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Why is it so hard to hire and keep IT people?

"Why it's so hard to fill IT jobs - how to find and keep good IT staff in 2026". Background is a man in a dress shirt holding his glasses and contemplating.

by Scott Jack
Content Contributor, E-N Computers
Driving growth through technical operations and documentation for 15 years

Updated November 24, 2025

Are you looking to hire another IT manager and is it taking much longer than expected? Maybe your IT manager just submitted his resignation, even though it seems like he just got everything stabilized. This kind of IT staff turnover can be frustrating since everything in your business relies on technology and the people who support it.  

In conversations with prospective and existing customers, we’ve noticed that many are struggling to find and retain IT help. We thought it might be helpful to dive into a few reasons why it seems harder than ever.  

QUICK ANSWER:

Why is it so hard to hire and keep IT people?

First, IT pros like to move on to a new challenge after two to three years — and it’s the fastest way to increase their salary. Second, they now seek greater flexibility with remote and hybrid work; requiring workers to be in-office full-time or most of the time will cost you the best people. Other factors include economic pressures pushing wage expectations upward (up 15-30% since 2020), skills gaps (especially in AI/security), and IT education that doesn’t provide practical skills. We also see job board auto-apply features inundating us with low-quality applications and applicants that don’t really meet job requirements.

Table of Contents

  1. The talent shortage is real (and getting worse)
  2. Why IT pros don’t stay long
  3. Remote and hybrid work are here to stay
  4. Changing attitudes about compensation
  5. The geography of salary
  6. Auto-apply: drowning in noise
  7. Move fast or lose candidates
  8. IT education not meeting practical needs
  9. What can you do?
  10. Video

The talent shortage is real (and getting worse)

Let’s start with some hard numbers. According to Robert Half’s 2025 research, 87% of tech leaders agree that finding skilled IT and tech talent is harder than ever. This isn’t just perception—it’s compounded by persistent, critical skills gaps, reported by 76% of technology leaders.

The shortages aren’t evenly distributed across all IT roles. The most significant gaps are found in:

  • AI, machine learning, and data science: 44% of tech leaders report skills gaps
  • IT operations and support: 39% report gaps
  • Cybersecurity and privacy: 30% report gaps

For small businesses, these statistics present a particular challenge. You’re competing with large enterprises, government agencies, and well-funded startups for the same limited pool of specialized talent. And because these are the areas with the most severe shortages, they’re also where salary expectations have increased most dramatically.

The skills gap also affects seemingly “basic” IT positions. As technology has become more complex, even entry-level support roles now require knowledge of cloud services, cybersecurity fundamentals, and multiple software platforms. The “generalist” IT person who can do everything competently is increasingly rare—and when you find one, they’re expensive.

The people skills gap compounds the problem

But wait, it gets harder—even when you find someone with the right technical skills, they may lack the people skills needed to bridge the gap between users and computers. A good IT pro needs both technical skills and people skills. It can be challenging to find these skills together. Often, the brightest technical minds have little patience or tact when dealing with others. This further limits the pool of qualified candidates when you’re looking to find and keep IT help.

In our experience, technical skills can be taught and learned more easily than people skills. Over the years, we’ve honed our interviews to find candidates with people skills who are willing to work on a team. They also need technical chops, or at least the underlying skills to troubleshoot, research, and solve problems analytically.

Here are the 29 best interview questions to ask IT job candidates. 

Why IT professionals don’t stay long

IT people are problem solvers at heart. They live for researching, investigating, and deconstructing a problem, then developing and implementing a solution. As long as they are adequately challenged — and supported by management — they tend to be happy. But that phase doesn’t last forever.

In our experience, IT professionals are ready to move on from a job after two to four years. At this point, they tend to feel like they know the systems, and everything is in maintenance mode — they’re ready for a new challenge somewhere else. Moving to a new job is also the fastest way for IT professionals to increase their salary, which creates a strong financial incentive to change employers regularly.

At an MSP, there’s always a new challenge. We’re not keeping up with all the departments of one organization; we’re keeping up with dozens of companies and their departmental needs. Some people thrive on this while others burn out and seek a more stable corporate or government environment.

