Mastery Logistics Systems

HQ
Chicago
Total Offices: 3
500 Total Employees
Year Founded: 2019

What's It Like to Work at Mastery Logistics Systems?

Updated on August 31, 2026

Mastery Logistics Systems Employee Reviews

Mastery has taught me something new every day for the last three years. I have continued to be challenged and constantly impressed by the team and how we keep raising the bar. Working hard, pushing the limits, and driving change is in our DNA.
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Alycia, Senior Vice President, Implementation
Alycia, Senior Vice President, Implementation
I've never been surrounded with this many high quality engineers. I learn something new everyday from my peers.
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Peter, Senior Software Engineer
Peter, Senior Software Engineer
What's exciting about this phase of Mastery is that every day we're both pushing forward our initial product as well as building out the company itself. So a typical day involves defining upcoming features, prototyping, interviewing candidates, and working with the team to establish our processes. Everyone gets to contribute in multiple ways.
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Chris Wallace, Vice President, Engineering
Chris Wallace, Vice President, Engineering
Mastery is on a mission to empower our customers to thrive in complexity. Our vision is to create a transportation management system that people love to use.
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Jeff, CEO, Founder
Jeff, CEO, Founder

What People Are Saying About Mastery Logistics Systems

  • Benefits & Perks: Benefits are described as comprehensive, including strong health coverage, a 401(k) match, generous parental leave, flexible or unlimited PTO, and a year‑end shutdown. Flexibility practices like remote/hybrid options, no‑meeting Fridays, and guidance to avoid after‑hours Slack are also highlighted.
  • Team Support: Colleagues are often seen as high‑caliber, collaborative, and supportive, with practices like pair programming and open‑door norms fostering daily learning. Many accounts point to a culture where people help each other and learn quickly from strong peers.
  • Innovation & Products: Work centers on MasterMind, a modern, cloud‑based TMS used by large carriers, giving teams consequential, enterprise‑scale problems and frequent integrations to ship. Public partnerships and case studies indicate ongoing deployments that expose staff to complex, real‑world logistics challenges.

Mastery Logistics Systems's Benefits

Promote from within

Engineering team utilizes pair programming

Open office floor plan to encourage communication and collaboration

Uses an OKR operational model to clearly define goals and priorities

Utilizes an open door policy that encourages accessibility

Offers a remote work program

Some of our roles are completely remote, while others may be hybrid or onsite. This is based on a number of factors specific to the needs of the role and location, pending manager's discretion.

Utilizes a flexible work schedule

Your work schedule may vary, based on your role, team and region, however Mastery supports no-meeting Fridays and other initiatives that support a flexible work schedule.