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Strategic Scaling9 min readNew

Should You Hire an IT Person or Stay Outsourced? An Honest Framework

"When does it make sense for a small business to hire its first IT person — and when is staying outsourced clearly better? A practical decision framework, with real cost comparisons."

Author

Lior Refael

Published

Apr 24, 2026

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The wrong way to think about this question

Most small business owners frame this as "outsourcing is cheaper at small sizes; hiring is cheaper at scale." That's roughly true but misses the actual decision criteria. The real question isn't cost — it's about what kind of IT work your business needs and how predictable that work is.

Get that right and the cost picture follows.

What outsourced managed IT is actually good at

Outsourced managed IT (a provider like ours, or any of the dozen others in your country) is genuinely better at:

  • Breadth of expertise. One provider has hands-on experience with M365, Google Workspace, Acronis, 1Password, Intune, multiple firewalls, multiple compliance frameworks. No one IT hire has all of that on day one.
  • Tooling and process. Established providers already have monitoring tools, backup infrastructure, ticketing systems, and documented playbooks. A first IT hire needs to build all of that.
  • Coverage during absence. Holidays, illness, parental leave — covered. A solo IT person creates a single point of failure.
  • Vendor leverage. A provider managing 50 small businesses negotiates better Microsoft pricing, gets faster Microsoft support escalation, and gets early access to product roadmaps.
  • What an in-house IT person is actually good at

    In-house IT (whether a dedicated hire or a hybrid role) is genuinely better at:

  • Deep business context. They sit with your team, attend your meetings, and understand your industry. A provider knows your systems; an in-house person knows your business.
  • Speed for small things. "My screen is flickering" is solved in 5 minutes by someone in the office, vs a ticket for a provider.
  • Cross-functional integration. Connecting your IT to your specific operations workflows, accounting systems, or industry-specific software is much easier with someone who lives the business.
  • Ownership of internal processes. Onboarding playbooks, internal documentation, training materials — these benefit from a permanent person who maintains them.
  • The honest cost comparison

    For a 25-person business in Greece, Israel, or Spain:

    Outsourced (full managed IT): €2,000–€3,000/month, all-in. €24,000–€36,000/year. Includes licenses, security, backups, support, monitoring, projects under a certain size, vendor management.

    In-house IT person (mid-level, 1 FTE): €40,000–€60,000/year base salary in most of these markets. With benefits, equipment, training, and management overhead: €55,000–€80,000/year fully loaded. And you still need licenses, security tools, and backups on top — typically €15,000–€25,000/year for a 25-person business. So the all-in cost is €70,000–€105,000/year.

    That's roughly 2–3x the cost of outsourcing for a 25-person business. The breakeven point — where in-house starts to make financial sense as your only IT — is generally around 60–80 people, depending on your industry's complexity.

    The hybrid model (often the right answer)

    For most growing small businesses, the cleanest path isn't either/or — it's outsourced + a non-IT person who owns the IT relationship internally. This typically means:

  • Your office manager, head of operations, or COO owns the IT relationship from your side
  • An external managed IT provider handles all technical work
  • The internal owner spends maybe 4–6 hours a week on IT-related coordination
  • This works cleanly until you're around 50–80 people
  • When you do hire your first dedicated IT person — typically around 50–80 people — keep the managed IT relationship for the first 6–12 months while they get up to speed. Don't replace your provider on day one of the new hire's job.

    When in-house clearly wins

    Some specific situations where hiring beats outsourcing earlier than the cost numbers suggest:

  • You build software products with regulatory requirements. Fintech, medtech, or government-adjacent SaaS often need someone embedded who understands both the product and the compliance regime.
  • You're a target for sophisticated attacks. Some industries (defence, finance, certain professional services) need a security person on staff, not just on retainer.
  • You have unusual operational technology. Manufacturing floors, broadcast systems, scientific instruments — these need specialist hands that managed IT generalists don't have.
  • When outsourcing clearly wins

    And the inverse — situations where outsourcing is the obvious right answer regardless of size:

  • You're under 25 people. The math just doesn't support a full-time IT hire.
  • You operate across multiple countries with the same team. A provider with multi-country regulatory experience beats hiring one person who has to learn three regimes.
  • You need predictable monthly costs. A managed contract is a fixed line item; a dedicated hire's salary and unpredictable hardware/license costs are variable.
  • You can't afford to lose IT continuity for a single person's holiday. A solo hire creates risk; a provider has team coverage.
  • How to decide

    Walk through these questions, in order:

  • 1Are you under 25 people? → Stay outsourced.
  • 2Are you in a regulated or technical industry where specialist context matters? → Consider hiring earlier.
  • 3Are you between 25–60 people with predictable IT needs? → Hybrid model: outsource + internal owner.
  • 4Are you 60+ people? → Hire your first IT person, keep the provider for 6–12 months overlap.
  • 5Are you 100+ people? → Build a small in-house team, retain a provider for specialist projects.
  • There's no universal right answer. There is a right answer for your business, and it usually emerges clearly from these questions.

    Infrastructure Glossary

    Where we work

    We deliver this work for small businesses across Greece, Israel, and Spain.

    Impact Overview

    What this means for your business

    Stop Overspending

    Business Value

    Avoid the common mistake of hiring an in-house IT person at 30 people — when the maths and operational risk both clearly favour outsourcing.

    Technical Implementation

    Total cost of ownership comparison including salary, benefits, equipment, licenses, security tools, and management overhead.

    Plan the Transition

    Business Value

    Know exactly when to hire — and how to do it without losing IT continuity during the changeover.

    Technical Implementation

    Hybrid-model documentation, role definition for first IT hire, 6–12 month overlap plan with the outgoing provider.

    Match Tools to Stage

    Business Value

    Get the right level of IT investment for your current size, not what you'll need at 100 people. Stop paying for capability you can't yet use.

    Technical Implementation

    Maturity-model assessment mapping team size to recommended IT structure and tool stack.

    Not sure if it's time to hire?

    Book a free 30-minute call. We'll walk through your team size, growth trajectory, and IT needs honestly — even if the answer is 'you don't need us yet'.