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 caters to players of all skill levels by providing a fun and inclusive environment. The company features professional-grade outdoor surfacing and offers a range of services, including court rentals, private lessons, clinics, and leagues. In addition to these programs, The Picklr also operates a pro shop stocked with a diverse selection of pickleball equipment and apparel, enhancing the overall experience for enthusiasts of the sport.

Major League Pickleball

Funding Round in 2023
Major League Pickleball is a provider of professional pickleball content, focusing on delivering engaging events and experiences for fans of the sport. The organization hosts a variety of thrilling events that showcase high-level competition, complemented by high-quality live broadcasts available globally. This approach allows fans to enjoy the excitement of the league and immerse themselves in the growing popularity of pickleball. Through its commitment to enhancing the sport's visibility and accessibility, Major League Pickleball aims to expand its audience and promote pickleball as a mainstream athletic endeavor.

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 is a personal finance platform designed to empower individuals to manage and grow their wealth with ease and automation. The company offers a comprehensive suite of financial tools, including the ability to invest in custom stock and ETF portfolios, access low-cost borrowing, and utilize digital banking services. M1 integrates these services to enhance users' financial well-being, allowing them to take control of their long-term investments. With a significant user base and over $6 billion in assets under management, M1 has garnered numerous accolades, including recognition as a top app for investors and being featured among the best fintech companies. The platform is well-regarded for its user-friendly interface and robust features, making it a popular choice for modern investors seeking a streamlined approach to personal finance.

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 headquartered in Chicago, Illinois, founded in 2013. It specializes in customizable furniture products, including sofas, occasional chairs, chaise lounges, and sectionals. By employing a made-to-order production approach, Interior Define allows customers to personalize their furniture according to various factors such as size, configuration, fabric, and leg style, creating a high-quality, tailored experience akin to luxury brands but at more accessible prices. The company operates through both online platforms and physical showrooms, known as Guideshops, located in major cities like New York, San Francisco, and Los Angeles. Customers can explore products in a 360-degree view online, order free fabric swatches, and utilize an augmented reality app to visualize furniture in their own homes. Interior Define also emphasizes customer service with complimentary white glove delivery and a standard 365-day return policy, enhancing the overall shopping experience.

M1

Series C in 2020
M1 is a personal finance platform designed to empower individuals to manage and grow their wealth with ease and automation. The company offers a comprehensive suite of financial tools, including the ability to invest in custom stock and ETF portfolios, access low-cost borrowing, and utilize digital banking services. M1 integrates these services to enhance users' financial well-being, allowing them to take control of their long-term investments. With a significant user base and over $6 billion in assets under management, M1 has garnered numerous accolades, including recognition as a top app for investors and being featured among the best fintech companies. The platform is well-regarded for its user-friendly interface and robust features, making it a popular choice for modern investors seeking a streamlined approach to personal finance.

TimeDoc Health

Series A in 2020
TimeDoc Health, Inc. is a healthcare technology company based in Chicago, Illinois, with an additional office in New York. Established in 2015, the company specializes in digital care management solutions tailored for healthcare organizations. Its primary offering, the TimeDoc CCM Platform, is a virtual care management system that allows providers to manage chronic care populations effectively. The platform facilitates documentation and tracking of time spent on chronic care management services, manages task lists and workflows, maintains an audit trail, and helps identify and stratify patients eligible for chronic care management. Additionally, TimeDoc Health provides chronic care management services and care managers to support healthcare organizations in enhancing their staff capabilities. By leveraging existing electronic medical record data, TimeDoc’s solutions enable providers to monitor non-face-to-face patient care, presenting opportunities for new revenue streams while maintaining existing workflows.

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 is a company that specializes in emergency communication solutions, focusing on delivering messages quickly and effectively even in challenging conditions. Its innovative technology ensures that recipients receive alerts that demand attention, utilizing a distinct auditory signal that penetrates silent or 'do not disturb' modes on smartphones. This capability sets In-telligent apart from traditional emergency communication systems, allowing organizations such as businesses, municipalities, and special interest groups to disseminate vital, potentially life-saving information to their connected audiences. By leveraging patented technology and a robust infrastructure, In-telligent enhances the user experience while maintaining security and scalability, driving customer loyalty and ensuring that critical messages are seen and understood.

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, Inc. is a healthcare technology company based in Chicago, Illinois, with an additional office in New York. Established in 2015, the company specializes in digital care management solutions tailored for healthcare organizations. Its primary offering, the TimeDoc CCM Platform, is a virtual care management system that allows providers to manage chronic care populations effectively. The platform facilitates documentation and tracking of time spent on chronic care management services, manages task lists and workflows, maintains an audit trail, and helps identify and stratify patients eligible for chronic care management. Additionally, TimeDoc Health provides chronic care management services and care managers to support healthcare organizations in enhancing their staff capabilities. By leveraging existing electronic medical record data, TimeDoc’s solutions enable providers to monitor non-face-to-face patient care, presenting opportunities for new revenue streams while maintaining existing workflows.

