Proper Sky, a leading managed IT services provider, is proud to announce that it has been named to the 2025 Philadelphia 100 for the second year in a row—this year earning the No. 25 spot, a significant rise from last year’s ranking at No. 36.
The Philadelphia 100, organized by The Entrepreneurs’ Forum of Greater Philadelphia and the Wharton Small Business Development Center, recognizes the fastest-growing privately held companies that fuel the region’s economic vitality. Proper Sky’s continued ascent reflects the company’s strong and steady growth, commitment to doing IT “the Proper Way,” and expanding impact across the Philadelphia region.
“Climbing the list for a second consecutive year is a powerful validation of our mission,” said Jim Smith, Founder and CEO of Proper Sky. “We’ve built our business on one core belief: IT should make organizations stronger, safer, and more capable—not more complicated. This recognition is a testament to our team’s relentless commitment to doing IT the Proper Way and to the clients who trust us to protect and support the work they do every day.”
Now in its 36th year, the Philadelphia 100 remains one of the region’s most trusted indicators of entrepreneurial success. Rankings are based on audited financial data over a three-year period, ensuring accuracy, transparency, and rigor.
Proper Sky’s year-over-year rise on the list highlights its expanding role as a trusted IT partner for Philadelphia’s small businesses and nonprofit organizations. Over the past year, the company has continued to strengthen its cybersecurity services, modernize clients’ technology environments, and deliver proactive IT support that enables organizations to grow with confidence.
“Our roots are in Philadelphia, and supporting the local business and nonprofit community is part of who we are,” added Smith. “Whether we’re helping a small business scale securely or empowering a nonprofit to stretch its resources further, we are invested in the success of the people and organizations that make this region thrive.”
As Proper Sky looks ahead, the company remains committed to helping organizations navigate an increasingly complex digital landscape—continuing to deliver secure, reliable, and people-first IT services that make a measurable impact.
For more information about Proper Sky and its services, please visit www.propersky.com.