Our Team

AMAZING PEOPLE, EXCEPTIONAL RESULTS.

Jim Smith

Jim Smith

Founder & CEO

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.

Shana

Shana

Director of Finance

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.

Kalin

Kalin

Centralized Services Manager

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.

Cliff

Cliff

Director of Ops

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.

Juan

Juan

Sr. Field Technician

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.

Anthony

Anthony

Sales/Leadership

Always operating on the basis of "Do the right thing", Anthony joined Proper Sky's sales team as he saw that there was a similar sentiment shared here. He played college football, beat lymphatic cancer, has worked in the managed IT space for 15 years, is an avid fishermen, and does what he knows best - makes connections and lifts those around him

Daine

Daine

Dispatcher

Daine started at Proper Sky in May of 2022. Before Proper Sky, he worked as a call center agent in healthcare, ISPs, and TV tech support, as well as one of the larger B2B fitness software providers in the world. Outside of work, Daine enjoys trying new foods and listening to new music.

Philip

Philip

Help Desk Technician

Philip has been at Proper Sky for a year and has been in IT equally as long. He is a collector of vinyl and is musically inclined. He enjoys difficult puzzles which largely contributes to his love for his IT. He is new to the field but is working towards being a penetration tester.

Jodie

Jodie

Executive Administrator

Jodie recently joined Proper Sky and has since dove headfirst into the world of IT. Despite being new to the tech realm, she's fascinated by how IT influences our daily lives. Jodie's attention to detail and knack for administrative tasks make her a valuable asset in her role and to our team. Outside of work, Jodie loves unwinding at the beach, playing the guitar and collecting pink Himalayan sea salt.

Simon

Simon

Help Desk Technician

Though Simon started at Proper Sky in January of 2022, he has been in the IT industry since 2013. His interest for computers developed at an early age when his family ran a computer rental business some time ago. He is also an avid gamer and enjoys eSports in his free time.

Robert

Robert

Level 2 Technician

Rob Started at Proper Sky in October 2023 but has been in IT for 17 years (or, 5 more than Dan). He enjoys working IT because there is always more to learn and things changing - it doesn't get dull. Outside of work he enjoys watching any and all Philadelphia sports teams.

Dan

Dan

Marketing Coordinator

Dan joined the team at Proper Sky in early 2023 and serves as Proper Sky's Marketing Coordinator. He's passionate about graphic design, creative marketing, and connecting with people. He owns a clothing brand, is "above average" at Rocket League, and is The Real Dan (up for debate by some).

Jaime

Jaime

Chief Happiness Officer

Jaime has won employee of the month every month since she's arrived at Proper Sky. Around the office she is known for her impressive zoomies and keen sense of smell (if you're headed to the kitchen, so is she).

Dan

Dan

Sr. Project Manager

Dan is Sr. Project Engineer at Proper Sky and has, objectively speaking, the best hair in the office. He's been in IT for 12 years and continues to learn something new every day. In his spare time you might catch him at the park with his dogs, out for drinks, or traveling the world.

 

GO BIRDS! 

David

David

Help Desk Technician

David is a Level 1 Technician at Proper Sky. He's worked in IT for 8 years. While he did go to school to be a Computer Programmer, he found IT was more fulfilling after college. He's a scratch golfer, loves tabletop games, and is probably better than you at World of Warcraft (amongst other games).

Mack

Mack

Account Manager

Though he has only been in IT for 3 months - Mack has six years experience in customer/project management. He enjoys IT because of how fast it moves. He enjoys seeing the measurable difference in his efforts and likes that the environment is ever-changing. Outside of work, Mack enjoys playing the guitar, spending time with his family, and fighting the war against gravity in the gym.