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Jobs at Mastery Logistics Systems (Now Hiring) — 2 open

Mastery Logistics Systems logoMastery Logistics Systems

Senior Technical Business Analyst

Lake Forest, Illinois, United States · On-site

Senior

ABOUT THE ROLE "You'll be the person who makes the hard stuff work — translating the complexity of real-world freight operations into integrations that hold up under pressure, at scale, in production." Mastery is the clo…

Skills: API Design, EDI, Event-Driven Architecture, JSON, REST

Mastery Logistics Systems logoMastery Logistics Systems

Project Manager

Lake Forest, Illinois, United States · On-site

Senior

ABOUT THE ROLE "You'll be the person who keeps a complex implementation calm, organized, and moving — turning a long list of moving parts into a customer's confident go-live." MasterMind is the cloud-based TMS built for …

Skills: Project Planning, Stakeholder Management, Scope Management, Risk Mitigation, Cross-functional Coordination

Mastery Logistics Systems logo

Senior Technical Business Analyst

Mastery Logistics Systems

Lake Forest, Illinois, United States • On-site

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  • Full-time
  • Medical Insurance, Dental Insurance, Vision Insurance, Life Insurance, AD&D Insurance, Legal Assistance
  • Posted 16d ago
  • ~40 hrs/week

Responsibilities

Lead the end-to-end design and delivery of complex integrations across API, EDI, and event-driven architectures for a cloud-based TMS. Bridge the gap between client requirements and engineering execution through technical discovery, architectural artifacts, and system troubleshooting.

Requirements

Requires 5+ years of experience as a technical BA or systems analyst, specifically within transportation, supply chain, or TMS environments. Must possess hands-on proficiency with APIs, SQL, microservices, and observability tools like New Relic.

Full job description

ABOUT THE ROLE

"You'll be the person who makes the hard stuff work — translating the complexity of real-world freight operations into integrations that hold up under pressure, at scale, in production."

Mastery is the cloud-based TMS built for everyone who moves freight — shippers, carriers, private fleets, and brokerages — all operating in one platform. The systems they connect to are anything but simple: APIs, EDI feeds, third-party vendors, and event-driven data streams all have to work together reliably, every day.

As our Senior Technical Business Systems Analyst, you'll own the technical depth of that integration work. You'll lead discovery and solution design with clients, troubleshoot complex system behavior, and bridge the space between what Engineering builds and what customers actually need. This is a hands-on role — you'll be reading logs, tracing service interactions, challenging architectural assumptions, and producing artifacts that reflect how systems behave in the real world, not just on a whiteboard.

WHAT YOU'LL OWN

Integration Design & Delivery

  • Lead end-to-end integration solutioning across API, EDI, and event-driven architectures — from requirements through go-live and stabilization
  • Design cohesive integration strategies that reconcile client systems, Mastery's platform, and third-party vendors into a single, scalable approach
  • Drive proof-of-concept and validation efforts early, surfacing edge cases (race conditions, data inconsistencies, latency issues) before they reach production
  • Build and maintain architectural artifacts — system diagrams, data flow maps, integration patterns — that reflect real system behavior

Client Engagement & Technical Advisory

  • Lead deep technical discovery with clients, synthesizing their requirements, existing architectures, and third-party constraints into a clear integration path
  • Translate complex system behavior into plain-language narratives that both technical and non-technical stakeholders can act on
  • Guide clients through technical decisions — trade-offs, root causes, and recommended paths — with the credibility of someone who has done the investigation themselves
  • Own continuity across the implementation lifecycle, ensuring nothing falls through the gap between design, engineering, and client outcome

Cross-functional Alignment & Institutional Knowledge

  • Act as the connective tissue across Product, Solutions, and Implementations — keeping design intent, technical execution, and client expectations aligned
  • Independently validate and challenge assumptions across Engineering, Product, and external partners to ensure solutions are sound before they're built
  • Build repeatable knowledge by documenting integration patterns, failure modes, and debugging approaches so the team gets faster with every implementation

WHAT YOU BRING

Technical Foundation

  • Hands-on experience with APIs, EDI, and event-driven architecture (Kafka or similar)
  • Working knowledge of JSON, REST, OAuth 2.0, GraphQL, and SQL
  • Practical experience in microservices environments — you understand race conditions, latency, and data consistency challenges from having debugged them
  • Proficiency with observability and debugging tools (e.g., New Relic) and cloud/container environments (e.g., Azure)
  • Ability to read logs, trace service interactions, and investigate system behavior independently

Domain & Interpersonal

  • Background in transportation, supply chain, or TMS environments — you understand the domain's integration complexity, not just the technology
  • 5+ years in a technical BA, systems analyst, or implementation engineering role
  • Track record of working directly with clients on complex, multi-system implementations
  • Ability to shift fluently between strategic design and operational detail without losing either
  • Strong communicator — equally clear in an engineering standup and a client executive briefing

HOW YOU'LL KNOW YOU'RE SUCCEEDING

  • Integrations go live on schedule, are stable in production, and don't require re-work
  • Clients describe you as the person who "gets it" — technically credible and easy to work with
  • Engineering and Product teams trust your requirements and architectural artifacts without needing to re-validate them
  • The team's next implementation is faster because of documentation and patterns you created

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.

