Chaifetz Group

Chaifetz Group is a private equity and venture capital firm based in Chicago, Illinois, founded in 2012. The firm focuses on mid and late-stage investments, targeting mature and middle-market companies across various sectors, including healthcare technology, life sciences, commercial services, consumer services, and technology. Chaifetz Group seeks to invest between $3 million and $25 million in companies with enterprise values up to $100 million and EBITDA up to $20 million. The firm aims to acquire either minority or controlling stakes in its portfolio companies, employing a long-term investment strategy. Chaifetz Group is led by Dr. Richard A. Chaifetz and has a proven track record of collaborating with management teams to generate lasting value. The firm's investment preferences include companies based in the Caribbean, United States, and Canada.

Ryan Brown

Vice President

Richard Chaifetz

Chairman

Ross Chaifetz

Managing Director

Bob K. Jacobson

CFO

21 past transactions

M1 Finance

Series E in 2021
M1 Finance is a developer of a money management platform used to automate the investing process. Its platform allows users to invest automatically for free in a custom stock and ETF portfolio, helps to borrow a low-cost line of credit, and also provides digital banking that integrates with investments that enable users to manage their money in sophisticated ways.

Interior Define

Series D in 2021
Interior Define Inc. is a furniture design and manufacturing company based in Chicago, Illinois, founded in 2013. The company specializes in offering customizable furniture products, including sofas, occasional chairs, beds, and dining pieces, allowing customers to tailor their selections by size, fabric, configuration, and other features. By employing a made-to-order production model, Interior Define effectively minimizes inventory costs, enabling it to provide high-quality, personalized furniture at accessible prices. Customers can explore products through an online platform that includes 360-degree views and the option to order free fabric swatches. Additionally, the company enhances the shopping experience with augmented reality tools and offers complimentary white glove delivery, a 365-day return policy, and personalized consultations at its Guideshop locations in major cities such as New York, Chicago, San Francisco, Los Angeles, Boston, and Austin. This combination of digital innovation and physical touchpoints allows Interior Define to deliver a comprehensive custom furniture experience to its clients.

M1 Finance

Series C in 2020
M1 Finance is a developer of a money management platform used to automate the investing process. Its platform allows users to invest automatically for free in a custom stock and ETF portfolio, helps to borrow a low-cost line of credit, and also provides digital banking that integrates with investments that enable users to manage their money in sophisticated ways.

TimeDoc Health

Series A in 2020
TimeDoc Health, based in Chicago, develops digital care management solutions aimed at healthcare organizations. Its primary offering, the TimeDoc CCM Platform, is a virtual care management tool that assists providers in managing chronic care populations. The platform allows healthcare facilities to document and track time spent on chronic care management services, manage workflows, maintain an audit trail, and identify eligible patients for chronic care management. Additionally, TimeDoc Health offers chronic care management services and provides care managers to healthcare organizations to enhance their staffing capabilities. The company was incorporated in 2015 and also has an office in New York.

Passport

Series A in 2020
Passport Global, Inc. is an international shipping carrier that specializes in providing shipment services for eCommerce businesses and third-party logistics providers. Founded in 2017 and headquartered in San Francisco, California, the company offers comprehensive online tracking facilities for its users, ensuring a seamless door-to-door experience. By focusing on reducing the total cost of shipping, Passport aims to enhance the shipping experience for both retailers and consumers, while maintaining a single point of contact for customer support.

In-telligent

Private Equity Round in 2020
In-telligent specializes in advanced emergency communication solutions that ensure critical messages reach recipients promptly, even in adverse conditions. The company's proprietary technology delivers persistent audible alerts to smartphones, effectively capturing attention regardless of device settings such as 'silent' or 'do not disturb.' This innovative approach addresses the shortcomings of traditional emergency systems by guaranteeing that important notifications are noticed and read immediately. In-telligent's services are utilized by a diverse range of clients, including businesses, municipalities, and special interest groups, all of whom rely on the platform to disseminate vital information. By leveraging robust cloud infrastructure, In-telligent enhances security and scalability, ultimately improving user experience and fostering customer loyalty.

Qloo

Series B in 2020
Qloo is a New York City-based company that has developed an advanced artificial intelligence platform designed to predict consumer preferences across various cultural domains, including music, film, dining, fashion, and travel. By leveraging sophisticated machine learning algorithms, Qloo maps a vast network of cultural correlations, having analyzed over a quarter-trillion connections. The platform offers insights and personalization capabilities that assist leading brands in sectors such as technology, entertainment, and hospitality in making informed decisions that align with consumer tastes. Qloo emphasizes a privacy-centric approach, ensuring that its data-driven solutions address real-world challenges while enhancing the customer experience.

