Wayside Technology Group, Inc. is a marketer of software in the United States and Canada targeting software development and information technology professionals within enterprise organizations. The Company markets software to software development and information technology professionals in the United States and Canada. It operates through two segments, Programmer's Paradise and Lifeboat. The Programmer's Paradise segment sells technical software, hardware, and services for microcomputers, servers, and networks to individual programmers, corporations, government agencies, and educational institutions. The Lifeboat segment distributes technical software to corporate and value-added resellers, consultants, and systems integrators. The Company’s catalogs are full color magalogs and offer complete collections of microcomputer technical software, including programming languages, tools, utilities, libraries, development systems, interfaces and communication products.