Senior Implementation Manager

Loop•Chicago, IL

138d•$130,000 - $150,000•Onsite

About The Position

As a Senior Implementation Manager at Loop, you will own end-to-end delivery of the company’s most complex, high-stakes enterprise implementations. You will connect Sales, Pre-Sales, Engineering, Operations, and Customer Success, ensuring clients realize measurable value from Loop’s platform from day one through post-launch. This is a highly autonomous role involving multiple large-scale implementations, trusted-advisor relationships with senior client stakeholders, development of implementation methodology and standards, and mentorship of junior team members. The role is based in Loop’s Chicago office and requires onsite work at least four days per week. Travel may be required up to 25%.

Requirements

5–8+ years of customer-facing experience in implementation, project or program management, or solutions delivery.
Proven track record delivering complex, enterprise-scale implementations end-to-end with minimal oversight.
Deep expertise in transportation, logistics, freight audit, or supply chain technology.
Experience managing senior- to executive-level stakeholders, from Director through C-suite, throughout an implementation lifecycle.
Ability to prioritize, problem-solve, and drive outcomes autonomously across multiple concurrent projects in a fast-paced environment.
Strong analytical and data-driven mindset, including the ability to translate implementation data and client outcomes into ROI narratives.
Excellent written and verbal communication skills; able to communicate clearly and concisely at an executive level.
Demonstrated ability to lead process mapping and whiteboard complex operational workflows with clients and internal teams.
Experience mentoring others or informally leading cross-functional project teams.
Proficiency with project management tools such as Monday.com, Linear, Jira, or similar.

Nice To Haves

Experience in supply chain, logistics, or B2B SaaS.

Responsibilities

Own end-to-end project management of complex enterprise implementations, from kickoff through post-launch hypercare and handoff to Customer Success.
Lead discovery sessions with client stakeholders to document business and technical requirements, configure Loop’s platform, and ensure solutions meet client needs.
Develop and execute implementation plans with timelines, milestones, and deliverables, coordinating engineering, operations, and client teams for on-time delivery.
Facilitate kickoff calls, weekly status meetings, executive check-ins, and milestone reviews virtually and onsite.
Lead process mapping and workflow whiteboarding sessions and produce internal and client-facing workflow and SOP documentation.
Guide client change-management discussions, advising on business process transformation and best practices.
Ensure effective handoffs to Customer Success and prepare accounts for long-term success and retention.
Partner with Sales and Pre-Sales on scoping and technical discovery for strategic, complex deals, serving as an implementation subject-matter expert during the sales cycle.
Work with Loop’s Technical Architect to scope product-roadmap use cases and advocate for client-driven product enhancements.
Identify and communicate implementation risks, escalation points, and opportunities to internal and external stakeholders.
Collaborate with Operations to ensure configured products are supported for ongoing client servicing.
Serve as a cross-functional escalation point for complex implementation issues and drive their resolution.
Mentor junior Implementation Managers by sharing domain knowledge, reviewing deliverables, and supporting them through complex situations.
Contribute to and continuously improve implementation playbooks, templates, methodology standards, and team best practices for onboarding, configuration, and client communication.