F
Fiveable
Fiveable is a social learning platform that connects students through student-led spaces and community
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.
Read full description
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
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.
Funding history
Company financing events and reported valuations.
| Deal type | Date | Amount | Valuation | Investors | Source |
|---|---|---|---|---|---|
| SERIES A✓Equity / VC | Sep 2021 | $10M | $40M | Union Square Ventures · Owl Ventures · Progression Fund | ↗ |
| EARLY VC✓Equity / VC | Apr 2021 | $0 | — | Swell Capital · Serena Ventures | ↗ |
Growth signals
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.
Similar companies
Company identity and context are open; selected comparison metrics preview what is available on the platform.
| Company | Headquarters | Status | Employees | Total funding | Valuation |
|---|---|---|---|---|---|
SkipperAll-in-one social learning platform empowering homeschool families to plan, teach, grade, and stay connected. |
Fort Worth, United States | Operational | 5 | $1.5M | — |
HaloparentParent community for authentic school selection insights. |
Bengaluru, India | Operational | |||
| Chaoyang District, China | Operational | ||||
Future Ready Solutions CollectiveCollaborative network for future-ready educational pathways. |
United States | Operational | |||
QiddsResource platform for student academic and career opportunities. |
United States | Operational | |||
High School OpportunityCurated opportunity discovery for high school students. |
— | Operational | |||
Alchemy Studios and LabsCommunity-based learning lab for high school students. |
United States | Operational | |||
Summit Charter SchoolEdtech |
— | Operational |
Investments and acquisitions
Recent portfolio relationships for companies that also act as investors or acquirers.
Investors
From Dealroom's funding and investor records, grouped by the round each investor first entered.
Seed11 investors entered at this stage
Beta Boom
gener8tor- CCCream City Venture Capital
Deborah Quazzo
Golden Angels Investors
BBG Ventures
SoGal Ventures
Matchstick Ventures- MVMetrodora Ventures
Spero Ventures
Twenty Seven Ventures
Series A5 investors entered at this stage
Swell Capital
Serena Ventures
Union Square Ventures
Owl Ventures
Progression Fund
Other known investors3 additional known investors
Atin Batra
Paul Buchheit
Slojo Investments
Source: Dealroom Talent Intelligence.
Global footprint
team presence
Market sentiment
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
See Fiveable’s full profile on Dealroom
Request a free trial to see the complete deal history, financials, people graph and growth signals.
Takes under a minute. Already use Dealroom? Log in.







