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Why Onboarding in Technology Can Make or Break Your Business

By
Gary Whittaker
April 28, 2025
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When it comes to technology, success isn’t just about investing in the right systems—it’s about ensuring your team can use them well. Yet many businesses still underestimate the importance of a structured, thoughtful onboarding process for new technology tools and platforms.

The right technical onboarding isn’t an add-on—it’s essential.

Why Good Onboarding Matters

According to Forbes, companies often focus on the what of technology—what platform to purchase, what features are available—but skip over the how. How will your employees use the new system? How will it be introduced into daily workflows? How confident will users feel after go-live?

Without strong onboarding, organizations experience:

  • Low adoption rates
  • Increased technical support needs
  • Frustration among employees
  • Wasted investment

In contrast, companies that prioritize onboarding experience smoother transitions, faster ROI, and higher employee satisfaction.

Onboarding Is an Extension of Training

Onboarding and training are closely connected. It's one thing to introduce a tool; it's another to equip people to thrive with it.

In our article, "Training: A Key to Business Success," we highlight how ongoing education empowers employees, increases performance, and fosters innovation. Onboarding sets the stage for this by giving your team the confidence and foundation they need right from the start.

Effective onboarding should:

  • Provide clear, accessible instructions
  • Align with how teams actually work
  • Offer hands-on experiences, not just manuals
  • Include check-ins and refreshers

Remember: onboarding is not a one-time event. It's the first chapter in a longer story of support and growth.

Common Pitfalls (And How to Avoid Them)

Many onboarding failures stem from one-size-fits-all approaches. Some teams need deeper technical walkthroughs; others need quick, practical tutorials. Understanding your team’s real-world needs is key.

Other common mistakes include:

  • Overloading employees with too much information at once
  • Skipping feedback loops after rollout
  • Assuming digital natives don't need training
  • Underestimating the value of leadership involvement

At Chief Second, we believe technology should serve your team—not frustrate it. It’s why we help organizations implement onboarding plans that fit their unique culture and workflows.

Moving Forward

If you’re planning a new technology rollout or upgrading your current systems, now is the time to think about your onboarding strategy. Not just because it will save time later—but because it’s an investment in your people.

And when you invest in your people, everything else grows.

Looking to strengthen your next rollout with intentional onboarding and training?
Let’s have a conversation.

Or, take a few minutes to read how training can directly impact your company’s success — it’s more connected than you might think.

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