Gaingels

Gaingels is a venture capital investment firm founded in 2014 and based in Burlington, Vermont. It specializes in investing in companies led by LGBT+ founders and C-suite leaders across various stages of growth, as well as in established firms aiming to create more inclusive teams. With a global portfolio of over 130 companies and $70 million in investment capital deployed, Gaingels actively supports its portfolio by helping to identify and recruit diverse talent for leadership roles. The firm fosters a vibrant community of industry leaders, investors, operators, and entrepreneurs who are united in their mission to drive positive social change through business and successful investments.

Marc Baum

Investor

Jesse Curran

Principal

Ashley Flucas

Venture Partner

Max Frenkel

General Partner

Todd Havill

Research Operations and Principal, Investment

Surya Jayaweera

Angel Investor

Jennifer Jeronimo

CEO and General Partner

Jake Prigoff

General Partner

Peter Steinberg

General Partner

Alexandra Tanner

Investor

Lorenzo Thione

General Partner

Past deals in Collaborative Consumption

Cubbo

Seed Round in 2022
Cubbo is a startup that focuses on repurposing distressed real estate assets (e.g., unused brick-and-mortar outlets or abandoned strip malls) and turning them into spaces suited for new industries, such as urban micro-fulfillment spaces for online retail.

Flyp

Series A in 2022
Flyp is a company that operates an artificial intelligence platform focused on reselling used goods. It facilitates the sale of second-hand clothing by connecting individual resellers with a decentralized network. The platform provides automation software and supply chain management systems that empower these resellers to turn used items into cash. By enabling both enterprises and consumers to liquidate their items efficiently, Flyp aims to simplify the resale process and create a more sustainable marketplace for pre-owned goods.

Outlines

Pre Seed Round in 2022
Manufacturer of home goods intended to empower consumers to reduce their plastic waste. The company provides sustainable home essentials of various types such as shower liners and body buffer systems with free recycling, offering consumers environmentally conscious products of next-gen circular economy models and innovative product designs.

Frenter

Pre Seed Round in 2021
Online rental marketplace providing owners with all the tools they need to rent out items around their home and allows renters to rent out items in their city.

Groundfloor

Pre Seed Round in 2021
Operator of design-led clubhouses intended to offer practical spaces for leisure activities. The company gives access to facilities and spaces with the power of design and community to bring people together in events, enabling members to aid and elevate work, social life as well as leisure.

Pacaso

Series C in 2021
Pacaso is a platform that modernizes co-ownership of second homes, making the process of buying and selling more accessible and efficient. It allows prospective buyers to specify their desired location, budget, and anticipated time spent in the property. Pacaso collaborates with real estate agents to help find suitable homes and establishes a professionally managed LLC tailored for co-ownership. Buyers can purchase a share of a home, ensuring access for a designated period each year, while Pacaso temporarily acquires the remaining share before reselling it to qualified buyers. The company manages the property and offers a mobile app to facilitate easy scheduling and coordination among co-owners, effectively reducing the complexities and costs associated with traditional homeownership.

CookUnity

Series B in 2021
CookUnity is a personalized meal subscription platform that connects independent chefs with food enthusiasts. Founded in 2015 and based in Brooklyn, New York, the company allows customers to select from a diverse menu of fully prepared dishes. These meals are crafted by talented chefs using sustainably-sourced ingredients and seasonal produce. The platform caters to busy individuals seeking healthy dining options, offering a rotating selection of chef-special cuisines that change weekly based on availability. By delivering meals directly to customers' doorsteps, CookUnity aims to provide an accessible and enjoyable at-home dining experience.

Recycle Track Systems

Series C in 2021
Recycle Track Systems (RTS) is changing the way companies manage waste and recycling by combing technology with high-touch service to make disposal easier, smarter and more responsible. RTS helps companies easily track and optimize their pickup, from on-demand removal to fully integrated waste management solutions. Using this data insight, RTS empowers companies with visibility into their waste habits and tangible figures on their climate impact to improve their waste and recycling practices. RTS is a certified B-Corporation, reflecting its dedication and commitment to meeting stringent standards of environmental transparency and performance.

Cabana

Series A in 2021
Cabana opens up the flexibility of travel plans so that travelers can book once and go anywhere. The company has built out a fleet of upscale custom-made mobile hotel rooms, using 2019 Ford Transit vans, to give travelers the freedom to travel and sleep where they want and when they want. Every element, from the bed to the storage, to the bathroom to the internet, is designed from the ground up for a tailored and premium experience. Simplified lodging often translates to lower quality, but Cabana has taken the luxurious amenities of a thoughtfully designed suite and outfitted it for a small space. Enabled through tech, Cabana brings travelers digital convenience and peace of mind through contact-free check-in. The app lets travelers reserve, check-in, pick-up, and check-out of their mobile hotel room without having to make a pit stop to the front desk.

Shappi

Seed Round in 2021
Connecting Shoppers with verified Travelers to deliver products by renting the traveler’s unused luggage space.