But burnout is accelerating the cycle

While IT professionals naturally seek new challenges every few years, this pattern is being accelerated by a burnout epidemic. According to Robert Half Technology’s 2024 IT salary report, 48% of tech workers said their feelings of burnout were increasing, with 57% of that burnout attributed to heavy workloads.

This creates a vicious cycle: when an IT worker leaves due to burnout, companies often try to replace them without addressing the underlying workload issues, leading to rapid turnover. What might have been a natural 3-4 year cycle becomes 18-24 months when employees are overworked and under-supported.

The implication for employers: If you’re replacing a burned-out IT worker without adjusting the role’s scope or providing better support, you’re likely to be hiring again soon. The problem isn’t just finding candidates—it’s creating sustainable positions that people want to stay in.

Remote and hybrid work are here to stay

Tech workers, including IT professionals, realize that most of our work can be done remotely. Some managers, though, are not embracing this change. Faced with return-to-office mandates, many top tech workers choose to leave a company rather than cease remote work.

Why is working from home popular with so many? Consider how workers benefit:

  • One to two hours of reclaimed commute time each day, which equals 6 to 12 work weeks. This is great for spending time with family, taking care of personal matters, and resting.
  • Less stress from commuting.
  • Saved expenses on fuel and vehicle maintenance.

The false promise of return-to-office

Companies that try to enforce return-to-office (RTO) mandates often discover they don’t have enough office space for everyone. They either end up having to lease more expensive space or squeeze people closer together. The result is that even well-paid workers feel like they’re working in a call center—hardly an appealing work environment.

Here’s the irony: with distributed teams, even if you’re in the office, you might not be in the same office as your manager or the rest of your team. So you still end up on video calls for more than half the day, just with the added commute, the noise of an open office, and none of the comfort of your home workspace.

The real challenge: measuring performance differently

Organizations that struggle with remote work typically do so because managers don’t know how to measure performance without seeing butts in seats. They’re used to measuring hours of false productivity over actual outcomes. These managers love having everyone in the office just as much as their subordinates love being at home. Companies with a culture of micromanagement even use spyware to keep an eye on their employees—a huge breach of trust that is not usually received well.

Remote workers often want to keep their video off during calls because they’re working from a shared or private space—but some managers feel like employees are hiding something. The key is to focus on outcomes, not optics.

That said, remote work can be abused. One hiring manager recently shared that a formerly top-performing employee went remote, moved across the country, and is now unresponsive during parts of the week when he’s expected to be available. These situations require clear expectations and accountability, not blanket RTO mandates.

The reality is that many employees find remote work makes them more productive both in their job and in taking care of home life. We believe that remote and hybrid work can be extremely effective when managers know how to provide autonomy and monitor outcomes. Organizations willing to provide this flexibility will attract the best talent.

How we approach remote work

At E-N Computers, we have a hybrid schedule where one day a week in-office is expected. We find this helpful for maintaining work relationships and keeping everyone in sync. Some people prefer to be in-office because they find it’s better for their focus. For many of our employees, though, remote work is a great adjustment and we are happy to offer that flexibility.

Changing attitudes about compensation 

In the past, we have worked with community colleges to fill positions and hire interns. We find that this provides them with practical experience and allows us to teach them to work our way. Prior to the COVID-19 pandemic, we typically paid recent graduates $35,000 to $45,000 to fill an entry-level position. We’re now finding that graduates from the same schools are expecting $80,000 for the same positions. When your network and server engineers are making that, it’s not practical to bring new hires on at that price. 

We understand that higher wages are not just the expectation of a younger generation. The state of Virginia is moving to a $15/hour minimum wage, which is just over $31,000/year. A help desk job that pays a little above minimum wage isn’t as attractive to job seekers, including those fresh out of college. Economic pressures are straining the budgets of individuals and small businesses. At this point, many of us are like Indiana Jones in Raiders of the Lost Ark, running from the massive boulder. 

If your salary expectations are based on 2023 or earlier benchmarks, you’re likely 20-40% below current market rates. Salary expectations have increased 15-30% compared to pre-pandemic levels, driven by inflation and increased competition for talent. For 2026, the Robert Half Salary Guide projects that technology and IT salaries will rise an average of 1.6% year over year.

