Our Team

A Philly native, Jim studied Managed Information Systems at Drexel University. He served in the Peace Corps in Tonga, where — after facing the challenge of managing IT at a college of 400 students with no budget —  he found his true calling of providing cost-effective IT solutions to small businesses and nonprofits. Jim is a leader in the enterprise security space, including policy, compliance, best practices, and lately, as a small business owner, on using metrics to consistently drive organizational improvements.

Joining Proper Sky in 2021, Cliff has over 20 years of experience and an aptitude for learning. Besides holding multiple industry and Microsoft certifications, Cliff also brings Operations, project management, and consulting experience with him. Cliff understands the value and power of leadership and managing people and projects enthusiastically with excitement and delivering results that wow customers.

Kalin’s interest in computers and information technology began at an early age; his mother taught programming and informatics at the local school, and she would take him with her to classes. Later, he attended Drexel University, where he became a “double dragon,” earning both a BS and an MS in information systems. Since October 2015, Kalin has been part of the Proper Sky team and is currently overseeing mission-critical systems such as remote monitoring and management and cloud- based services.

Finance has been in Shana’s blood from an early age. Prior to joining Proper Sky full-time in 2015, Shana privately consulted for regional companies in the areas of accounting, budgeting, and forecasting, with Proper Sky as one of her first clients in 2011. Leveraging this broad market experience, Shana joined Proper Sky full-time to help oversee the financial department, manage client relations, and execute on projects with team members.

Bill was Proper Sky’s first employee in 2008 and has worked tirelessly, overseeing countless projects and implementations for a variety of customers, ever since. Bill works hands-on with customers to ensure quality service and satisfaction as an onsite tech, assisting clients in day-to-day operations to ensure any issues or concerns are met and resolved.

Incredibly good looking & modest, Juan came to Proper Sky at the end of 2019. Juan is an A+, Security +, and the Network+ certified technician. Juan also has experience working with electronic health records and SQL databases. He really enjoys helping customers as well as his peers.

A Proper Sky newcomer, Nick's life would be forever changed at the age of 7, when he repaired an Apple IIe computer that his Dad brought home.  Since then, Nick acquired an associates degree in Network Engineering and has over 20 years of experience in IT from NT on up. Nick loves helping users solve everyday tech issues and would give you the shirt off of his back.  #AskHimAboutCyberPunk

When he's not studying for his security+ or eating lunch with the Colonel, Luis likes to pursue his hobby of playing chess and fixing luxury automobiles.  Before joining Proper Sky, Luis studied finance at Penn State where he realized that counting bits and bytes in IT was way, way cooler than Finance.