Second Alpha Partners

Second Alpha Partners is a New York based private equity firm that makes secondary investments in private companies, purchasing shares from existing shareholders – founders, executives, angels, VCs or corporate investors. The firm buys shares and convertible securities on a secondary basis and also invests capital directly in private companies. The firm focuses its investments towards US and Canada based companies within telecommunications, media and technology sectors.

7 past transactions

Giift is a loyalty solutions provider that addresses the needs of issuers, end users, and merchant redemption partners. It is a network where loyalty programs and customers from anywhere in the world primarily converge, interact, and engage. It goes beyond the coalition within this sector. Harnessing the intelligence of technology, it has created a new industry segment, unifying the loyalty market, standardizing it, and thus redefining it. Giift Loyalty Marketplace stimulates interaction between programs and members, where any points, miles, and gift cards can be exchanged for other programs, globally. Its lead solution in integrating mobile payment technology with a single loyalty point technology takes forward our pervasiveness. This hybrid and robust offering is shaped with our end-to-end loyalty technology bringing global scalability, simplicity, and seamlessness. Today, almost every industry sector including Hospitality, F&B, Airlines, Insurance, Retail, Banking, Payments, and more, features on Giift Marketplace.

Bespoke Post

Series B in 2021
Goods and guidance for the modern customer, delivered monthly. We aim to upgrade your day-to-day life through our themed boxes full of enviable gear – shaving sets, shoe shine kits, home bar essentials, and lots more – plus a full shop of uniquely cool standalone products. Here's how it works: at the beginning of each month, you'll get an email with a full look inside the box we've selected for you based on what we think you'll enjoy. You're free to tweak colors and sizes, add on extra goods, or skip it at no cost – whatever you want. And there's always free shipping, easy returns, and no hassles, ever. See you on the inside.

SmarterTravel

Series B in 2021
SmarterTravel is a high-growth, data-driven tech company that is on a mission to revolutionize the $1 trillion travel and leisure industry. By leveraging AI and machine learning, we are building a consumer-centric online travel experience that will offer both breadth of selection and personalized recommendations, allowing travelers to book with ease, confidence, and speed. Our goal is not just to be the next great traveltech company, but to be the destination that smart travelers go back to time and time again to book their trips.

DailyPay

Series D in 2021
DailyPay is transforming the way people get paid. As a worktech company and the industry's leading earned wage access solution, DailyPay uses an award-winning technology platform to help America's top employers build stronger relationships with their employees. This voluntary employee benefit enables workers everywhere to feel more motivated to work harder and stay longer on the job while supporting their financial well-being outside of the workplace. DailyPay is headquartered in New York City. For more information, visit www.dailypay.com/press.

Healthcare.com

Series B in 2019
HealthCare is an online health insurance company providing a data-driven shopping platform that helps American consumers enroll in individual health insurance and Medicare plans. HealthCare.com also develops and markets a portfolio of proprietary, direct-to-consumer health insurance, and supplemental insurance products under the name Pivot Health. Founded in 2014, the company is headquartered in New York City and is backed by PeopleFund and individual investors including current and former executives of Booking.com and Priceline. HealthCare.com is a 5-time honoree of the Inc. 5000 list of America’s fastest-growing companies.

EverQuote

Series B in 2017
EverQuote is an independent insurance marketplace and is a free service that helps consumers compare quotes on auto insurance. It operates an online insurance marketplace connecting consumers with insurance providers. The company's data and technology platform matches and connects consumers seeking to purchase insurance with relevant options from the company's broad direct network of insurance providers, saving consumers and providers time and money. EverQuote was founded with the vision of applying a scientific, data-driven approach to help consumers find the best price and coverage for their individual insurance needs.

CaaStle

Series A in 2016
CaaStle pioneered the “Clothing as a Service” (CaaS) model. Through a proprietary, turnkey, and cloud-based fully-managed service supporting major retail brands, CaaStle delivers the platform, technology, reverse logistics, operations, and data to create a new relationship between retailers and consumers: A shared economy experience driven by access to apparel that complements traditional ownership.
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