-12%

est. 2Y upside i

EdTechSeries A

Leland is a marketplace for ambitious people to access the coaching, classes, content, and community they need to reach career and educational goals. We’ve built a platform with hundreds of coaches from various professional backgrounds, schools, price points, and experience levels. Whether you are building your career, trying to get into school, or taking a test, we have experts to provide you with personalized mentorship and guidance.

Rank

#1113

Sector

EdTech, Professional Services, Marketplace

Est. Liquidity

~3Y

Data Quality

Data: Medium

Leland presents a moderate upside opportunity for a job seeker, driven by its profitability, large addressable market, and strategic growth initiatives.

Last updated: March 10, 2026

Bull (30%)+300%

Leland significantly expands its market share in career coaching and admissions, leveraging its curated coach network and AI partnerships (e.g., GMAC) to drive revenue to $100M+ by 2028. A strong product-market fit and network effects allow for a valuation multiple expansion to 6-8x revenue, leading to a $240M+ valuation.

Base (35%)+50%

Leland continues steady growth in its niche, reaching approximately $50M in revenue by 2028. It maintains its profitability and moderate competitive moat, but faces ongoing competition from smaller players and some encroachment from larger incumbents. This leads to a modest valuation increase to $90M, reflecting continued execution but limited multiple expansion.

Bear (35%)-75%

Dominant incumbents like LinkedIn or Coursera aggressively expand their personalized coaching and mentorship offerings, commoditizing Leland's core services. Growth stalls, and a challenging funding environment forces a down round or acquisition at a significantly reduced valuation of $15M, wiping out most common stock value due to liquidation preferences.

Est. time to liquidity~3.0 years

Preference Stack Risk

severe

Investors hold approximately $24.6M in liquidation preferences ahead of common stock, representing 41% of the current $60M valuation.

Dilution Risk

high

As a Series A company, Leland is likely to undergo multiple additional funding rounds, which will result in further dilution for common stock holders.

Secondary Liquidity

none

There is currently low market activity for Leland stock, with no active buyers or sellers.

Growth — 2 roles

Internships — 2 roles

Temporary or Contract — 2 roles

View all 6 open roles at Leland →

Last updated: March 10, 2026

Questions to Ask at the Interview

Strategic questions based on Leland's data — designed to show you've done your homework.

  • 1

    “How does Leland plan to differentiate its curated coaching marketplace and community to withstand potential aggressive expansion into personalized coaching by platforms like LinkedIn Learning or Coursera?”

  • 2

    “With current revenue around $33M and a weighted growth of ~12% YoY, what are the key strategic initiatives and product roadmap priorities to accelerate growth towards the larger SAM of $5.0B?”

  • 3

    “Given the Series A funding and the current valuation of $60M, how does the company envision the timeline and potential pathways for a liquidity event for employees, and what are the expectations regarding future dilution?”

Community

Valuation Sentiment

Our model estimates -12% upside. What do you think?

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Disclaimer: This analysis is AI-generated and does not constitute financial or career advice. Always conduct your own due diligence.