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Confirmed on the employer's own hiring board on Oct 15, 2026. First seen by Alion on Jul 17, 2026. Leland scores B on the Alion truth index.

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Leland is an online marketplace that connects people with coaches, classes and community for career moves, graduate school admissions and test preparation, and it also offers AI training and hiring programs for companies, based in the United States. Founded in 2021, the company reports helping tens of thousands of clients and has raised 19 million dollars from venture investors, with coaches setting their own hours and rates and working virtually. Its openings are mostly for independent coaches and tutors, including GMAT, GRE and ACT tutors and coaches in product management, investment banking, private equity, FP&A, venture capital and AI careers.

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 wedding planning coach to work with students and professionals building careers in wedding planning. This role includes teaching core skills in event design, timeline and logistics management, vendor management, and venue selection, as well as budget planning and client communication to help students deliver a seamless experience for every couple. Coaches also support the business side of the journey, including marketing and branding, freelancing, and networking strategy for those building an independent wedding planning business. Ideal candidates have professional experience as a wedding planner, prior coaching or mentoring experience, and a clear, structured approach to helping students grow both their craft and their business. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every student.

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.

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