G Squared

G Squared is a venture capital investment firm founded in 2011 and headquartered in Chicago, Illinois. It partners with portfolio companies throughout their lifecycle, providing primary capital to sustain growth and transitional capital to deliver liquidity to early investors, current and former employees, and other sellers as private companies stay private longer. The firm targets a broad mix of sectors, including B2B and B2C software, financial services, information technology, SaaS, mobile, e-commerce, data and cloud technologies, insurtech, IoT, marketing and education technology, legal technology, mobility, real estate technology, and restaurant technology. Its portfolio includes prominent names such as 23andMe, Coursera, Instacart, Lyft, Pinterest, Spotify, Asana, Blend, Bolt, Brex, Capsule, Flexport, Impossible Foods, Toast, and Turo. G Squared operates as a registered Investment Adviser.

Larry Aschebrook

Managing Partner

Ward Davis

Principal

Gastelum, Oscar

Vice President

Richard Harris

Partner

Spencer McLeod

Partner

Past deals in Transportation

Transfix

Series F in 2023
Transfix, Inc. is a trucking brokerage firm based in New York, specializing in connecting shippers with carriers for freight transportation across the United States. Founded in 2010, the company has developed an advanced online freight management platform that utilizes AI-driven algorithms to optimize freight matching and enhance supply chain visibility. Transfix offers real-time shipment tracking, alerts, and insights on carrier performance, ensuring efficient and reliable transportation solutions. The company serves a diverse range of industries, including retail, food, beverage, and manufacturing, focusing on creating a sustainable freight ecosystem while minimizing empty miles and improving operational efficiency. Through its Intelligent Freight Platform, Transfix aims to revolutionize supply chain performance and support organizations in achieving their logistics goals.

Forto

Series D in 2022
Founded in Berlin in 2016, Forto is a digital logistics company that specializes in freight forwarding services primarily between Asia and Europe. It offers international shipping of FCL and LCL shipments, air freight services, and a user-friendly platform for real-time quotes, online booking, and digital tracking. With over 2,000 customers and nine global offices, Forto aims to optimize global supply chain processes while promoting sustainability.

Bolt

Series F in 2022
Bolt Technology OÜ is a transportation platform based in Tallinn, Estonia, that provides ride-hailing, micromobility, and food delivery services. Founded in 2013, Bolt operates a smartphone application that allows users to book taxis directly, selecting options based on price and quality ratings, while also tracking the driver's arrival in real time. The platform aims to enhance urban mobility by offering a reliable and accessible alternative to traditional transportation methods, contributing to reduced traffic congestion and pollution in cities. With over 50 million customers across more than 40 countries, Bolt is recognized as one of the fastest-growing startups globally, striving to create a future with less reliance on car ownership.

Bolt

Series E in 2021
Bolt Technology OÜ is a transportation platform based in Tallinn, Estonia, that provides ride-hailing, micromobility, and food delivery services. Founded in 2013, Bolt operates a smartphone application that allows users to book taxis directly, selecting options based on price and quality ratings, while also tracking the driver's arrival in real time. The platform aims to enhance urban mobility by offering a reliable and accessible alternative to traditional transportation methods, contributing to reduced traffic congestion and pollution in cities. With over 50 million customers across more than 40 countries, Bolt is recognized as one of the fastest-growing startups globally, striving to create a future with less reliance on car ownership.

Forto

Series C in 2021
Founded in Berlin in 2016, Forto is a digital logistics company that specializes in freight forwarding services primarily between Asia and Europe. It offers international shipping of FCL and LCL shipments, air freight services, and a user-friendly platform for real-time quotes, online booking, and digital tracking. With over 2,000 customers and nine global offices, Forto aims to optimize global supply chain processes while promoting sustainability.

Omio

Venture Round in 2020
Founded in 2012, Omio operates a multi-modal travel platform that enables users to compare, plan, and book various modes of transportation including trains, buses, flights, and hotels. The platform uses real-time data to suggest optimal routes, estimate travel time, and provide cost comparisons across different travel options.

