Jobs at Leland (Now Hiring) — 175 open

Leland is building the home for ambition in the age of AI. We connect people with the experts, programs, and communities they need to land the job, get into the school, or upskill for a world being rewritten by AI. We help businesses become AI-native through training, hiring, and infrastructure. Since our founding in 2021, we've helped tens of thousands of people reach their most ambitious goals and raised $19M from world-class investors. Ambition is sacred to us, and we've built a product that takes that seriously.

We’re looking for a talented sales professional who will be instrumental in building and scaling our B2B efforts and driving the growth of our business. This role will specifically be focused on selling Leland’s AI enablement and training programs. You will drive forward the majority of the sales process, from sourcing leads to closing deals, with businesses and other organizations. If you are interested in partnerships, working with an experienced team, joining a well-funded high-growth startup, and making a meaningful impact in the world, we’d love to chat.

What you’ll be doing:

• Consistently achieve revenue targets by building and managing B2B sales pipelines

• Own the entire sales lifecycle for organizations, from initial outreach to contract signing

• Identify and engage businesses and other organizations to sell Leland’s AI Builder Program and other related offerings

• Work closely with decision-makers to understand their needs and craft tailored partnership solutions

• Build trust with organizational clients, positioning Leland as the best resource for their employees or members

• Create winning playbooks, training materials, and resources to drive team success in B2B sales

• Collaborate with internal teams to ensure seamless onboarding and an excellent client experience

Qualifications

• You have 4+ years of experience in B2B sales, business development, or selling to organizations

• You are eager to work in an ambiguous and fast-paced startup environment

• You are an outstanding communicator with the ability to build relationships with diverse stakeholders

• You are a team player and will strive to find ways to help the team win

• You are scrappy, proactive, and willing to roll up your sleeves to get things done

• You are motivated by goals and excel at achieving ambitious sales targets

• You are customer-centric and passionate about ensuring client success

• Ability to travel as needed

Why Leland?

• The chance to join a world-class team helping people achieve their career and educational dreams

• Work in a collaborative, high-energy environment where your contributions have a direct impact

• Operate in a fast-paced, AI-native environment

• We don't hire people who merely want to work for a great company; we hire people who want to make a great company

Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.