Garland Media

Garland Media, managed by Garland Capital Group, is a buyout fund located in Chicago, Illinois. Established in 2012, the fund focuses on investing in the software, digital media, and technology, media, and telecommunications (TMT) sectors. It primarily targets growth-stage companies, aiming for majority stakes to facilitate the successful launch of innovative products and services that can disrupt traditional markets. In addition to providing capital, Garland Media collaborates with entrepreneurs to enhance their business operations, leadership skills, customer engagement, and scaling strategies. Through these efforts, the firm supports the growth and development of high-potential companies across various industries.

Gary Holdren

Founder and CEO

7 past transactions

TurboAppeal

Series A in 2016
TurboAppeal, Inc. is a Chicago-based company that specializes in providing a web-based platform for property tax assessment appeals. Founded in 2015, the company offers services primarily to homeowners, including single-family and condominium owners, while also catering to real estate attorneys and various real estate professionals such as lenders and brokers. TurboAppeal employs advanced technology, including a machine-learning algorithm, to streamline the appeal process and enhance accuracy over time. The platform aims to simplify property tax appeals, ensuring that clients only pay their fair share of taxes. Since its incorporation, TurboAppeal has expanded its operations and continues to grow its presence across the United States. As of 2017, it operates as a subsidiary of Paradigm Tax Group, LLC.

SwervePay

Series B in 2016
SwervePay develops payment solutions for the healthcare and auto service industries. The company’s products include a patient payment platform that integrates into an EHR in real-time and allows patients payments with no app to download or portal to log into; and a solution named “SwervePay Auto” designed to streamline the payment cycle from start to finish in the auto service industry.

Shiftgig

Series B in 2015
Shiftgig, Inc. is a technology company that operates a mobile platform connecting businesses in need of temporary staffing with individuals seeking short-term work. The platform facilitates on-demand job opportunities across various sectors, including food service, hospitality, retail, and experiential marketing. By aggregating hiring requirements and worker skills, Shiftgig enables timely and efficient matches between employers and qualified candidates. The company also offers an application for both Android and iPhone, allowing businesses to post job openings that skilled workers can claim. Founded in 2011 and headquartered in Chicago, Illinois, Shiftgig has expanded its presence with additional offices in cities such as Milwaukee, Atlanta, Dallas, and New York. The company's services assist staffing agencies in managing their workforce more effectively, providing insights that help streamline operations and support strategic growth.

Shiftgig

Series A in 2014
Shiftgig, Inc. is a technology company that operates a mobile platform connecting businesses in need of temporary staffing with individuals seeking short-term work. The platform facilitates on-demand job opportunities across various sectors, including food service, hospitality, retail, and experiential marketing. By aggregating hiring requirements and worker skills, Shiftgig enables timely and efficient matches between employers and qualified candidates. The company also offers an application for both Android and iPhone, allowing businesses to post job openings that skilled workers can claim. Founded in 2011 and headquartered in Chicago, Illinois, Shiftgig has expanded its presence with additional offices in cities such as Milwaukee, Atlanta, Dallas, and New York. The company's services assist staffing agencies in managing their workforce more effectively, providing insights that help streamline operations and support strategic growth.

Coolfire

Seed Round in 2014
Coolfire Solutions, Inc. specializes in developing situational awareness technology, providing software designed to enhance real-time event awareness and response. Founded in 2010 and based in St. Louis, Missouri, the company offers Ronin, a mobile-first platform that connects people, assets, and information to facilitate quick decision-making. By breaking down barriers between operational teams and data, Coolfire enables users to monitor events as they unfold and access organized workspaces containing critical information. This integration of cross-functional teams and event data creates a unified operational picture, allowing organizations to better coordinate tasks and resources before, during, and after incidents. Coolfire's solutions are tailored for both the rapid response needs of the US Special Forces and the operational scale required by large enterprises.

Dose

Series A in 2013
Spartz is an online platform that makes it easy to create and share content with others to make them learn, laugh, and feel inspired. Its network, including OMG Facts, GivesMeHope, and MuggleNet, attracts 17 million readers across dozens of websites, mobile platforms, and apps. The company was founded in 2009 and is headquartered in Chicago, Illinois.

SimpleRelevance

Series A in 2013
SimpleRelevance Inc. offers a marketing technology platform designed to enhance personalized digital marketing efforts for businesses. Founded in 2011 and based in Chicago, the company specializes in providing automated marketing recommendations across various channels, including emails, digital advertisements, social media, SMS, and mobile applications. SimpleRelevance utilizes machine learning technology to analyze customers' behavioral, demographic, and psychographic data, allowing businesses to tailor their marketing messages with precision. This personalization extends to aspects such as the timing of message delivery, subject lines, and product recommendations, ultimately leading to improved conversion rates and return on investment. The platform serves a diverse clientele, ranging from small businesses to Fortune 500 companies across sectors such as media, finance, and retail. In December 2015, SimpleRelevance became a subsidiary of Rise Interactive, further enhancing its capabilities in the marketing technology space.
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