Workchew

Seed Round in 2021
WorkChew Inc. operates a marketplace platform that connects mobile and remote workers with workspace options in restaurants and hotels across Chicago, Virginia, and Washington, D.C. Founded in 2018 and headquartered in Washington, D.C., the platform transforms dynamic restaurants into safe and affordable co-working spaces, offering food, drinks, and essential amenities such as high-speed wifi. By providing discounted dining options along with workspace access, WorkChew enables professionals to work efficiently while saving on both workspace and food expenses.

Zero Grocery

Seed Round in 2020
Zero Grocery Inc. is an online grocery retailer based in Redwood City, California, that specializes in a subscription-based delivery service focused on sustainability. Founded in 2019, the company aims to eliminate single-use plastics from the food supply chain by offering groceries in reusable packaging. This approach not only provides convenience for customers but also promotes a zero-waste lifestyle, aligning with growing consumer demand for environmentally friendly practices in grocery shopping.

Outlines

Pre Seed Round in 2020
Manufacturer of home goods intended to empower consumers to reduce their plastic waste. The company provides sustainable home essentials of various types such as shower liners and body buffer systems with free recycling, offering consumers environmentally conscious products of next-gen circular economy models and innovative product designs.

Zero Grocery

Seed Round in 2020
Zero Grocery Inc. is an online grocery retailer based in Redwood City, California, that specializes in a subscription-based delivery service focused on sustainability. Founded in 2019, the company aims to eliminate single-use plastics from the food supply chain by offering groceries in reusable packaging. This approach not only provides convenience for customers but also promotes a zero-waste lifestyle, aligning with growing consumer demand for environmentally friendly practices in grocery shopping.

HopSkipDrive

Venture Round in 2020
HopSkipDrive, Inc. offers ridesharing services specifically designed for children aged five and older. Founded in 2014 and headquartered in Los Angeles, California, the company aims to provide safe and reliable transportation solutions for schools, districts, government agencies, and families. By focusing on the unique needs of children, HopSkipDrive facilitates transportation for various activities, helping to accommodate busy schedules and enhance accessibility for families in the Los Angeles area.

Bungalow

Series B in 2019
Bungalow is a residential real estate platform that offers flexible communal living solutions for early career professionals. Founded in 2016 and based in San Francisco, the company transforms unused spaces into rentable rooms by signing long-term leases with homeowners. Bungalow provides fully furnished multi-bedroom homes in desirable neighborhoods across major U.S. cities, including Baltimore, New York City, and Los Angeles. Each home features private bedrooms, shared living spaces, and amenities such as Wi-Fi, utilities, and housekeeping services. In addition, Bungalow facilitates roommate matching to create harmonious living arrangements and organizes monthly community events to foster social connections among residents. The company aims to enhance the rental experience by providing high-quality homes and a supportive community for its members.

SpotHero

Series D in 2019
SpotHero Inc. provides a digital platform for reserving off-street parking in North America, aiming to alleviate urban congestion by streamlining the parking process. Founded in 2011 and headquartered in Chicago, Illinois, with an additional office in Detroit and operations in Toronto, the company offers a mobile application and website that enable drivers to locate, compare, and book discounted parking spots. Users can easily access information about nearby parking facilities, facilitating a more efficient parking experience and reducing the time spent searching for parking. SpotHero also collaborates with mobility companies to integrate parking solutions into their services, enhancing overall convenience for users.

Carbon38

Convertible Note in 2019
Carbon38, Inc. is an e-commerce platform specializing in women's active and performance wear. Founded in 2012 and headquartered in Los Angeles, the company features a proprietary label alongside a carefully curated selection of contemporary brands and exclusive collaborations. Its product range includes bodysuits, sweaters, sweatshirts, crop tops, leggings, pants, capris, and shoes, designed to blend functionality with modern fashion. By focusing on luxury active apparel from leading sportswear designers and offering a unique shopping experience, Carbon38 aims to empower women to embrace bold style choices in their active lifestyles.

HitRecord

Series A in 2019
HitRecord is an online community platform founded in 2004 by actor and director Joseph Gordon-Levitt, based in Glendale, California. The platform facilitates collaboration among over 100,000 artists across various disciplines, including writers, filmmakers, and musicians. It encourages users to produce and share creative works, with more than 250 new members and over 2,500 new pieces of art added daily. By fostering a collaborative environment, HitRecord operates as a unique production company, allowing individuals to contribute to and engage with a diverse range of artistic projects.

HUBBLE

Venture Round in 2018
Hubble is the first brand of contact lenses sold directly to consumers through an e-commerce, subscription-only model.

Collective Health

Series A in 2014
Collective Health offers a cloud-based platform that transforms how self-insured employers manage health benefits. This integrated system allows companies to administer various health plans through a single portal, providing employees with clear guidance, live concierge support, and digital tools to navigate their healthcare options. By focusing on a smarter alternative to traditional health insurance, Collective Health aims to enhance the value of healthcare investments while improving employee care. The company has experienced significant growth in the employer-sponsored insurance market, currently covering 70,000 employee and dependent lives across 15 employers, including notable clients such as Activision Blizzard, Crossfit, eBay, Palantir, and Red Bull.
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