Convoy

Series D in 2019
Convoy operates an online marketplace for digital freight network services. It connects shippers with local and regional trucks for moving goods efficiently, offering real-time tracking via its mobile app. Founded in 2015, Convoy aims to optimize the trucking industry by reducing waste and emissions.

Bolt

Series C in 2019
Bolt Technology OÜ is a transportation platform based in Tallinn, Estonia, that provides ride-hailing, micromobility, and food delivery services. Founded in 2013, Bolt operates a smartphone application that allows users to book taxis directly, selecting options based on price and quality ratings, while also tracking the driver's arrival in real time. The platform aims to enhance urban mobility by offering a reliable and accessible alternative to traditional transportation methods, contributing to reduced traffic congestion and pollution in cities. With over 50 million customers across more than 40 countries, Bolt is recognized as one of the fastest-growing startups globally, striving to create a future with less reliance on car ownership.

Flexport

Series D in 2019
Flexport, established in 2013, is a San Francisco-based company specializing in global freight forwarding and customs brokerage services. It offers an online platform that simplifies and streamlines international trade for businesses. Flexport's services include customs clearance, freight transportation by ocean, air, and road, along with value-added services such as cargo insurance, warehousing, and trade finance. The company's user-friendly dashboard enables clients to understand, purchase, manage, and track these services in real-time, optimizing their supply chain and logistics operations.

Transfix

Series D in 2018
Transfix, Inc. is a trucking brokerage firm based in New York, specializing in connecting shippers with carriers for freight transportation across the United States. Founded in 2010, the company has developed an advanced online freight management platform that utilizes AI-driven algorithms to optimize freight matching and enhance supply chain visibility. Transfix offers real-time shipment tracking, alerts, and insights on carrier performance, ensuring efficient and reliable transportation solutions. The company serves a diverse range of industries, including retail, food, beverage, and manufacturing, focusing on creating a sustainable freight ecosystem while minimizing empty miles and improving operational efficiency. Through its Intelligent Freight Platform, Transfix aims to revolutionize supply chain performance and support organizations in achieving their logistics goals.

Getaround

Secondary Market in 2018
Getaround, Inc. is an online marketplace specializing in peer-to-peer car sharing and local car rentals. Founded in 2009 and based in San Francisco, California, Getaround allows users to rent vehicles on-demand, ranging from economy cars to luxury models, by the hour or day. The platform facilitates a seamless experience through its patented Getaround Connect technology, which enables users to access cars without needing to meet the vehicle owner or handle physical keys. This innovative approach eliminates the traditional hassles of car rental, such as long lines and paperwork. Getaround operates in several major U.S. cities, including San Francisco, San Diego, Chicago, and Washington, D.C., providing a convenient and eco-friendly alternative to car ownership while allowing vehicle owners to earn extra income. The service also includes comprehensive insurance and 24/7 roadside assistance, ensuring a safe and enjoyable experience for users.

Uber Advanced Technologies Group

Series G in 2017
Founded in 2019, Uber Advanced Technologies Group is a subsidiary of Uber Technologies, Inc. It focuses on commercializing self-driving ridesharing services, aiming to bring safe and reliable autonomous transportation to users worldwide.

DUFL

Convertible Note in 2015
DUFL, Inc. is a travel service company based in Tempe, Arizona, that offers a mobile application designed for business travelers. Founded in 2014, DUFL simplifies the travel experience by providing a service that allows users to store, clean, and ship their business attire. Customers can create a virtual closet within the app, selecting clothing items for their trips without the need to physically pack. Once a trip is scheduled, DUFL delivers freshly cleaned and neatly packed clothing directly to the traveler's destination, eliminating the hassle of carrying luggage. Additionally, upon returning home, users can arrange for their clothes to be picked up, cleaned, and returned to their virtual closet, facilitating a seamless travel experience.

Lyft

Series E in 2015
Lyft is a transportation company that designs, markets, and operates a mobile application that connects riders with drivers for private and shared rides, with in-app payment and the ability to schedule trips in advance. The platform has expanded to multimodal options, including bike- and scooter-sharing, to provide integrated transportation options. Founded in 2013 and publicly listed in 2019, Lyft is the second-largest ride-sharing service provider in the United States and Canada, serving diverse user segments including college, university, and corporate communities.
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