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

Ross Chaifetz

Principal

Robert Jacobson

CFO

26 past transactions

The Picklr

Venture Round in 2024
The Picklr is an indoor pickleball facility that aims to create a welcoming and enjoyable environment for players of all skill levels. It provides a range of services, including court rentals, private lessons, clinics, and leagues, catering to both casual and competitive players. Additionally, The Picklr features a pro shop that offers a variety of pickleball equipment and apparel, enhancing the overall experience for its patrons. The facility is designed with professional-grade outdoor surfacing, further contributing to the quality of play and community engagement.

Major League Pickleball

Funding Round in 2023
Major League Pickleball is a professional sports organization focused on delivering high-quality pickleball content. It organizes thrilling events and experiences, providing fans with engaging live broadcasts that showcase the sport. By promoting professional pickleball, the league aims to enhance the visibility and popularity of the game, catering to a growing audience interested in this dynamic sport. Through its events and media offerings, Major League Pickleball plays a significant role in the expansion of pickleball as a competitive and entertaining activity.

BiltOn

Series A in 2022
BiltOn is a cloud-based construction site operations and risk management software that empowers Owners, Developers & General Contractors to streamline workforce management, site safety, risk, and compliance. With automated headcount tracking, site access control, and compliance documentation tracking & management. BiltOn enhances operational efficiency, provides real-time visibility, mitigates risk, and reduces exposure to costly litigation.

aXiomatic

Venture Round in 2022
AXiomatic is a company focused on enhancing the esports and video gaming industry through strategic investments and partnerships. Founded in 2015 and based in Los Angeles, it aims to build a robust portfolio of companies within this dynamic sector. By leveraging its expertise in sports and entertainment, AXiomatic provides resources such as venues, technologies, media content, and distribution channels to esports organizations. The company's mission is to support ambitious enterprises that create engaging gaming experiences for fans, thereby fostering growth and innovation in the esports landscape.

M1

Series E in 2021
M1 Holdings operates a personal finance platform that combines automation with user control, allowing individuals to manage and grow their wealth effectively. The platform supports hundreds of thousands of investors, managing over $6 billion in assets. It offers a comprehensive suite of financial tools, including low-cost borrowing, high-interest checking accounts, and cash back rewards through debit and credit cards. Users can create customized stock and ETF portfolios, access affordable lines of credit, and utilize digital banking services that integrate seamlessly with their investments. The platform has received significant recognition for its user-friendly experience, earning high ratings on app stores and accolades from financial publications as one of the best options for investors and digital banking services.

Curate

Seed Round in 2021
Curate is a software platform designed specifically for event professionals, facilitating the management and curation of complex events that involve numerous components. The platform streamlines the event planning process by overseeing various elements such as rentals, florals, catering, and documentation, thereby enabling professionals to reduce the time spent on proposal generation. By providing tools for creating digital proposals during client consultations, Curate enhances the efficiency and effectiveness of event management, allowing professionals to focus on delivering exceptional experiences while handling the myriad details that each event entails.

Interior Define

Series D in 2021
Interior Define Inc. is a furniture design and manufacturing company founded in 2013 and based in Chicago, Illinois. It specializes in offering a range of customizable furniture products, including sofas, chairs, beds, and dining pieces. The company employs a made-to-order production approach, allowing customers to personalize their furniture in various aspects such as size, fabric, configuration, and leg style. This model minimizes inventory costs, enabling Interior Define to provide high-quality custom furniture at accessible prices. Customers can explore their options online through a 360-degree viewing experience and order free fabric swatches. Additionally, the company offers an augmented reality app to visualize furniture in their homes. Interior Define also operates Guideshop locations in several major cities, where customers can experience the products firsthand and receive personalized consultations from expert staff. The company is known for its customer-centric services, including complimentary white glove delivery and a standard 365-day return policy, enhancing the overall shopping experience.

