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About Second Alpha

Second Alpha is a venture capital firm founded in 2012. It is primarily based out of New York City, United States. As of Feb 2025, Second Alpha has invested in 25 companies. It primarily invests in Series B round in United States based startups. Its investments are spread across a wide range of sectors from Enterprise Applications to FinTech and Enterprise Infrastructure. Most recently it participated in the $***** Series B round of tvScientific Overall, Second Alpha portfolio has seen 4 unicorns, 2 IPOs and 11 acquisitions including key companies like Coursera, Strava and User Testing. A lot of funds co-invest with Second Alpha, with names like Link Ventures sharing a substantial percentage of its portfolio. Second Alpha has team of 11 people including 2 partners.
Key Metrics
Portfolio Count
Portfolio Locations
Rounds of Entry
Series B
Portfolio IPOs
Portfolio Acquisitions
Portfolio Unicorns
Portfolio Soonicorns

Second Alpha's List of Top Investments

Second Alpha has a portfolio of 25 companies, including 4 unicorns. Their most notable investments are in EverQuote and SmarterTravel.Their portfolio spans across United States, Canada and Singapore. They have invested in Enterprise Applications, FinTech, Enterprise Infrastructure and 14 other sectors, across stages such as Series B stage. Here is the list of top investments by Second Alpha:
Provider of online courses, professional certificates, and degree programs. The platform collaborates with universities and companies to deliver educational content. It offers opportunities for individuals to learn new skills and advance their careers. The platform provides learning resources for businesses to train their workforce.

Key facts about Coursera

  • Founded Year: 2012
  • Location: Mountain View (United States)
  • Annual Revenue: $695M as on Dec 31, 2024
  • Stage: Public
  • Total Funding till date: $443M
  • Employee Count: 6,412 as on Mar 31, 2026
  • Investors: HTIF, EG Capital Advisors and 44 Others
  • Latest Funding Round: Series F, Jul 17, 2020, $*****
  • Highlight: Public
Provider of application for tracking, analyzing, and sharing fitness activities. The application allows users to record activities and view performance data. It also enables users to connect with friends and discover routes, maps, and challenges. The application is compatible with mobile phones and GPS devices.

Key facts about Strava

Provider of platform for gathering and analyzing user experience feedback. The platform offers tools to target specific audiences and gather comprehensive testing data. It helps users analyze data to identify insights and measure performance. The platform also facilitates sharing and scaling insights across organizations.

Key facts about User Testing

  • Founded Year: 2007
  • Location: San Francisco (United States)
  • Annual Revenue: £17.5M as on Dec 31, 2022
  • Last Known Valuation: $*****
  • Stage: Acquired
  • Total Funding till date: $148M
  • Employee Count: 1,833 as on Mar 31, 2026
  • Investors: OpenView, Windy Hill Capital and 15 Others
  • Latest Funding Round: Grant (prize money), Nov 17, 2020, $*****
  • Highlight: Acquired
Developer of an online platform for employee financial benefits. It offers an on demand pay solution that enables employers to provide earned wage access to employees. Employees must add the required information, amount, and request for the loan. Once approved by the employer, the funds are transferred to the registered bank account.

Key facts about DailyPay

EverQuote provides an online comparison platform for automotive & other insurances. It offers quotes for health insurance, home insurance, life insurance, auto insurance, and more. Users can build their profiles, provide their car information, compare insurance providers, and connect with licensed agents.

Key facts about EverQuote

Second Alpha's Investments by Stage

Second Alpha has made 5 investments in Series B stage with an average round size of $21.2M.

Second Alpha's Investments by Sector

Second Alpha has a diverse portfolio, with companies operating in the Consumer, FinTech, InsurTech, Auto and Auto Tech. Notably, it has invested in 24 Tech companies, 20 Enterprise (B2B) companies, 18 Software companies and at least 12 companies focusing on Saas.
Here are Second Alpha's investments by sector:
Sector
No. of Investments
Consumer
3
FinTech
2
InsurTech
2
Auto
1
Auto Tech
1
Others
5
Breakdown of Second Alpha's investments by sectorsConsumer (3)FinTech (2)
Note: We have considered here, only first round of investments

Second Alpha's Investments by Geography

Second Alpha has made most investments in United States (5).

Second Alpha's recent investments

Second Alpha has not made any investment in 2026 so far.
Here are the most recent investments by Second Alpha:
Date
Company
Location
Round Details
Round Amount
Co-Investors
Feb 05, 2025
United States
Series B
9816
Feb 08, 2022
United States
Series C
9041
Dec 13, 2021
United States
Series C
6495
Oct 26, 2021
United States
Series B
3000
  [+4]
Sep 15, 2021
United States
Series B
2023

Unicorns in Second Alpha's Portfolio

Second Alpha has 4 unicorns in its portfolio - Prove, HealthCare.com, DailyPay and others. The most recent unicorn in their portfolio is Prove. It became a unicorn in 2023, 2 years before Second Alpha first invested in it.
Here is a list of unicorns in Second Alpha's portfolio:
Tracxn Score
Company
Short Description
Founded year
Sector
Location
Company Stage
First Investment/ Acquisition Details
64
Provider of digital identity verification and authentication solutions across various industries
2008
New York City
Series F
amicxui
58
Online insurance comparison platform for health insurances
2006
Miami
Series C
tissrxs
76
Developer of an online platform for employee financial benefits
2015
New York City
Series D
nkfzgyg
80
Provider of application for tracking, analyzing, and sharing fitness activities
2009
San Francisco
Series G
xmbwzsq

IPOs and Publicly Listed companies in Second Alpha's Portfolio

2 of Second Alpha's portfolio companies have become public. Coursera got listed on the New York Stock Exchange (NYSE), in Mar 2021 at marketcap of $4.3B and EverQuote got listed on the National Association of Securities Dealers Automated Quotations (NASDAQ) at marketcap of $446M.
Here are Second Alpha's portfolio companies that went public:
Company
IPO Date
First Invested on
First Round of Investment
Round Size
Mar 31, 2021
-
-
4113
Jun 29, 2018
Feb 22, 2017
Series B
9598

Acquired companies in Second Alpha's Portfolio

11 companies from Second Alpha's portfolio have been acquired. The most recent acquisition were ON24 in Dec 2025 by Cvent.
Here are Second Alpha's portfolio companies that got acquired most recently:
Company
Acquisition Date
First Invested on
First Round of Investment
Round Size
Dec 30, 2025
-
-
4658
Dec 11, 2025
Feb 05, 2025
Series B
3429
Jul 24, 2024
-
-
8183
Feb 06, 2024
-
-
3160
Oct 27, 2022
-
-
3198

Team profile of Second Alpha

Second Alpha has a team of 11 members including 2 Partners located in United States. Second Alpha's team does not sit on the board of any company as of now.

Co-investors of Second Alpha

Over the past 9 years, 40 investors have co-invested in Second Alpha's portfolio companies. This includes funds and angels.

Recent News related to Second Alpha

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FAQs about Second Alpha

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