Who invested in Fiveable?
Fiveable's investors include Right Side Capital Management, Union Square Ventures, Gener8tor, Serena and Matchstick Ventures.

United States · Series A startup
Funding summaryUpdated 26 Oct 2026
$10Mraised across 1 round since 2021, from 1 source
Source recordedSEC filing: $11M sold, first sale Sept 2021
From the SEC filings it signed: 2 on the team.
On the board, as filediDarrell SilverNisha DuaRebecca Kaden
Fiveable's investors include Right Side Capital Management, Union Square Ventures, Gener8tor, Serena and Matchstick Ventures.
Fiveable has raised $10M across 1 round since 2021.
Fiveable's most recent round was a Series A of $10M in Sept 2021.
Its most recent round, $10M in Sept 2021, is also its largest on record.
Fiveable's first round on record, in Sept 2021, was backed by Right Side Capital Management, Union Square Ventures and Gener8tor and 2 others.
Fiveable's latest named round is a Series A, in Sept 2021.
Fiveable is based in the United States.
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