All of this is on top of the fact that many small and mid-sized organizations don’t keep up with cost of living increases, offer promotion opportunities, or re-evaluate wages to keep up with skills and the market. So every few years, IT professionals have to move jobs to get the best mix of compensation and benefits possible.

What an individual worker is looking for in total compensation will vary, but you want to strive to offer the best that you can. Many workers discovered during the pandemic that flexibility was important to them, and good companies found ways to be flexible. The more flex you can offer, the better able you will be to attract and retain talent.

Robert Half data shows that 87% of technology leaders typically offer higher starting salaries to candidates with specialized skills, with the highest premiums paid for expertise in AI, machine learning, data science, and cybersecurity. If you can’t compete on salary alone for these specialized roles, consider offering fully remote or hybrid flexibility, professional development budgets with clear career advancement paths, and better work-life balance.

The geographic salary divide

One of the most challenging aspects of IT hiring is the dramatic variation in salary expectations based on geography—and how those expectations are colliding with remote work possibilities.

Even within a single state like Virginia, there’s a huge range between IT salaries in Northern Virginia versus the rest of the state. Here’s what that looks like for 2025-2026:

Metro areas (DC, Richmond, Norfolk):

  • IT Director/Senior Engineer (L3): $90,000-$116,000
  • Infrastructure Specialist (L2): $56,000-$75,000
  • Support Technician (L1): $50,000-$58,000

Mid-market/rural areas (Waynesboro, Lynchburg, Roanoke):

  • IT Director/Senior Engineer (L3): $65,000-$92,000
  • Infrastructure Specialist (L2): $47,000-$58,000
  • Support Technician (L1): $38,000-$52,000

That’s a difference of nearly $20,000 at the top end for the exact same Infrastructure Specialist role. This creates several challenges:

Competition from metro markets: IT professionals in smaller markets can now apply for remote positions with DC-area companies that pay significantly more than local employers can offer. Even if you’re offering a competitive salary for your local market, you may be competing against employers in major metros who can pay 30-40% more.

Candidate expectations: IT professionals see salary surveys and job postings from across the country. When they see that their role pays $75,000 in Northern Virginia, they may feel that a $52,000 offer in Lynchburg is “unfair,” even if it’s competitive for the local market.

The relocation question: “We’re having to pay people more because they’re preferring to be in larger cities than smaller towns,” said Regina Reynolds, our service manager. Talented IT professionals, especially younger ones, often want to live in larger metros with more job opportunities, cultural amenities, and other tech professionals. This means businesses in smaller markets face both salary competition and lifestyle competition.

Auto-apply: drowning in noise

Here’s a frustrating reality many employers face: you post a job opening and receive dozens or even hundreds of applications, yet few candidates seem qualified. What’s happening?

The auto-apply problem has fundamentally changed how people apply for jobs. Many job boards now offer one-click application features that allow candidates to apply to dozens of positions in minutes. While this increases your application volume, it often decreases application quality dramatically.

“I’m not getting many applicants or the ones I get say they’re an engineer, but on paper and when you talk to them, they’re like an L1,” Reynolds said. “I think that is often because they’re using the auto apply function.”

This creates a time-consuming screening problem. You’re sorting through high volumes of applications from people who haven’t actually read your job description or assessed whether they’re qualified. Meanwhile, truly qualified candidates may be buried in the pile or moving so quickly through the market that they’ve accepted other offers before you even review their application.

Combat this by:

  • Writing extremely clear job descriptions with specific technical requirements
  • Including a custom question or brief assessment in your application process (this filters out auto-appliers)
  • Looking beyond the resume to the cover letter or application responses for evidence of genuine interest

Move fast or lose candidates

In today’s competitive market, the speed of your hiring process can determine whether you land top candidates or lose them to faster-moving competitors. Once you’ve identified a strong candidate and brought them into your interview process, you need to complete all interview stages within 7-10 days.

Quality IT candidates are often evaluating multiple opportunities simultaneously. A drawn-out process signals indecision or organizational dysfunction—both red flags for candidates. If it takes you three weeks to schedule a second interview, the candidate you want has likely already accepted an offer from a competitor who moved faster.