TimeDoc Health

Convertible Note in 2020
TimeDoc Health, based in Chicago, develops digital care management solutions aimed at healthcare organizations. Its primary offering, the TimeDoc CCM Platform, is a virtual care management tool that assists providers in managing chronic care populations. The platform allows healthcare facilities to document and track time spent on chronic care management services, manage workflows, maintain an audit trail, and identify eligible patients for chronic care management. Additionally, TimeDoc Health offers chronic care management services and provides care managers to healthcare organizations to enhance their staffing capabilities. The company was incorporated in 2015 and also has an office in New York.

Drone Racing League

Series C in 2019
Drone Racing League, Inc. is a New York-based organization that specializes in professional drone racing competitions for elite pilots. Founded in 2015, the league designs and constructs its own racing drone, the Racer3, which can exceed speeds of 85 MPH. The organization is known for creating complex, immersive 3D race courses that enhance the spectator experience, blending media and technology to produce engaging drone racing content. In addition to organizing races, the league sells tickets and offers various media services to reach a broader audience, aiming to establish drone racing as a popular sport with mass appeal.

15Five

Series B in 2019
15Five, Inc. is a company that develops a cloud-based performance management platform aimed at enhancing employee engagement and performance. Founded in 2011 and headquartered in San Francisco, with additional offices in Raleigh and New York, 15Five offers a suite of tools that includes employee appreciation software, one-on-one meeting agendas, and a comprehensive 360° performance review system. The platform facilitates weekly check-ins for performance feedback, enables users to set objectives through OKRs, and allows for the collection of insights via polls and custom reports. With nearly 2,000 businesses globally utilizing its services, 15Five’s solutions are designed to help organizations foster high-performing teams by promoting regular communication, celebrating achievements, and providing constructive feedback to guide employee development.

BacklotCars

Series B in 2019
BacklotCars is an online marketplace that simplifies wholesale automotive transactions for auto dealers, finance companies, and rental car businesses. Founded in 2014 and headquartered in Kansas City, Missouri, the platform eliminates the need for physical auctions by offering a seamless, end-to-end solution that includes vehicle inspections, transportation, and inventory finance services. It operates a 24/7 bid-ask marketplace, allowing users to engage in transactions in real time. By addressing common challenges associated with online vehicle sales, such as the need for certified inspections, BacklotCars enhances the selling and buying experience. The service is utilized by dealers across 46 states, promoting transparency and efficiency in the wholesale automotive market.

BacklotCars

Series A in 2018
BacklotCars is an online marketplace that simplifies wholesale automotive transactions for auto dealers, finance companies, and rental car businesses. Founded in 2014 and headquartered in Kansas City, Missouri, the platform eliminates the need for physical auctions by offering a seamless, end-to-end solution that includes vehicle inspections, transportation, and inventory finance services. It operates a 24/7 bid-ask marketplace, allowing users to engage in transactions in real time. By addressing common challenges associated with online vehicle sales, such as the need for certified inspections, BacklotCars enhances the selling and buying experience. The service is utilized by dealers across 46 states, promoting transparency and efficiency in the wholesale automotive market.

15Five

Series A in 2018
15Five, Inc. is a company that develops a cloud-based performance management platform aimed at enhancing employee engagement and performance. Founded in 2011 and headquartered in San Francisco, with additional offices in Raleigh and New York, 15Five offers a suite of tools that includes employee appreciation software, one-on-one meeting agendas, and a comprehensive 360° performance review system. The platform facilitates weekly check-ins for performance feedback, enables users to set objectives through OKRs, and allows for the collection of insights via polls and custom reports. With nearly 2,000 businesses globally utilizing its services, 15Five’s solutions are designed to help organizations foster high-performing teams by promoting regular communication, celebrating achievements, and providing constructive feedback to guide employee development.

Arrive

Series D in 2018
Arrive Mobility Inc. operates a transactional platform that connects drivers, fleets, and connected vehicles with parking solutions across North America. Founded in 2006 and headquartered in Chicago, Illinois, the company offers a marketplace where users can find, book, and pay for parking in advance, enhancing the parking experience by providing access to a diverse inventory of spaces. The platform enables customers to compare prices, locations, and amenities, and includes features for daily, monthly, and event parking, making it easier for users to make informed decisions. Arrive serves a broad range of clients, including car manufacturers, navigation companies, sports and entertainment venues, and smart cities. Originally known as ParkWhiz, Inc., the company rebranded to Arrive Mobility Inc. in September 2019, reflecting its expanded focus on smart parking solutions and integrated mobility services.

