Data Janitor

We are Leaf.

Leaf is on a mission to upend the way companies buy and sell transportation. Every year, billions of dollars, hundreds of megatons of carbon and millions of person-hours are wasted because the companies who ship goods and the companies who carry them aren’t upfront about their needs and abilities. Our platform finds ways for buyers and sellers to contract binding commitments for plannable and predictable freight and allows those contracts to be traded when needs change. In time, Leaf will become the hub through which the trillion-dollar American freight market is managed.

We are a team of experienced, smart, and mildly disagreeable troublemakers who like taking on unreasonably big challenges; we know how to build things, we’ve lived what’s broken in this industry, and we’re looking for bright, ambitious people to help us drag the transportation world kicking and screaming into the 21st century.

What does the Data Janitor do?.

The Leaf analytics team is responsible for identifying opportunities to deploy our forward contracting technology, monitoring how those contracts execute, developing new contracting products to meet customers’ needs, and building data products which help our shipper & carrier partners better plan their transportation activities. We ingest, clean and process data from a variety of sources and use it to build and run our models.

We are looking for people who can (or want to learn to):

  • Coordinate extracting data from our customers/partners and prospects
  • Find and deal with lacunae, inconsistencies, typos and just plain weirdness in incoming data
  • Run our proprietary models (and work to improve them)
  • Build visualizations to communicate results
  • Present our findings clearly and concisely to internal and customer teams

We call ourselves data janitors as a reminder that unstinting focus on mastery of the unsexy details is how we live or die.

Who makes a great Data Janitor?.

You should be curious, relentless about asking questions until you understand something, and unafraid to acknowledge facts that don’t point in the direction you want them to. Be humble in the face of data, but tenacious in asserting the facts you know.

You must be able to write well: clearly, and with the ability to simplify complex arguments without obscuring their essential truths.

Be willing to work with people you disagree with; be eager for criticism, and constantly searching for ways to do what you do better. Never be content with things the way they are, but don’t let the quest for something perfect prevent you from shipping something good.

Have a sense of humor, and be prepared to use it liberally.

Knowledge of the transportation industry, especially truckload, is useful, and it’s helpful If you have experience with the Python / Anaconda / Jupyter / Scipy / Pandas stack as well as familiarity with some or all of the following:

  • Geospatial analysis
  • Clustering
  • Time series forecasting
  • Bayesian modeling
  • Graph-theoretic techniques for network analysis

… but if you’re a quick study, we’ll take raw intelligence and the right attitude over technical proficiency every time.

Who doesn’t?.

What we’re trying to do is hard. Technically difficult some of the time, but also hard because we’re asking for big changes from people who are usually very comfortable doing things the way they’ve always been done. There is a lot of frustration, and it’s easy to put a lot of work into something that doesn’t bear fruit. But we’re here to put a big dent in a gigantic industry, something we’ll all be proud of a decade from now.

We’re also a startup. Priorities change all the time, something’s always on fire, and there’s twice as much work to do as hands to do it. It’s uncomfortable, new challenges surface constantly, and that means it’s up to you to manage how you spend your time in the midst of conflicting priorities.

We’re well-funded, with advisors and investors who’ve built legendary companies. But we’re also deploying that capital aggressively, so you should expect uncertainty and discomfort.

If the above sounds daunting, you’re a perfectly sound and reasonable person who probably won’t fit in at Leaf. If this strikes you as an exhilarating milieu, well, let’s talk.


Leaf offers a very comprehensive compensation package including competitive base salary, variable compensation and health benefits.

Leaf Logistics is an equal-opportunity employer and we welcome applicants from all backgrounds. If you’re a passionate team player who wants to have an outsized impact on a diverse and dynamic team, we’d love to hear from you!