OneRail

Title: Commercial Counsel - Part-time Location: Remote Part Time Experienced Job Description: Department:CorpOps - Finance Reports to:CFO Location:Remote FLSA Status:Non-Exempt (Hourly) Overview OneRail is revolutionizing last mile delivery for enterprise shippers by combining cutting-edge logistics technology with the largest final-mile driver network in North America—12 million drivers across 400 cities. We help Fortune 500 companies like Lowe’s, PepsiCo, and Advance Auto Parts reduce costs, improve customer experience, and gain control over their transportation network. As our in-house Commercial Counsel, you will play a critical role in accelerating revenue by enabling the business to close deals faster and smarter. This is a highly cross-functional, business-facing role where success is measured not just by risk mitigation—but by how effectively you help the company win and execute deals. At OneRail, you won’t sit on the sidelines. You’ll be embedded in the business, helping shape how we scale revenue while protecting the company in a thoughtful, modern way. If you’re looking to move beyond rigid legal environments and have real impact on a growing business—this is that opportunity. Responsibilities - Own the Contract Lifecycle: Draft, review, and negotiate a wide range of commercial agreements, including MSAs, SaaS agreements, NDAs, SOWs, and vendor contracts - Enable Sales Velocity: Partner closely with Sales, Customer Success, and Finance to move deals forward efficiently without unnecessary friction - Negotiate with Judgment: Identify real risks vs. perceived risks and apply practical, business-oriented solutions - Standardize & Scale: Develop contract templates, fallback positions, and playbooks that streamline negotiations and reduce cycle times - Advise the Business: Provide clear, actionable guidance to internal stakeholders—translating legal language into business impact - Balance Risk & Growth: Protect the company while enabling smart, calculated risk-taking in support of revenue goals - Collaborate Cross-Functionally: Work closely with the CFO, sales leadership, and external counsel when needed - Continuously Improve: Identify bottlenecks in the contracting process and implement scalable improvements Qualifications - 3–6 years of experience in commercial contracting (law firm or in-house) - Experience reviewing and negotiating B2B SaaS and/or enterprise commercial agreements - J.D. from an accredited law school and active bar membership - Strong familiarity with common contracting areas (liability, indemnity, data privacy, SLAs, etc.) - Ability to operate independently in a fast-paced, high-growth environment Preferred Qualifications - Experience in logistics, supply chain, or transportation technology - Prior experience as an in-house counsel supporting a sales organization - Exposure to data security and privacy frameworks This role will likely average 10-15 hours per week, with the expectation of the hours increasing with company growth. About OneRail OneRail is a leading omnichannel fulfillment solution pairing best-in-class software with logistics as a service to provide dependability and speed to help businesses meet their delivery promise. With a real-time connected network of 12 million drivers, OneRail matches the right vehicle for the right delivery so brands lower expenses and increase capacity to rapidly scale their businesses. This people-plus-platform approach features a 24/7 USA-based exceptions team who maintain a 98% on-time delivery rate. By optimizing fulfillment processes, reducing costs and improving order accuracy with store-shelf-to-doorstep visibility, OneRail is committed to empowering clients and improving the customer experience. OneRail was named to the Deloitte Technology Fast 500™ two years in a row, was ranked 19th in the 2025 FreightTech 25, named for the fifth year in a row to the FreightTech 100, was honored as one of Inc. magazine’s Best Workplaces 2023, was listed on Forbes’ lists of America’s Best Startup Employers for the last three years, was named to the Inc. 5000 two years in a row and was selected as the Last Mile Company of the Year for the 2024 SupplyTech Breakthrough Awards. To learn more about OneRail, visit OneRail.com.

• Develop and execute targeted outbound strategies across defined enterprise accounts. • Conduct in-depth account research to create personalized, insight-driven outreach. • Generate and qualify high-value pipeline aligned with the ideal customer profile. • Engage and build relationships with senior stakeholders, from director level through the C-suite. • Collaborate with Account Executives to develop account plans and meeting strategies. • Execute multi-channel outreach campaigns using phone, email, LinkedIn, and events and campaigns to drive engagement. • Align with marketing on campaigns, content, and events. • Maintain and ensure accurate CRM data and pipeline visibility within Salesforce. • Represent the company at industry events, webinars, and customer engagements.