M1

Series C in 2020
M1 Holdings operates a personal finance platform that combines automation with user control, allowing individuals to manage and grow their wealth effectively. The platform supports hundreds of thousands of investors, managing over $6 billion in assets. It offers a comprehensive suite of financial tools, including low-cost borrowing, high-interest checking accounts, and cash back rewards through debit and credit cards. Users can create customized stock and ETF portfolios, access affordable lines of credit, and utilize digital banking services that integrate seamlessly with their investments. The platform has received significant recognition for its user-friendly experience, earning high ratings on app stores and accolades from financial publications as one of the best options for investors and digital banking services.

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 a San Francisco-based company established in 2017 that specializes in international shipping services for eCommerce businesses and third-party logistics providers. The company aims to enhance the shipping experience by offering door-to-door tracking and a single point of contact for its clients. Passport focuses on helping brands expand their global reach while optimizing shipping practices and reducing overall shipping costs. Its services include comprehensive support from package pick-up to delivery, along with chat assistance for customers worldwide.

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 an AI-driven company specializing in the personalization of cultural preferences and consumer taste data. Established in 2012, Qloo's proprietary technology utilizes machine learning and insights from Neuroaesthetics to predict individuals' preferences across various categories, including music, film, television, dining, fashion, and travel. The company offers its advanced Taste AI capabilities through an API, enabling businesses in sectors such as tech, entertainment, retail, and hospitality to gain a deeper understanding of their target audiences. By delivering anonymized consumer insights, Qloo assists clients in addressing key challenges such as enhancing sales, optimizing marketing expenditures, selecting strategic real estate locations, and fostering brand development. Additionally, Qloo is the parent company of TasteDive, a platform that helps users discover new cultural experiences based on their existing preferences.

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 focuses on professional drone racing, catering to elite pilots. Founded in 2015, the company organizes tournaments and events that feature first-person perspective drone racing, where pilots navigate custom-designed and identical drones through intricate, thematic, three-dimensional racecourses. The league aims to create engaging 3D drone racing content that appeals to a wide audience, enhancing the spectator experience. In addition to hosting these competitions, the organization also sells tickets and provides media services related to drone racing events, contributing to the growing popularity of this unique sport.

15Five

Series B in 2019
15Five, Inc. is a performance management platform that aims to enhance employee engagement, performance, and retention within organizations. Founded in 2011 and headquartered in San Francisco, with additional offices in Raleigh and New York, the company provides a suite of tools designed to facilitate continuous feedback and coaching. Its offerings include employee appreciation software, one-on-one meeting agendas, and a comprehensive 360° performance review system. The platform also features metrics and trends tracking, custom report generation, and integration with popular communication tools. With a focus on data-driven insights and human-centered principles, 15Five enables HR leaders and managers to foster a culture of ongoing feedback and development. The platform is utilized by over 3,500 organizations globally, including notable companies like Credit Karma and HubSpot.

BacklotCars

Series B in 2019
BacklotCars operates an online marketplace that simplifies wholesale automotive transactions for auto dealers, finance companies, and rental car businesses. By offering vehicle inspections, transportation, and inventory finance services, the company eliminates the need for physical auctions, allowing clients to transact and liquidate their inventory directly. This approach enhances transparency and efficiency in the automotive wholesale market.

BacklotCars

Series A in 2018
BacklotCars operates an online marketplace that simplifies wholesale automotive transactions for auto dealers, finance companies, and rental car businesses. By offering vehicle inspections, transportation, and inventory finance services, the company eliminates the need for physical auctions, allowing clients to transact and liquidate their inventory directly. This approach enhances transparency and efficiency in the automotive wholesale market.

