Vice President, Implementation

Remote

Full Time

Customer Success - Implementation

Executive

The Vice President of Implementation is a strategic and highly technical leader responsible for overseeing the end-to-end deployment of OneRail’s delivery orchestration platform for enterprise customers. This role ensures that every implementation is delivered with precision, speed, and technical excellence.

The VP of Implementation will architect scalable processes, lead a high-performing technical implementation team, and serve as the executive bridge between Sales, Product, Solution Design, Engineering, Customer Success, and external customer technology teams. This leader must possess deep technical fluency, especially around APIs, integrations, data mapping, system architecture, and enterprise IT environments, to ensure customers realize value quickly and reliably.

Key Responsibilities:

Leadership & Strategy

Rebuild and execute OneRail’s implementation strategy focused on scalability, technical rigor, and rapid time-to-value.

Lead, mentor, and grow a team of implementation managers, technical consultants and integration specialists.

Create a culture of delivery excellence centered around repeatable methodologies, technical mastery, and proactive problem-solving.

Partner closely with Product and Engineering to align implementation readiness with roadmap evolution and ensure field-facing teams understand new capabilities.

Technical Implementation & Solution Delivery

Own the technical architecture of customer implementations, advising on API integration patterns, data workflows, authentication protocols, and system dependencies.

Oversee scoping, design, configuration, and technical validation of OneRail platform deployments, including:

API integrations (REST/JSON, webhooks, event-driven workflows)

ERP, POS, OMS, TMS, and WMS connections

Data normalization and mapping

Automation logic, routing configurations, and business rule setup

Ensure projects are delivered on time with strong governance, proactive risk management, and rigorous technical QA.

Serve as the executive escalation point for technical challenges, complex data scenarios, and high-visibility enterprise launches.

Customer Experience & Enterprise Readiness

Work directly with customer CIO/CTO stakeholders, solution architects, and IT teams to define integration requirements and ensure architectural alignment.

Champion customer outcomes by reducing implementation friction and enabling faster adoption of OneRail’s core features (dispatch automation, inventory visibility, routing logic, rate optimization, etc.).

Drive continuous improvement of implementation playbooks, technical templates, and solution frameworks.

Cross-Functional Collaboration

Partner with Solution Engineering to ensure accurate scoping and technical expectations during the sales cycle.

Collaborate with Product Management to provide field insights that shape the product roadmap, integration standards, and customer-facing tools.

Coordinate with Customer Success to ensure seamless go-live handoffs and clear ongoing ownership of technical workflows.

Interface with OneRail’s Network Operations and Carrier Management teams to ensure partner integrations are implementation-ready.

Operational Excellence

Build and manage implementation KPIs—including time-to-value, accuracy of technical configurations, integration success rates, and customer satisfaction during onboarding.

Implement systems and automation to improve forecasting, reporting, and resource management.

Maintain and evolve OneRail’s implementation methodology with a strong emphasis on technical documentation, testing protocols, and compliance.

Qualifications:

10+ years of experience leading complex SaaS implementations, with at least 5 years in a senior leadership role.

Deep technical expertise in API integrations, enterprise system architecture, authentication standards, and data transformation.

Proven experience implementing solutions across retail, supply chain, logistics, or transportation ecosystems.

Strong ability to translate customer requirements into scalable technical solutions and communicate them at an executive and engineering level.

Demonstrated success scaling implementation teams during high-growth phases.

Exceptional problem-solving ability and comfort navigating highly technical conversations with enterprise IT stakeholders.

Preferred Qualifications:

Experience with logistics platforms, dispatch systems, OMS/TMS/WMS integrations, or carrier networks.
Familiarity with routing engines, middleware/iPaaS tools, or event-driven architectures.
Strong understanding of security best practices (OAuth, SSO/SAML, encryption standards, compliance frameworks).
Experience working in a fast-paced SaaS organization.

Success Measures

Reduction in implementation timelines and faster customer time-to-value.

High integration success rates and low post-launch technical escalations.

Strong customer satisfaction (CSAT/NPS) during implementation.

Improved predictability of go-live schedules and resource planning.

Scalable technical documentation and repeatable implementation frameworks.

Tight alignment with Product, Engineering, and Customer Success.

Compensation
This role falls under Comp Band 12, with an annual base compensation expected to be between $224,400 and $274,200, depending on experience, qualifications, and geographic location.

Work Location
This position is based out of OneRail’s headquarters in Orlando, FL (ZIP 32819). While on-site presence may be required up to 3 times per month, remote candidates will be considered, with preference given to those located in the Central Florida area.

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.

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Vice President, Implementation

CompensationThis role falls under Comp Band 12, with an annual base compensation expected to be between $224,400 and $274,200, depending on experience, qualifications, and geographic location.

Work LocationThis position is based out of OneRail’s headquarters in Orlando, FL (ZIP 32819). While on-site presence may be required up to 3 times per month, remote candidates will be considered, with preference given to those located in the Central Florida area.

Apply for this position

Compensation
This role falls under Comp Band 12, with an annual base compensation expected to be between $224,400 and $274,200, depending on experience, qualifications, and geographic location.

Work Location
This position is based out of OneRail’s headquarters in Orlando, FL (ZIP 32819). While on-site presence may be required up to 3 times per month, remote candidates will be considered, with preference given to those located in the Central Florida area.