Proper Sky Named to Inc. 5000 for the First Time, Ranking Among Nation’s Fastest-Growing Companies

Philadelphia-based MSP ranks #2,648 overall, #180 in Technology, and #63 in the PA–NJ–DE–MD region 

Proper Sky, a Philadelphia-based Managed Service Provider (MSP) with deep roots in serving small businesses and mission-driven nonprofits, has earned a place on the prestigious Inc. 5000 list of the fastest-growing privately held companies in America. This is the company’s first time on the list, ranking #2,648 overall, #180 in the Technology industry, and #63 in the Pennsylvania–New Jersey–Delaware–Maryland region. 

Proper Sky’s growth is fueled by partnering with organizations that see technology not as a cost center, but as a critical driver of growth and mission success. In today’s cloud-driven world, IT support is table stakes. The real value emerges when technology is embedded across an organization in a meaningful, transformative way, a philosophy the company calls “IT the Proper Way.” 

“We didn’t grow by selling more IT services,” said Jim Smith, Founder & CEO of Proper Sky. “We grew by making IT work better for the organizations that make our communities stronger. From helping nonprofits serve vulnerable populations to giving small businesses the tools to compete on a bigger stage, our mission has always been the same. Deliver IT the proper way, where technology becomes a growth engine, not a roadblock. This Inc. 5000 recognition proves that purpose and profit are not opposites. They can work together to create something extraordinary.” 

This year’s Inc. 5000 honorees have demonstrated exceptional growth while navigating economic uncertainty, inflationary pressure, and a fluctuating labor market. Among the top 500 companies on the list, the median three-year revenue growth rate reached 1,552 percent, and those companies have collectively added more than 48,678 jobs to the U.S. economy over the past three years.

“Making the Inc. 5000 is always a remarkable achievement, but earning a spot this year speaks volumes about a company’s tenacity and clarity of vision,” says Mike Hofman, editor-in-chief of Inc. “These businesses have thrived amid rising costs, shifting global dynamics, and constant change. They didn’t just weather the storm—they grew through it, and their stories are a powerful reminder that the entrepreneurial spirit is the engine of the U.S. economy.”

Founded nearly two decades ago, Proper Sky has remained firmly rooted in Philadelphia’s small business IT community while expanding its reach to provide IT support for nonprofits tackling homelessness, food insecurity, and other urgent social challenges. The company’s growth strategy is built on long-term partnerships, organic referrals, and a deep understanding of each client’s mission rather than aggressive sales tactics. 

The Proper Way Philosophy 

Proper Sky’s success comes from challenging the traditional MSP model. While many IT providers lead with their tools and expect businesses to adapt, Proper Sky flips the script: 

• Business-first approach – Understanding goals before recommending solutions 

• Simplified IT – Eliminating complexity that slows growth 

• Secure & seamless – Protecting organizations without disrupting productivity 

• True partnership – Acting as an embedded team member, not just a vendor 

This purpose-driven model has positioned Proper Sky as a trusted ally for clients across industries, delivering both measurable business outcomes and lasting community impact. 

Looking ahead, Proper Sky plans to expand these same values to help more businesses grow, more nonprofits serve vulnerable populations, and more communities thrive. 

“Our vision for the future is simple,” added Smith. “We are taking what has worked here in Philadelphia, our commitment to understanding each client’s mission, simplifying their technology, and delivering consistent value, and scaling it nationally. As we grow, our promise remains the same. We will help more businesses grow, help more nonprofits fulfill their missions, and continue to do IT the proper way no matter where we go.” 

For a full list of Proper Sky’s recent awards and accolades, and see the full Inc. 5000 list here: http://inc.com/inc5000.