15Five

Series A in 2018
15Five, Inc. is a performance management platform that aims to enhance employee engagement, performance, and retention within organizations. Founded in 2011 and headquartered in San Francisco, with additional offices in Raleigh and New York, the company provides a suite of tools designed to facilitate continuous feedback and coaching. Its offerings include employee appreciation software, one-on-one meeting agendas, and a comprehensive 360° performance review system. The platform also features metrics and trends tracking, custom report generation, and integration with popular communication tools. With a focus on data-driven insights and human-centered principles, 15Five enables HR leaders and managers to foster a culture of ongoing feedback and development. The platform is utilized by over 3,500 organizations globally, including notable companies like Credit Karma and HubSpot.

Arrive

Series D in 2018
Arrive is a company that focuses on enhancing the last mile of mobility through innovative parking solutions. It offers a unique platform that predicts and recommends optimal parking options tailored to individual journeys, thereby simplifying the parking experience for drivers. This technology is accessible through various interfaces, including apps, websites, voice platforms, and in-dash vehicle integrations. Arrive serves a diverse range of clients, including smart cities, automakers, fleets, and venues, while also managing consumer brands like ParkWhiz and BestParking. The company aims to streamline parking processes, providing features that allow for easy reservations and drive-up access at numerous locations, ultimately making parking more efficient and user-friendly.

Repurpose

Series A in 2018
Repurpose, Inc., established in 2011 and headquartered in Los Angeles, California, specializes in the development, manufacturing, and distribution of plant-based, compostable tableware. Their product range includes plates, cups, bowls, and utensils, sold both online and through retail stores across the United States. Repurpose's mission is to provide eco-friendly alternatives to petroleum-based disposable plasticware, contributing to a cleaner environment and promoting sustainable practices among consumers and businesses.

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 is a subscription-based meal delivery service that specializes in providing fresh, ready-to-eat meals crafted by chefs and designed by nutritionists. The company focuses on health and wellness, offering a rotating menu that includes options such as keto, Paleo, low-carb, vegetarian, plant-based, and high-protein meals. These meals are fully prepared and can be quickly heated in a microwave or oven, making them convenient for consumers. Factor prioritizes the use of fresh ingredients sourced from trusted partners, ensuring that its meals are free from hormones, antibiotics, gluten, refined sugars, and GMOs. Founded in 2013 in Batavia, Illinois, Factor aims to deliver a balanced combination of nutrition and taste to enhance overall well-being.

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 is a technology company based in St. Louis, Missouri, that specializes in developing innovative platforms for creating video games. Founded in 2013, the company offers a range of products including Bloxels, which allows users to build and share their own video games, GAME WIZARD for mobile and tablet devices that enables users to craft adventures with their favorite characters, and Pixel Press Floors, a platform for iPads and iPhones where users can draw their games. The company's patented technology integrates physical and digital play, enhancing the gaming experience and making it suitable for various applications, including educational content and traditional storytelling. By providing tools that encourage creativity and collaboration, Pixel Press aims to engage users of all ages in the art of video game creation.

Save Wave Energy

Private Equity Round in 2015
Save Wave Energy is an energy consulting firm based in Chicago, Illinois, specializing in electricity and natural gas brokerage services. The company provides a comprehensive range of offerings designed to help businesses reduce energy procurement costs and enhance overall energy efficiency. Through its unique auction platform, Save Wave Energy enables clients to secure lower gas and electric rates while also providing consulting services on energy management, budget analysis, and market intelligence. The company's focus on energy efficiency and sustainable energy solutions aims to improve its clients' financial performance by lowering their energy expenditures.

Pixel Press

Seed Round in 2014
Pixel Press Technology, LLC is a technology company based in St. Louis, Missouri, that specializes in developing innovative platforms for creating video games. Founded in 2013, the company offers a range of products including Bloxels, which allows users to build and share their own video games, GAME WIZARD for mobile and tablet devices that enables users to craft adventures with their favorite characters, and Pixel Press Floors, a platform for iPads and iPhones where users can draw their games. The company's patented technology integrates physical and digital play, enhancing the gaming experience and making it suitable for various applications, including educational content and traditional storytelling. By providing tools that encourage creativity and collaboration, Pixel Press aims to engage users of all ages in the art of video game creation.
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