The complexity of your interview process should match the role level:

  • Entry-level (L1) support roles: 1-2 interviews (HR screening + hiring manager)
  • Mid-level (L2) specialists: 3 interviews (HR + hiring manager + technical deep-dive with senior staff)
  • Senior (L3) engineers and leadership: 3-4 interviews (HR + hiring manager meet-and-greet + multiple technical panels)

Each additional interview round increases the risk of losing candidates to competitors. Only add interview stages when absolutely necessary for the role.

IT education not meeting practical needs 

Talk to any seasoned IT professional and they’ll likely tell you that higher education is not meeting the needs of the IT industry. We see candidates fresh out of college with an undergraduate degree that are completely unprepared for even a basic help desk role. We’ve worked with interns that struggle to follow step-by-step instructions because they’re not familiar with Windows. 

This phenomenon exists with many IT certification and boot camp programs as well. We find that they prepare people to pass a test, but they fail to build the understanding or experience to do well in an entry-level position. While some basic certifications like CompTIA Network+ may get your foot in the door with some employers, we prefer to look for something else. 

When we talk with job candidates, we like to ask about extracurriculars. If they tinker with technology in some way — maybe they were in a robotics or electronics club in school, volunteered to work with their schools IT department, or they have built their own IT home lab — they can talk about troubleshooting, research, problem solving, and teamwork. 

What is a home lab?

A quick aside for IT job seekers that stumble on this post: a home lab doesn’t have to be complex to provide practical experience. Here are a few ideas of projects you can try at home that demonstrate familiarity with IT concepts and skills: 

  • Find or buy a used laptop, erase the storage drive, and install a Windows or Linux OS. 
  • Install virtualization software (there are free, open-source options) and use it to create a virtual machine. 
  • Replace the modem and router supplied by your ISP with compatible ones you own and configure them.  
  • Find or buy a used network switch and configure it. 
  • Set up a media server and use documentation to securely configure it for remote access so that you can stream videos while away from home. 

What can you do?

If you’re struggling to find and retain IT help, there are several things you can do:

Review your compensation package. It should reflect the value that the person brings to the company, and they should be reasonably able to live independently on it. Compare your salaries to current market rates for your region—not what you paid three years ago.

Embrace remote or hybrid work options. This might mean training managers to manage outcomes rather than hours worked or status indicators. Organizations that offer flexibility will attract better talent than those requiring full-time office presence.

Move quickly once you find a candidate. Complete your entire interview process within 7-10 days of bringing a candidate into your process, or you’ll lose them to faster-moving competitors.

Budget for professional development. Consider whether you can support training, conferences, or online learning tools that help your IT staff grow their skills and advance their careers.

Address the workload that caused the opening. If you’re replacing a burned-out employee, don’t just hire a replacement—restructure the role to be sustainable, or you’ll be hiring again in 18-24 months.

Consider a managed service provider (MSP). You can work with an MSP like E-N Computers for either co-managed or fully managed IT support. Co-managed IT lets you benefit from always-available support that is most familiar with your business and staff, while also having the staffing of an MSP that supports dozens of customers. There are a few staff roles that work well with co-managed IT. Fully outsourcing your IT support is usually more cost effective for businesses with less than 50 employees.

E-N Computers is a regional MSP that offers fully managed and co-managed IT. We support defense contractors, healthcare providers, schools and libraries, and a wide variety of other businesses. We give our clients peace of mind by providing comprehensive support and strategic planning.

Looking for practical hiring guidance? Check out our companion article: How to hire IT staff in 2026: A complete guide for small businesses

Next Steps 

When you have the right people working together, you can implement systems and processes that actively help you reach your business goals. We sometimes call this IT maturity. But for many organizations, something is off when it comes to their partnerships, strategy, systems, and settings. How can you know what’s working well and where you have room for improvement? Start by taking our free IT Maturity Self-Assessment. You’ll walk away with some pointers and, if you want, a free appointment to discuss your results. 

Not sure if you need managed IT services?

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by Scott Jack
Content Contributor, E-N Computers
Over a decade of experience in technical support including end user support, mobile device management, application deployment, training, and documentation.

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