Drone Racing League

Series C in 2019
Drone Racing League Inc., established in New York in 2015, specializes in staging professional drone races for top-tier pilots. The company hosts thrilling tournaments featuring first-person perspective drone racing, where elite pilots navigate custom-built drones through intricate, themed 3D courses. DRL generates revenue by selling tickets to these events and offering media services related to its high-octane competitions.

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 is an online marketplace designed to streamline wholesale automotive transactions for auto dealers, finance companies, and rental car businesses. By eliminating the need for physical auctions, BacklotCars offers a platform that simplifies and enhances the transparency of vehicle sales. The company provides essential services including vehicle inspections, transportation logistics, and inventory financing, facilitating efficient transactions and enabling clients to directly access their end markets. Through its innovative approach, BacklotCars effectively supports the buying and selling of vehicles, thereby transforming traditional automotive commerce.

BacklotCars

Series A in 2018
BacklotCars is an online marketplace designed to streamline wholesale automotive transactions for auto dealers, finance companies, and rental car businesses. By eliminating the need for physical auctions, BacklotCars offers a platform that simplifies and enhances the transparency of vehicle sales. The company provides essential services including vehicle inspections, transportation logistics, and inventory financing, facilitating efficient transactions and enabling clients to directly access their end markets. Through its innovative approach, BacklotCars effectively supports the buying and selling of vehicles, thereby transforming traditional automotive commerce.

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. is a consumer packaged goods company based in Los Angeles, California, founded in 2011. The company specializes in developing and manufacturing disposable and compostable tableware made from plants, offering products such as plates, cups, bowls, utensils, spoons, and forks. Repurpose emphasizes sustainability by providing plant-based alternatives to conventional plasticware, aiming to reduce environmental impact. Its product line caters to consumers and businesses alike, with items available for purchase online and through grocery and retail stores across the United States. The company is committed to innovation, with plans to expand its offerings to include additional compostable products like trash bags and sandwich bags, contributing to a cleaner and healthier world.

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 dietitian-designed, chef-crafted prepared meals. Founded in 2013 in Batavia, Illinois, the company focuses on health and wellness by offering a rotating menu of fresh, ready-to-eat meals for breakfast, lunch, and dinner. Their offerings include a variety of dietary preferences, such as keto, Paleo, low-carb, vegetarian, plant-based, and high-protein options, all of which can be conveniently heated in the microwave or oven. Factor emphasizes the use of fresh ingredients sourced from trusted partners, ensuring that meals are free from hormones, antibiotics, gluten, refined sugars, and GMOs. The company aims to deliver a perfect balance of nutrition and taste, enhancing the overall health and performance of its consumers.

Fooda

Series C in 2017
Fooda is a Chicago-based company founded in 2010 that specializes in providing food delivery services to offices. It partners with restaurants to offer unique meal services directly in office lobbies or breakrooms, allowing employees to enjoy a variety of authentic dining options at their workplace. Fooda's services include daily lunch deliveries and catering for corporate meetings and events, enhancing the workplace experience by bringing top-rated local, regional, and national restaurants to offices.

Pixel Press

Seed Round in 2015
Pixel Press Technology, LLC is a St. Louis-based technology company founded in 2013, specializing in a platform that allows users to create their own video games. The company offers several innovative products, including Bloxels, which enables users to design, build, and share their games; GAME WIZARD, a mobile solution for creating adventures with beloved characters; and Pixel Press Floors, an application for iPads and iPhones that allows users to draw their game designs. Pixel Press's platform enhances the gaming experience by integrating physical and digital play, making it suitable for various applications, including educational content and traditional storytelling. The technology appeals to a wide audience, fostering creativity and collaboration among users of all ages.

Save Wave Energy

Private Equity Round in 2015
Save Wave Energy is an Illinois-based energy consultancy that helps businesses reduce their energy expenditure through efficient procurement strategies and facility improvements. They operate a unique auction platform to facilitate competitive pricing for electricity and natural gas, aiming to lower costs for their clients while enhancing overall energy efficiency. The company's services also include market intelligence, budgeting, usage consulting, and guidance on sustainable energy adoption.

Pixel Press

Seed Round in 2014
Pixel Press Technology, LLC is a St. Louis-based technology company founded in 2013, specializing in a platform that allows users to create their own video games. The company offers several innovative products, including Bloxels, which enables users to design, build, and share their games; GAME WIZARD, a mobile solution for creating adventures with beloved characters; and Pixel Press Floors, an application for iPads and iPhones that allows users to draw their game designs. Pixel Press's platform enhances the gaming experience by integrating physical and digital play, making it suitable for various applications, including educational content and traditional storytelling. The technology appeals to a wide audience, fostering creativity and collaboration among users of all ages.
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