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 seeking an experienced search fund and ETA coach to work with searchers pursuing the acquisition entrepreneurship path. This role includes guiding searchers through thesis development, industry and company targeting, deal sourcing, and due diligence, as well as investment analysis and funding strategy. Coaches also support investor selection and board and investor management, along with building a process roadmap and operational strategy and support for post-acquisition success. Coaches help searchers apply AI fundamentals, AI agents, AI automation, and AI outreach to modern search and deal processes. Ideal candidates have firsthand experience running a search fund or completing an acquisition, prior coaching or mentoring experience, and a clear, structured approach to breaking down complex strategic and financial concepts. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every searcher.

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.