Enterprise Account Executive (Remote)

Sales /
Full-time /
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 Enterprise Account Executive do?

The problems we solve every day require creativity, grit, and determination. We are building a team that challenges norms while fostering experimentation and personal growth. We are hiring tenacious sales professionals who are energized by the vision to simplify and transform one of the largest and most complex industries through technology, data and a strong commitment to customers.

·       Build and close a robust pipeline of aligned Enterprise customers across the procurement and supply chain ecosystem.
·       Develop a keen sense of prospects’ pain points, think creatively on how to position and pitch Leaf’s technology to meet them where they are.
·      Apply exceptional sales presentation planning and execution to rigorously identify, qualify, and close new customers.
·       Close deals through their entirety, while working in conjunction with teammates from Analytics, Product, Customer Success, Operations and Finance groups.
·       Run experiments to optimize pipeline development and deal closure with the ability to pivot based on results & successes.
·       In partnership with Customer Success, facilitate a smooth transition and onboarding experience for new customers.
·       Embody Leaf’s core values of trust, transparency and ownership as we build the future of transportation.
·       Handle objections and engage prospects. Identify key decision makers at target customers and initiate sales communication.
·       Learn and maintain in-depth knowledge of the Leaf platform, transportation industry and industry trends.
·       Ability to thrive and have a great time in a fast-paced, hard-working, yet casual startup environment.

Who makes a great Enterprise Account Executive?

You have extensive enterprise-level sales experience, specifically with prospecting and closing Fortune 1000 companies. You are savvy at targeting and building strategic relationships across multiple levels of prospective organizations. And most importantly, you are eager and ready to develop a mastery of Leaf’s proprietary platform and showcase your ability to convey its benefits and abilities to the outside world.

Additionally, it's helpful if you have:

·       Minimum of 5 years’ experience in a client-facing and/or Enterprise sales capacity, supporting Procurement and/or Manufacturers and Distributors decision makers with a documented track record of exceptional performance.
·       Ideally, experience with enterprise-level selling at technology and/or software companies.
·       Strong understanding of the domestic supply chain ecosystem, as well as the needs and pain points of strategic and operational buyer personas across the industry.
·        Entrepreneurial drive and prior experience in a startup environment.
·       Thoughtful, insightful and thorough sales presentation planning and execution.
·      Proficiency with CRM, sales pipeline management, and Sales enablement tools.
·       Self-motivated and can hit the ground running in prospecting, managing and qualifying new customers.
·       Demonstrated ability to learn quickly in dynamic environments and distill new insights to iterate rapidly.
·       Love to develop and foster relationships and enjoy interpersonal interactions.
·       Communicate clearly and concisely, especially when it comes to complicated topics. You can break it down into simple terms people can understand.
·       You’re an overachiever. You never quit, never take no for an answer, and are unrelenting in driving successful outcomes. 
·       Consummate team player, able to wear multiple hats, and assist team members when needed.
·       A sense of humor and a readiness to use it liberally.

Who doesn’t?
What we’re trying to do is 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. Its 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 environment, well, let’s talk.