The Innovative Way
Alleviating technology headaches since 2001
Most IT support is built around one question: Is it working right now? That's a low bar. It gets you uptime, but it doesn’t actually move your business forward.
We built Innovative around a different question: what do you want your business to become, and how does your technology get you there? We understand how your business actually operates, identify what's holding it back, and plan systems that support where you're headed, not just where you are.
That's been the goal since 2001. Twenty-five years later, it still is.
Innovate with us
Technology moves fast, and standing still isn't really standing still, it's falling behind. Innovative's four lanes, AHEAD, STRONG, TRUST, and SMART, work together to help you adopt AI responsibly, strengthen your security posture, stay compliant, and invest with intention. Wherever your business needs to grow next, we help you get there with a plan instead of guesswork.
-
AI adoption only matters if it delivers real results. innovateAHEAD helps you identify practical use cases, train your team, and implement AI safely, turning experimentation into a structured advantage.
-
Cybersecurity is more than tools and alerts. innovateSTRONG builds a strategic security roadmap so you understand risk, prepare for incidents, and lead with confidence.
-
Compliance isn't a once-a-year checklist anymore. innovateTRUST keeps your policies, data governance, and evidence organized, so you stay audit-ready and customer-ready year-round.
-
Technology spending should follow strategy, not vendor pressure. innovateSMART reviews your platforms, licensing, and vendors to turn technology cost into intentional investment.
Our Approach to IT
-
Accountability
When something isn't 100%, we don't hide it. We take ownership and fix issues so they don't happen again.
-
Proactive
We're not just waiting for you to call us with an IT problem. We’re always searching for ways to add value to your business, whether it’s with us or through partnerships.
-
Leadership
Almost all technology challenges are people challenges. We help you build a long-term technology plan and manage perceptions from your team.
-
Scalable & Flexible
As a privately held MSP with nearly 50 employees, we're small enough to move quickly and big enough to support you as you grow.
-
Advocate
You need real answers, not fluff. We're willing to make tough recommendations, even ones that aren't easy to hear, so your technology decisions actually serve where the business is headed.
-
Traction
To increase efficiency and ease communication, we run on the Entrepreneurial Operation System (EOS) and incorporate those principles with your business.
How’d we get here?
In 2001, our founder and current President and CEO, Jason Rappaport, started taking on computers for repair and consulting business owners on adopting technology. Having spent his career in the IT industry, Jason saw the importance of technology growing in the business world. Technology was becoming as important in business as accounting and operations functions. So, he launched Innovative to do more than fix computers. He wanted to help people and businesses maximize the power of their technology.
For over 25 years, we've expanded our scope of services to include voice, print and cybersecurity. No matter what technology we're supporting, consulting and education have always been our core mission. Yes, we're still a bunch of geeks at heart who love tinkering with computers. But as a strategy-first company, we're driven to help other businesses leverage technology to achieve their goals.
Since 2001, we’ve grown out of Jason’s house and currently reside in two convenient locations: our primary headquarters on Pennsylvania Avenue in Hagerstown, Maryland, and our office in Washington, D.C. We serve clients from western Maryland to West Virginia, to the DC Metro area and beyond, whether they’re in-office, remote or somewhere in between. We’re forever grateful for the many local businesses that have been with us from the beginning, and we can’t wait to see where our adventures take us next!
Our Values
We are zealous for Technology and Customer Service.
We advocate for others and are empathetic towards their needs and circumstances.
We are fast and agile.
We are committed to constant improvement as we pursue perfection.
The ball is always in our court.
Perception is reality, and must always be managed.
The Highlights
2001-2008: Early Beginnings & First Employees
Information Technology was becoming just as important as accounting and operations. Founder and President Jason Rappaport, alongside his then business partner, launched Innovative with the mission to help people and businesses maximize the power of technology.
In 2005, we welcomed our first employees to the team, including a young Tyler Snyder, our current CIO. Tyler joined the team as a technician.
2008-2020: Building Bigger
As new team members came on board, we burst out of our small office and into our brand new, 10,000 square-foot, two-story headquarters at 13332 Pennsylvania Ave.
Innovative Inc also expanded our capacity for print & copy and phone & voice through the acquisition of two companies, CommLink Systems and Tri-State Services, LLC.
2020-2025: Going Remote
The success of our work-from-home experiment resulted in a permanent flexible schedule for the entire team and unleashed new business opportunities.
We added a second location on K Street in Washington, DC, and grew our remote team to full-time employees from Vermont to Texas. What started as one office in Hagerstown had become a team spread across the country.
2026 & Beyond: 25 years in
Twenty-five years after Jason started taking on repair jobs out of his house, that spread has grown into a team of nearly 50, still headquartered in Hagerstown, still serving clients from western Maryland to the DC Metro area and beyond. There are still many chapters left to write. To everyone who's been with us, some for over two decades, thank you.
Book an appointment
From printer support to a 24/7/365 US-based SOC cybersecurity response team, Innovative’s Managed Services will make your IT worries a thing of the past.