Repurpose

Series A in 2018
Repurpose, Inc. is a consumer packaged goods company that specializes in the development and manufacture of plant-based disposable and compostable tableware. Founded in 2011 and based in Los Angeles, California, the company offers a range of products including plates, cups, bowls, utensils, and cutlery, all designed as sustainable alternatives to traditional plasticware. Repurpose's products are made from renewable materials, allowing consumers and businesses to reduce their reliance on petroleum-based plastics and contribute to environmental sustainability. The company sells its products online and through various grocery and retail outlets across the United States, with plans to expand its product line to include additional items such as trash and sandwich bags.

Cargo

Seed Round in 2018
Cargo Systems, Inc. operates a mobile marketplace designed for selling products to passengers in transit, primarily through rideshare services. The company's platform, known as Cargo, enables passengers to order a diverse range of products, including snacks, electronics, and health and beauty items, delivered directly to them without the need for a dedicated app. Founded in 2016 by former employees of Birchbox, Cargo initially launched in New York and Boston and has since expanded its reach across 49 states. The company collaborates with rideshare drivers and brand partners to facilitate this unique in-car shopping experience, providing an opportunity for drivers to earn additional income while enhancing passenger convenience. Cargo is headquartered in New York, New York, and has received backing from various venture capital firms.

Factor_

Convertible Note in 2017
Factor 75 is an online platform that plans, prepares, and delivers nutritionist-designed and chef-crafted meals for its users. The company a fully-prepared meal delivery service that specializes in providing fresh, ready-to-eat meals with a focus on health and wellness. Its rotating menu of breakfast, lunch, and dinner options feature Keto, Paleo, low-carb, vegetarian, plant-based, and high protein meals that can be heated in the microwave or oven and are ready in minutes. Factor 75 only uses fresh ingredients from its trusted partners and assures that the meals are free of hormones, antibiotics, gluten, refined sugars, and GMOs. Factor is supported by leading consumer investors Listen Ventures, Bluestein Ventures, and Marcy Venture Partners Mike Apostal and Nick Wernimont founded Factor 75 in Batavia, Illinois in 2013.

Fooda

Series C in 2017
Fooda, Inc. is a Chicago-based company that specializes in providing food delivery services to offices. Founded in 2010, Fooda connects local, regional, and national restaurants with workplace environments, offering unique meal programs that employees look forward to each day. The company facilitates on-site dining by having top-rated restaurants serve meals in office lobbies or breakrooms, while also providing catering services for corporate meetings and events. By leveraging its platform, Fooda not only supports local restaurants but also enhances the dining experience for employees, allowing them to enjoy authentic meals at work.

Pixel Press

Seed Round in 2015
Pixel Press Technology, LLC, based in St. Louis, Missouri, is a technology company that specializes in developing platforms for users to create their own video games. Founded in 2013, the company offers several products, including Bloxels, which allows users to build and share their own games; GAME WIZARD, designed for mobile devices, enabling users to craft adventures with beloved characters; and Pixel Press Floors, which lets users draw their own games on iPads and iPhones. Pixel Press integrates physical and digital play, enhancing traditional toys, educational content, and storybooks with interactive gaming experiences. Its technology aims to engage both analytical and creative thinking, providing hands-on tools for children to build, collaborate, and narrate stories through video game creation.

Save Wave Energy

Private Equity Round in 2015
Save Wave Energy is an energy consulting company offering a diverse package of services dedicated to reducing your company's energy procurement expenditure and improving your bottom line through facility energy efficiency improvements. Our goal is to provide YOU, the consumer, with lower gas and electric costs with our unique auction platform and improve your companies over all energy efficiency. Deregulation in energy has forced suppliers to compete for YOUR business

Pixel Press

Seed Round in 2014
Pixel Press Technology, LLC, based in St. Louis, Missouri, is a technology company that specializes in developing platforms for users to create their own video games. Founded in 2013, the company offers several products, including Bloxels, which allows users to build and share their own games; GAME WIZARD, designed for mobile devices, enabling users to craft adventures with beloved characters; and Pixel Press Floors, which lets users draw their own games on iPads and iPhones. Pixel Press integrates physical and digital play, enhancing traditional toys, educational content, and storybooks with interactive gaming experiences. Its technology aims to engage both analytical and creative thinking, providing hands-on tools for children to build, collaborate, and narrate stories through video game creation.
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