Related keywords

TMSFreight OperationsKafkaMicroservicesAzureNew RelicAPIEDIJSONRESTOAuth 2.0GraphQLSQLSupply ChainTransportationIntegration Patterns

About Mastery Logistics Systems

LinkedInVisit site

The World’s First Lovable Transportation Management System™ (TMS) for the complex world of logistics and supply chain.

Industry
Software Development
Company size
201-500 employees
Founded
2019
Headquarters
Chicago, IL
LinkedIn followers
10,493

Mastery is on a Mission to empower select shippers, carriers and logistics companies to thrive in complexity. Mastery brings to market MasterMind™, a cloud-based SaaS technology solution for large complex organizations, built to fuel automation, visibility, and productivity within their supply chains. Mastery was conceived by Jeff Silver, whose proprietary technology systems have powered some of the largest logistics companies in North America for over four decades and have been brought to life by a team of logistics and software professionals – true Maestri at work. MasterMind is built for size, stability, speed, efficiency, and automation within and across functional areas. Built by logistics experts, MasterMind provides unprecedented visibility and control by embracing the complexity that is the reality of the supply chain world. For more than 40 years, the industry has grown with patchwork tools built for specific jobs. And complexity continues to soar. Supply Chains have generally been disconnected, and disconnected systems force manual intervention to deliver desired results. With multiple tools and multiple work streams, labor and IT costs compound with no guarantee of a single view into a given Supply Chain. Waste and inefficiency abound. When multiple systems are used to manage operational activity across business units, workstreams and networks, it creates complexities that can be challenging to manage and costly to manage. Companies often sub-optimize one or more of those functions by attempting to fit it into a transportation management system that is adequate at another function, creating friction between systems or added work. Mastery solves this problem by bringing all operating functions into a single cloud-based TMS, providing flexibility, visibility, control, and efficiency. We can all work faster, smarter, and more efficiently with Mastery.

Offices: Chicago, IL 60661, US · 272 E Deerpath Rd, Lake Forest, IL 60045, US · Champaign, IL 61822, US

LogisticsTransportationSaaSCloud Computing
View all jobs at Mastery Logistics Systems

About Mastery Logistics Systems

LinkedInVisit site

The World’s First Lovable Transportation Management System™ (TMS) for the complex world of logistics and supply chain.

Industry
Software Development
Company size
201-500 employees
Founded
2019
Headquarters
Chicago, IL
LinkedIn followers
10,493

Mastery is on a Mission to empower select shippers, carriers and logistics companies to thrive in complexity. Mastery brings to market MasterMind™, a cloud-based SaaS technology solution for large complex organizations, built to fuel automation, visibility, and productivity within their supply chains. Mastery was conceived by Jeff Silver, whose proprietary technology systems have powered some of the largest logistics companies in North America for over four decades and have been brought to life by a team of logistics and software professionals – true Maestri at work. MasterMind is built for size, stability, speed, efficiency, and automation within and across functional areas. Built by logistics experts, MasterMind provides unprecedented visibility and control by embracing the complexity that is the reality of the supply chain world. For more than 40 years, the industry has grown with patchwork tools built for specific jobs. And complexity continues to soar. Supply Chains have generally been disconnected, and disconnected systems force manual intervention to deliver desired results. With multiple tools and multiple work streams, labor and IT costs compound with no guarantee of a single view into a given Supply Chain. Waste and inefficiency abound. When multiple systems are used to manage operational activity across business units, workstreams and networks, it creates complexities that can be challenging to manage and costly to manage. Companies often sub-optimize one or more of those functions by attempting to fit it into a transportation management system that is adequate at another function, creating friction between systems or added work. Mastery solves this problem by bringing all operating functions into a single cloud-based TMS, providing flexibility, visibility, control, and efficiency. We can all work faster, smarter, and more efficiently with Mastery.

Offices: Chicago, IL 60661, US · 272 E Deerpath Rd, Lake Forest, IL 60045, US · Champaign, IL 61822, US

LogisticsTransportationSaaSCloud Computing
View all jobs at Mastery Logistics Systems

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