Leland operates a coaching marketplace that connects more than 100,000 users with over 1,000 vetted coaches across categories, plus courses and group events. The platform provides coach-facing tooling — payments, messaging, scheduling, CRM, time tracking, reviews, discount codes — described as a “business in a box.” It also offers AI features that generate session summaries, action items, and onboarding bios/headlines to streamline coach discovery and workflows. The company is expanding enterprise offerings (already used as perks by many Fortune 500s) and investing in AI-powered onboarding and interactive coach experiences tailored to learner progress. Financially, Leland is cashflow positive, saw revenue grow fourfold in the past year, and ran over 50,000 coaching sessions in the last 12 months. The startup maintains a strict coach vetting process (about a 5% acceptance rate) to preserve quality. Leland operates a coaching marketplace that targets career transitions rather than general classes or enterprise reskilling. Founded by John Koelliker last year, the platform connects customers with hourly‑paid coaches and takes tiered transaction fees (20% for payments under $1,000; 10% for checks over $10,000). Leland began with an MBA placement focus and has expanded to eight new coaching categories, including test prep (SAT, ACT, GMAT, GRE) and paths into private equity, product management, investment banking and other tech roles. The company monetized on day one and reports that in the last nine months hundreds of customers purchased more than 2,500 hours of coaching. About 70% of its coaches use the work as a side hustle, and Leland positions itself as a lightweight option for practitioners who prefer one‑on‑one coaching to building large creator audiences. The startup is scaling its offerings and customer base as it formally goes to market.

Total raised

$16M

Funding rounds

2

Latest round

Series A

Latest activity

Nov 2024