ABOUT THE ROLE
"You’ll be the leader who builds a high-performing delivery team, champions tailored MasterMind workflows, and guides both your people and your customers across a confident go-live."
MasterMind is built to handle the toughest operational challenges in freight - unifying shippers, carriers, private fleets, IMDL, and brokerages on a single platform. Getting a customer fully operational requires more than high-level plans; it demands deep functional expertise, strategic client alignment, and a team of specialists and managers executing with precision.
As one of our Managers of Implementations, you will lead and develop our frontline implementation talent - managing Implementation Managers and Implementation Specialists - while driving functional solution advocacy across active accounts. You’ll serve as both a dedicated people manager and an authoritative MasterMind functional expert. By coaching your team, partnering with client leadership, evaluating current-state and future-state workflows, and bridging the gap to Product and Engineering, you’ll ensure our implementations launch on schedule, protect customer operations, and set up our people for long-term career growth.
WHAT YOU'LL OWN
People Leadership & Team Development
- Coach and cultivate talent: Provide hands-on coaching, professional mentorship, and regular weekly touchpoints for direct reports (Implementation Managers and Implementation Specialists).
- Drive execution quality: Ensure direct reports are equipped to learn, execute, and troubleshoot solution-specific configurations, providing guidance and oversight to drive operational quality and consistency.
- Lead project teams: Serve as an accountable leadership voice across active implementation projects, guiding team dynamics and speaking authoritatively to overall implementation health and progress.
- Support team-client alignment: Support Implementation Leads and Specialists on connecting with client business stakeholders to translate end-user processes into MasterMind workflows.
Solution Advocacy & Discovery Management
- Define discovery & future state: Partner with Senior and Engagement Managers to set discovery strategies tailored to client objectives, evaluate current-state operations, and establish shared ownership of agreed-upon future-state processes.
- Lead solution reviews & sign-offs: Direct MasterMind demos, lead discovery sessions during the SCAP phase, and drive internal and external solution reviews with leadership to secure workflow sign-off from client executives.
- Maintain core implementation deliverables: Own critical project artifacts, including maintaining the Requirements Traceability Matrix (RTM), capturing Data Dictionary Terms (DDT), defining user roles and scopes, and establishing data migration strategies.
- Drive change management: Champion implementation change management strategies, recommending industry best practices, practical workarounds, and configuration approaches.
Functional MasterMind Expertise & Product Alignment
- Serve as line-of-business SME: Act as the authoritative MasterMind functional expert across core workflows (including Asset, Brokerage, IMDL, and Back Office operations), providing expert-level responses throughout active implementations.
- Validate solutions against use cases: Act as a MasterMind solution advocate to challenge and validate configured workflows against real-world client use cases, ensuring adequate testing and deliverable quality.
- Bridge the gap to Product: Maintain intimate knowledge of product roadmap timelines, identify product gaps during implementations, and collaborate closely with Product teams to prioritize items, escalations, and fixes required for go-live.
Go-Live Strategy, Cutover & Hypercare
- Formulate cutover & migration plans: Create and present recommended client migration paths, go-live strategies, and cutover approaches.
- Protect business readiness: Inform burndown tracking and risk identification on business readiness inputs, driving incremental business validation and UAT workflow sign-offs.
- Execute through hypercare: Lead and execute configuration tasks (DDT, roles, scopes, data migration) across UAT and production cutover, supporting Engagement teams throughout hypercare before account transition.
WHAT YOU BRING
Experience
- Demonstrated track record managing and developing software delivery professionals (Implementation Managers, Specialists, or Leads) within enterprise SaaS or technical implementation environments.
- Deep functional expertise in enterprise software implementation, configuration, and data migration across complex operational setups.
- Extensive domain knowledge in transportation, logistics, or supply chain technology (Asset workflows, Brokerage, IMDL, or Back Office processes).
- Proven experience partnering with client business stakeholders and key decision makers as a trusted advisor to optimize operations.
Skills & Approach
- Empathetic, accountable leadership: A dedication to employee growth, regular mentorship, and building consistency across a high-performing implementation team.
- Functional process analysis: The ability to deconstruct complex, current-state transportation processes and translate them into effective MasterMind system workflows.
- Executive presence & facilitation: Strong communication and discovery-facilitation skills to direct demos, lead solution reviews, and align client executives with internal teams.
- Proactive risk mitigation: A sharp instinct for identifying project and business readiness risks early, with the ability to define sound workarounds and drive change management.
HOW YOU'LL KNOW YOU'RE SUCCEEDING
- Your team grows and executes consistently: Direct reports have steady coaching, receive weekly support, and execute solution-specific configurations with high quality and minimal rework.
- Workflows achieve formal sign-off: Client leadership completes discovery, validates UAT milestones, and signs off on future-state workflows with complete confidence.
- Product gaps are managed proactively: Functional gaps are surfaced early and prioritized with Product, ensuring no unresolved product blockers impact go-live.
- Cutovers launch cleanly: Recommended migration and cutover plans execute on schedule, leading to smooth business readiness, stable hypercare, and successful account handoffs.
ABOUT MASTERY
Most TMS platforms are tolerated. We've proven a better way - one platform built for every facet of transportation: shippers, carriers, private fleets, and brokers, all under one roof. Built to be loved. We're still the only ones who mean that.
Mastery Logistics Systems exists because the transportation industry deserves better. For too long, shippers and carriers have been forced to stitch together a patchwork of outdated, inadequate systems - one for dedicated fleet, another for brokerage, another for LTL, another for intermodal - none of them talking to each other, all of them slowing things down. Mastermind TMS changes that: one platform for every mode, every function, every stakeholder. Flexibility, visibility, and control - finally in one place.
The timing matters. Global supply chains are under pressure like never before, and the transportation industry is at the center of it. We're building the platform that helps this industry move faster, smarter, and more efficiently - tackling everything from AI-powered data ingestion to intelligent automation.
We are a masterful mosaic of specialists, builders, and genuinely good people. Different backgrounds, different talents, one shared obsession: creating something the industry has never had. We believe in diversity of thought, deep respect for each other, and the relentless pursuit of getting it right. We're small enough that every person makes a real impact - technically and culturally - and deliberate enough that we only add people who make the whole better.
If you're passionate about humanizing a complex industry, building for scale, and touching every corner of the global economy - welcome home. Let's build a masterpiece.
BENEFITS - BECAUSE YOU SHOULD LOVE WHERE YOU WORK AND HOW YOU'RE TAKEN CARE OF We don't do "bare minimum" here - not in the product, not in the culture, and definitely not in how we take care of our people. Mastery's benefit package is built to give you real coverage, real flexibility, and real peace of mind.
🏥 Medical, Dental & Vision Comprehensive health coverage so you can focus on the work, not the what-ifs. 🛡️ Life & AD&D Insurance Company-paid life insurance at 1× your salary, plus AD&D and additional voluntary coverage options. ⚖️ Legal & Employee Assistance Legal assistance and employee support programs - for life's messier moments, big and small. 📈 401(k) with 4% Match We invest in the platform and in your future. Save for retirement with a competitive company match. 🗓️ Flexible PTO Manage your life and your schedule. We trust you to do great work and take the time you need to recharge. ❤️ Giving Back - St. Jude Children's Research Hospital Our philanthropic partner is St. Jude Children's Research Hospital. Because doing good work and doing good in the world aren't mutually exclusive.
Robust benefits. Real flexibility. A team that has your back. That's the Mastery standard.
