing and Commercial) teams to facilitate initiatives while protecting companys legal and financial interests
Provide legal assistance and review on transportation management services engagements and supply chain agreements
Assist with contract strategy and negotiations for high-value, multi-year client engagements
Collaborate with our security team on regulatory compliance related to transportation, logistics, data privacy, cyber security, and cross-border data transfers
Support corporate initiatives including vendor contracting, technology procurement, M&A diligence, and internal governance as needed
Assist with supervision of a small team of attorneys in the legal department

Requirements

What you’ll need

J.D. from an accredited law school and active membership in good standing with at least one U.S. state bar
7-10 of relevant legal experience, including substantial experience in commercial contracting (firm or in-house)
Demonstrated experience drafting and negotiating complex commercial agreements, including MSAs, SaaS subscription agreements, SOWs and vendor agreements
Direct experience supporting either SaaS, tech or software-enabled services (additional logistics or supply chain experience is a plus)
Strong understanding of subscription models, data protection terms, information security, and limitation of liability frameworks
Proven ability to manage priorities in a high contract volume environment
Strong business acumen with ability to manage risk with commercial objectives in a fast-paced environment
Excellent communication and negotiation skills, with ability to advise across leadership and cross-functional stakeholders clearly

Benefits

Comp & perks

Access to experts and resources for your Learning & Development journey
Opportunity for internal mobility
Employee referral bonus program
Employee Resource Groups (ERGs)
Annual fundraising and volunteer events to give back to communities
Paid time off, floating holidays, time off to volunteer and rollover
Paid parental leave
Medical, dental, vision and 401k plans (with match)
Flexible spending account, mass transit and dependent care plans available
Health savings account, with a annual company contribution for plan participants
Short-term and long-term disability; life insurance policies subsidized by company
Additional benefits include pet insurance, accident care, access to legal advice and more