Department: Transportation Reports to: EVP, Logistics and Customer Growth Location: Remote FLSA Status: Exempt Vice President, Customer Growth and Experience The Vice President, Customer Growth and Experience is a strategic leadership role at OneRail, responsible for driving revenue growth, executive relationships, and transformative customer experiences. This role is a key driver of OneRail’s strategic expansion, combining insight into customer operations, analytics, and technology to deliver measurable business impact. The ideal leader is a visionary, capable of influencing C-level stakeholders, shaping customer strategy, and expanding adoption of OneRail’s platform and services. Key Responsibilities 1. Executive Relationship Management & Strategic Partnership - Build and maintain trusted, long-term relationships with C-level and senior executives across customer organizations. - Act as a strategic advisor, guiding customers through their business transformation and leveraging OneRail solutions to deliver competitive advantage. - Identify opportunities to influence customer strategy, positioning OneRail as a partner in growth, operational excellence, and innovation. 2. Customer Growth & Revenue Expansion - Own customer growth strategies, including renewals, upsell, cross-sell, and expansion into new business areas. - Drive measurable revenue growth by aligning OneRail solutions to customer objectives and business priorities. - Leverage analytics and insights to quantify value delivered, including revenue, margin, operational savings, and improved customer satisfaction. - Lead Quarterly Business Reviews (QBRs) and other executive forums to align on strategy, outcomes, and expansion opportunities. 3. Strategic Adoption & Service Expansion - Champion adoption and deep integration of OneRail’s platform and services across all customer business units. - Identify and execute opportunities for service innovation, leveraging the customer network to enhance engagement and generate new revenue streams. - Serve as the voice of the customer internally to drive product and service enhancements aligned with market needs. 4. Customer Experience & Differentiation - Define and oversee strategies that enhance the end-to-end customer experience, positioning OneRail as a key differentiator in the marketplace. - Utilize data and AI insights to optimize order fulfillment, last mile delivery, and customer satisfaction for end-users (“customer’s customer”). - Guide customers in designing programs that deliver competitive advantage and measurable business outcomes. 5. Cross-Functional Leadership - Collaborate closely with sales, marketing, product, and operations teams to align on growth initiatives and customer strategy. - Integrate customer feedback into ongoing solution development, ensuring OneRail’s offerings continue to drive business impact. - Lead upward internally by influencing executive stakeholders, aligning cross-functional priorities, and advocating for customer-centric strategies that drive growth and long-term value. Qualifications - Proven leadership in customer success, strategic partnerships, or business development with a focus on growth, revenue, and executive engagement. - Experience with network-effect businesses or platforms that scale through services, partnerships, or flywheel-driven growth. - Exceptional ability to build trusted relationships with C-level executives and act as a strategic thought partner. - Demonstrated track record of developing and executing strategies that drive measurable growth in complex B2B enterprise environments. - Strong analytical and strategic problem-solving skills, with the ability to leverage data to inform business decisions. - Excellent communication, negotiation, and interpersonal skills, capable of influencing across multiple organizational levels. Personal Attributes - Strategic and visionary thinker with a strong growth mindset. - High emotional intelligence and executive presence to navigate complex customer and internal environments. - Passionate about leveraging technology and innovation to drive business outcomes in logistics and fulfillment. Reporting Line: Reports to the EVP, Logistics and Customer Growth. Compensation Band 12: Min: $205,000 Q2: $231,389 Mid: $251,437 Q4: $296,250 Max: $327,886. Company target base salary: $231,000-$256,000 +Variable compensation About OneRail OneRail is a leading omnichannel fulfillment solution pairing best-in-class software with logistics as a service to provide dependability and speed to help businesses meet their delivery promise. With a real-time connected network of 12 million drivers, OneRail matches the right vehicle for the right delivery so brands lower expenses and increase capacity to rapidly scale their businesses. This people-plus-platform approach features a 24/7 USA-based exceptions team who maintain a 98% on-time delivery rate. By optimizing fulfillment processes, reducing costs and improving order accuracy with store-shelf-to-doorstep visibility, OneRail is committed to empowering clients and improving the customer experience. OneRail was named to the Deloitte Technology Fast 500™ two years in a row, was ranked 19th in the 2025 FreightTech 25, named for the fifth year in a row to the FreightTech 100, was honored as one of Inc. magazine’s Best Workplaces 2023, was listed on Forbes’ lists of America’s Best Startup Employers for the last three years, was named to the Inc. 5000 two years in a row and was selected as the Last Mile Company of the Year for the 2024 SupplyTech Breakthrough Awards. To learn more about OneRail, visit OneRail.com.

