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Celebrating 20 Years of Fanatical IT Support: Lessons Learned Along the Way

Twenty years ago, our founder Larry Schwartz was tired of seeing businesses in Pittsburgh suffer because their IT partners weren’t showing up. Problems dragged on, support tickets went unanswered, and technology became a daily source of frustration.  

Larry believed business leaders deserved better. Technology that worked, support that was truly proactive, and a partner who cared as much about their success as they did. That vision became Midnight Blue Technology Services.  

Two decades later, the mission hasn’t changed. What started as one person’s frustration has grown into a team dedicated to delivering fanatical IT support every day. For our clients, 20 years means something simple: we’ll be here when you need us; today, tomorrow, and down the road.  

20 Years of Data Tells Our Story  

Over the last two decades, we’ve seen the same story play out again and again: businesses frustrated with IT that doesn’t deliver, only to find relief when they finally get the support they deserve.  

That’s why these numbers matter:  

  • 15,387 reviews submitted → real businesses taking the time to say, “This worked for us.”  
  • 96%+ customer satisfactionsince 2015 → not just once, but every single year for the last ten years.  
  • 97%+ client retention rate → long-term partnerships with clients who trusted us to scale with them.  

Along the way, we’ve been recognized among the MSP 501 global rankings, honored as one of Pittsburgh Business Times’ Fast 50 fastest-growing private companies, and known for delivering proactive, round-the-clock IT support that keeps clients secure and operational.  

These aren’t marketing metrics. They’re proof that when technology stops being a distraction, leaders appreciate being able to focus on growing their business with confidence.  

7 Lessons We’ve Learned in 20 Years of Fanatical IT  

Two decades of supporting Pittsburgh businesses has taught us what works and what doesn’t when it comes to IT. Here are the lessons that guide us today, shaped by real-world experience and 20 years of listening to our clients.  

1. IT Works Best When People Come First  

Technology runs smoother when people feel heard. That’s why we built local teams who know your business and answer the phone when you call. Our engineers are skilled, but more importantly, they’re empathetic communicators who care about outcomes, not just closing tickets.  

Why it matters for clients:  

  • Issues get solved faster because communication is clear.  
  • You don’t feel like a ticket number, you feel like a partner.  
  • Technology becomes easier to trust when the people behind it care.  

At the end of the day, IT isn’t only about hardware and software, it’s also about having people you can count on.   

2. Proactive IT Saves Time and Money  

Break/fix IT drains time and money. We prevent problems before they disrupt your business through 24/7 monitoring, proactive maintenance, and regular Strategic Business Reviews (SBRs). Clients don’t have to wait for things to go wrong because they get a clear plan for growth and peace of mind.  

Why it matters for clients:  

  • Downtime is minimized, saving time and money.  
  • Systems stay healthier for longer.  
  • You have a roadmap for IT growth, not just a patchwork of fixes.  

Preventing unforeseen problems from causing disruptions keeps your business secure, productive, and focused on growth.  

3. Accountability Builds Trust  

When something goes wrong, we take responsibility. No excuses, no finger-pointing. We own it, fix it, and follow up. That culture of accountability has kept client satisfaction above 96% and built partnerships strong enough for clients to stay year after year.  

Why it matters for clients:  

  • You never get left holding the bag.  
  • Issues are solved faster because there’s no passing blame.  
  • Trust grows when accountability is consistent.  

Trust comes from accountability, and that’s been our standard for 20 years.  

4. Onboarding Proves the Promise  

Many businesses have been burned during IT transitions with slow response, missing documentation, and no clear plan. That’s why we refined a 60-day onboarding process that delivers immediate value and sets the tone for the entire relationship.  

Every new client receives:  

  • A full audit of systems and infrastructure  
  • Documentation of every asset and access point  
  • A live help desk up and running within weeks  
  • A forward-looking IT roadmap aligned with business goals  

Why it matters for clients:  

  • Immediate results, not empty promises  
  • A seamless handoff with nothing lost in transition  
  • Confidence you chose the right partner from day one  

A smooth start sets the stage for a partnership that lasts.  

5. Local Relationships Deliver Better Results  

In 2005, Larry built Midnight Blue around local teams who knew their clients personally, their environments, their networks, and their business goals. That decision wasn’t about convenience. It was about effectiveness.  

When you call us, you don’t wait hours for a response or get routed to a faceless offshore call center. You talk to someone who’s minutes away, who understands your setup, and who can solve problems quickly.  

Why it matters for clients:  

  • Faster response times when every minute counts.  
  • Engineers who understand the industries and challenges unique to this region.  
  • A partner invested not just in your business, but in the broader Pittsburgh community.  

Local is our commitment. It means when we say we’ll be there, we will.  

6. Culture Drives Outcomes  

From the start, Larry believed technology outcomes improve naturally when people come first: clients, team members, and the community. That belief shaped how we built our team.  

We hire professionals who are not only technically skilled but also empathetic, humble, and accountable. Every client interaction matters. That’s why our engineers don’t just fix issues, they explain them. They don’t just monitor systems, they check in. They don’t disappear when things get tough, they lean in.  

Why it matters for clients:  

  • You work with a team that treats your business as a partnership, not a ticket number.  
  • Problems are resolved faster because communication is clear and honest.  
  • Consistent follow-through builds trust that lasts years, not months.  

Culture is more than a buzzword for us; it’s the reason customer satisfaction has stayed above 96% for a decade. When you have a team that cares, fanatical IT support becomes the standard, not the exception.  

7. Adaptability Is Survival  

The last 20 years of IT have brought massive change: the rise of the cloud, the explosion of mobile, the shift to remote work, escalating cybersecurity threats, and now, artificial intelligence. Through every wave of change, Midnight Blue has adapted; and helped our clients adapt too.  

Why it matters for clients:  

  • You won’t get stuck with outdated systems that can’t keep up.  
  • Your business stays secure as new threats emerge.  
  • You get a partner who can help you navigate technology shifts without losing focus on your goals.  

Adapting to change is how we’ve kept clients confident through every shift in technology.  

Looking Ahead  

Twenty years of fanatical IT has taught us a lot about people, about technology, and about what it takes to build trust that lasts. The lessons we’ve learned aren’t just our history; they’re the foundation for how we’ll keep serving clients in the years ahead.  

The technology landscape will keep changing. Threats will keep evolving. But our commitment stays the same: to deliver IT support that turns frustration into confidence and keeps businesses moving forward.  

Ready to see what that looks like for your business? [Start a conversation with Midnight Blue today.]