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Fiveable

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Fiveable is a social learning platform that connects students through student-led spaces and community

Milwaukee, United StatesFounded 2018Edtech
Valuation $0–100M Latest valuation · 2021
Headcount <100 Current team size
Total funding $10–50M Disclosed equity funding
Unlock exact values This page shows ranges. Dealroom has the exact numbers for Fiveable and the history behind them.

About Fiveable

Fiveable operates as a social learning platform focused on the high school student market, providing tools and community to enhance academic productivity and confidence. The company was established in 2018 by co-founders Amanda DoAmaral and Tán Ho. DoAmaral's background as a high school AP History teacher in Oakland, California, directly informed the company's creation. After leaving the classroom, she began livestreaming study sessions for former students, which quickly grew in popularity and revealed a significant market need, sparking the business's formation. Ho, a community-building expert, and DoAmaral met on Reddit, combining their skills to grow the platform.

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The company's primary client base consists of high school students, initially with a strong focus on those preparing for Advanced Placement (AP) exams. Over time, its scope has broadened to include resources for SAT and ACT prep, as well as general high school subjects and topics like financial literacy. The business model centers on creating a student-led online environment that offers both academic content and peer-to-peer support, described as the virtual "hallways" of the high school experience. Initially, the platform was entirely free, prioritizing user growth over monetization, a strategy supported by investors. It has since moved towards a freemium model, with premium features available through a subscription.

Fiveable's platform offers a comprehensive suite of study tools. This includes a vast library of content, such as study guides, practice questions with detailed explanations, and course overview cheatsheets for numerous AP subjects and beyond. A key feature is its emphasis on social accountability and collaborative learning. In 2021, Fiveable acquired Hours, a virtual studying platform, to integrate single- and multi-player study rooms. These rooms allow for live text and video chat, shared task lists, and focus-enhancing tools like timers and music playlists. The platform also has a large and active Discord community and has incorporated gamification elements, such as trivia games and competitive events, to boost engagement.

The company has secured significant financial backing, raising a total of $14.2 million through multiple funding rounds. A pivotal moment was the $10 million Series A round in September 2021, led by Union Square Ventures with participation from notable investors like Owl Ventures, Serena Williams' Serena Ventures, and Chelsea Clinton's Metrodora Ventures. A core tenet of Fiveable's operational philosophy is its "by and for students" approach, which involves hiring a large number of paid student interns across all departments to ensure the product roadmap stays aligned with student needs. Keywords: social learning, AP test prep, virtual study groups, student community, edtech, peer-to-peer learning, high school education, Amanda DoAmaral, exam preparation, online courses, study tools, Series A funding, Union Square Ventures, Hours acquisition, remote learning, student productivity, collaborative learning, academic resources, SAT prep, ACT prep, educational equity

Source: Dealroom company data

At a glance

Status
Operational
Founded
2018
Headquarters
Milwaukee, United States
Employees
21
Open positions
None listed
Dealroom signal
57.0/100
Industry
Education
Sub-industry
Learning Tools and Resources
Sector
Edtech, K-12, Community Learning, Student and Parent Engagement, Woman Founder
Client focus
b2c
Investment activity
1 company, latest May 2021
Capital deployed
Preferred round
ACQUISITION

Latest news

Press, funding announcements and product moves mentioning Fiveable.

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Funding history

8 recorded events

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
SERIES AEquity / VC Sep 2021 $10M $40M Union Square Ventures · Owl Ventures · Progression Fund
EARLY VCEquity / VC Apr 2021 $0 Swell Capital · Serena Ventures
Showing the latest 2 of 8 recorded eventsBook a demo for the full funding history →

Growth signals

Fiveable website traffic

Latest recorded traffic for Fiveable is 500K monthly website visits, down 70.6% over the last three months. Fiveable's team declined 22.2% over the past year.

Latest monthly visits500K 3-month web change-70.6% 1-year team growth-22.2%
Summary metrics are public; monthly history is available with a demoCompare with peers →

Investments and acquisitions

Capital deployed

Recent portfolio relationships for companies that also act as investors or acquirers.

Investors

19 investors on the cap table

From Dealroom's funding and investor records, grouped by the round each investor first entered.

Seed11 investors entered at this stage

  • Beta Boom
  • gener8tor
  • Cream City Venture Capital
  • Deborah Quazzo
  • Golden Angels Investors
  • BBG Ventures
  • SoGal Ventures
  • Matchstick Ventures
  • Metrodora Ventures
  • Spero Ventures
  • Twenty Seven Ventures

Series A5 investors entered at this stage

Other known investors3 additional known investors

Team profiled 10 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 1 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Global footprint

Workforce and web traffic by country
Workforce by country
3 countries with
team presence
🇺🇸 United States92.3%
🇲🇽 Mexico3.9%
🇦🇲 Armenia3.9%
3 countries shown

Market sentiment

Posts on X, past 7 days

An AI-synthesised read of the highest-engagement posts about Fiveable on X, ranked by likes and reposts, corporate channels excluded.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

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