Title: Marketing Specialist Location: Orlando, FL Full Time Marketing Mid Level Job Description: Overview We are seeking a results-driven Marketing Specialist (3-5 years experience) with strong expertise in social media strategy, execution, and performance optimization. This role will own the development and management of organic and paid social campaigns that drive brand awareness, engagement, and pipeline growth, while ensuring alignment with broader marketing and revenue goals. In addition to social media ownership, this individual will serve as a key project manager for marketing initiatives-using Monday.com as the primary project management platform to coordinate timelines, track deliverables, manage cross-functional collaboration, and ensure campaigns launch on schedule. The ideal candidate is both creative and operationally strong, capable of balancing content strategy and analytics with structured workflow management in a fast-paced environment. Responsibilities - Develop and execute integrated social media strategies aligned with brand, engagement, and pipeline growth objectives - Own organic and paid social campaigns end-to-end across platforms (LinkedIn, Meta, X, etc.) - Create and manage the social content calendar, including copywriting, publishing, and community engagement - Monitor, analyze, and report on campaign performance; optimize based on data insights - Manage paid social budgets, targeting strategy, A/B testing, and performance improvements - Lead marketing project management workflows using Monday.com to track timelines, deliverables, and cross-functional dependencies - Coordinate with sales, product marketing, leadership, and external partners to ensure campaign alignment and on-time execution - Maintain brand voice and messaging consistency across all social channels - Monitor industry trends and competitive activity to inform content and growth strategies Qualifications - 3-5 years of relevant experience in marketing with strong ownership of social media strategy and execution - Bachelor's degree in Marketing, Communications, Business, or related field (or equivalent experience) - Proven experience managing organic and paid social campaigns with measurable results - Proficiency with social media platforms and analytics tools (LinkedIn Campaign Manager, Meta Ads Manager, etc.) - Experience using project management platforms such as Monday.com (or similar tools like Asana, ClickUp, Trello) - Strong analytical skills with the ability to interpret data and translate insights into action - Excellent written and verbal communication skills - Strong organizational skills and attention to detail - Ability to manage multiple projects in a fast-paced environment Preferred Qualifications - Experience in B2B, SaaS, logistics, or enterprise environments - Experience supporting revenue-driven or pipeline-focused marketing teams - Certifications in LinkedIn Marketing, Meta Blueprint, Google Analytics, or HubSpot - Experience with marketing automation and CRM platforms (HubSpot, Salesforce, etc.) - Familiarity with content design or video tools (Canva, Adobe Creative Suite, CapCut, etc.) - Experience working cross-functionally with sales and executive leadership teams - Understanding of campaign attribution and full-funnel marketing strategy Work Location Hybrid - On-site This position is based at OneRail's headquarters in Orlando, FL (ZIP 32819).

Role Description - Ship ML-powered product features end-to-end: - design, implement, test, deploy, and operate customer-facing functionality that uses ML. - Build application and service layers around models: - implement APIs, services, and workflows that handle model inputs/outputs, versioning, fallbacks, and edge cases. - Partner with Data Science to productionize models: - turn prototypes into robust, measurable, maintainable production systems. - Own production quality: - monitoring/alerting, debugging, incident response, performance tuning, and cost/latency optimization for ML-enabled services. - Develop validation and QC processes: - implement automated testing, evaluation harnesses, and regression checks to ensure system and model behavior remains correct over time. - Contribute to internal tooling: - improve developer experience through shared libraries, templates, CI/CD improvements, and automation that accelerates ML iteration. - Work on complex optimizer/core logic when needed: - contribute to algorithmic and performance-critical code paths with a focus on correctness and efficiency. - Lead through influence: - drive technical design, code quality, and best practices; collaborate cross-functionally with Product and Engineering. Qualifications - 8+ years software engineering background shipping production services and customer-facing features. - Solid systems experience: API design, reliability, observability, scalability, performance, and secure engineering practices. - Experience integrating machine learning into applications (e.g., model serving, batch scoring, feature pipelines, embeddings/vector workflows, model versioning). - Comfort working with data-intensive systems (large datasets, pipelines, data quality checks). - Ability to work across functions—translating ML behavior and constraints into product requirements and robust implementations. - Ownership mindset in an ambiguous, fast-moving environment. Requirements - Experience building internal platforms/tools for ML teams (evaluation pipelines, deployment automation, experiment tracking, guardrails). - Experience with optimization, routing/scheduling, or other algorithm-heavy domains. Company Description OneRail is a leading omnichannel fulfillment solution pairing best-in-class software with logistics as a service to provide dependability and speed to help businesses meet their delivery promise. With a real-time connected network of 12 million drivers, OneRail matches the right vehicle for the right delivery so brands lower expenses and increase capacity to rapidly scale their businesses. This people-plus-platform approach features a 24/7 USA-based exceptions team who maintain a 98% on-time delivery rate. By optimizing fulfillment processes, reducing costs and improving order accuracy with store-shelf-to-doorstep visibility, OneRail is committed to empowering clients and improving the customer experience. OneRail was named to the Deloitte Technology Fast 500™ two years in a row, was ranked 19th in the 2025 FreightTech 25, named for the fifth year in a row to the FreightTech 100, was honored as one of Inc. magazine’s Best Workplaces 2023, was listed on Forbes’ lists of America’s Best Startup Employers for the last three years, was named to the Inc. 5000 two years in a row and was selected as the Last Mile Company of the Year for the 2024 SupplyTech Breakthrough Awards. To learn more about OneRail, visit OneRail.com.