Senior Technical Business Analyst

Posted Yesterday
3 Locations
Hybrid
Senior level
Enterprise Web • Logistics • Software • Transportation
Mastery is on a mission to empower shippers, carriers & logistics companies to thrive in complexity.
The Role
Lead design and delivery of integrations (API, EDI, event-driven) for a cloud TMS. Conduct technical discovery with clients, troubleshoot production issues, create architectural artifacts, and align Product, Engineering, and Implementation to ensure stable, scalable go-lives.
Summary Generated by Built In


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.

Skills Required

  • 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 and understanding of race conditions, latency, and data consistency
  • 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 independently investigate system behavior
  • Background in transportation, supply chain, or TMS environments
  • 5+ years in a technical BA, systems analyst, or implementation engineering role
  • Track record of working directly with clients on complex, multi-system implementations
  • Strong communication skills and ability to shift between strategic design and operational detail

What the Team is Saying

Alycia
Peter
Chris Wallace
Jeff

Mastery Logistics Systems Compensation & Benefits Highlights

  • Healthcare Strength Health coverage includes medical, dental, and vision with generous employer cost coverage, alongside company-paid life insurance, disability, and mental health support options. Multiple plan choices and add-ons such as FSAs and pet insurance indicate breadth.
  • Parental & Family Support Paid parental leave for birthing and non-birthing parents is highlighted, with FMLA-aligned policies and amenities like a mother’s room. Adoption and foster eligibility further expands family support.
  • Leave & Time Off Breadth Time off includes flexible or unlimited PTO, paid holidays, and a year-end company shutdown. Remote and hybrid work, meeting-free days, and scheduling guardrails reinforce work-life balance.

Mastery Logistics Systems Insights

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The Company
HQ: Chicago, IL
500 Employees
Year Founded: 2019

What We Do

Mastery is the World’s First Lovable Transportation Management System™ (TMS) built to support the complex world of logistics and supply chain. Mastery brings to market MasterMind™, a cloud-based SaaS technology solution for large complex organizations, providing interconnected automation, visibility, and productivity across their supply chains.

Why Work With Us

At Mastery we encourage everyone to become an expert of their own craft. We are a masterful mosaic of incredible people. We are specialists in our respective fields. We come together with different backgrounds, interests, and talents – and together we create essential and powerful products that help our clients move goods into consumers' hands!

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Mastery Logistics Systems Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Typical time on-site: Flexible
HQChicago, IL
Omaha, NE
St. Louis Park, MN
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