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The Bet of 2025

Reflecting on 2025: What We Learned (and Shared) About Legacy Software

We’re deeply grateful to the business and technology leaders who read, shared, and engaged with our content this year. Your questions, feedback, and candid conversations shaped what we wrote about — and how we wrote it.

As we prepare to flip the final page on 2025’s calendar, we’ve been taking some time at STEP Software to reflect — not just on the year in technology, but on the conversations we were fortunate enough to be part of. This year, more than any other, our blogs focused on one topic that kept surfacing in nearly every client conversation: legacy software.

That focus wasn’t accidental.

Why Legacy Software Became the Heart of Our 2025 Content

Throughout 2025, we saw a clear pattern across industries. While AI, cloud platforms, and automation tools were moving at breakneck speed, many organizations were trying to adopt them on top of systems built years, or in some cases, decades ago.

Our most-read blogs this year explored themes like:

These topics resonated because they reflected reality. Leaders weren’t ignoring innovation — they were blocked by foundations that were never designed for today’s pace, scale, or security requirements.

Rather than chasing hype, we chose to focus on what we saw holding organizations back the most.

Gratitude for the Conversations We Shared

We’re deeply grateful to the business and technology leaders who read, shared, and engaged with our content this year. Your questions, feedback, and candid conversations shaped what we wrote about — and how we wrote it.

What stood out most was the honesty:

  • Leaders admitting to our advisors that modernization felt overwhelming.
  • Teams unsure where to start or how to justify investment.
  • Organizations burned by past ‘lift-and-shift’ projects that didn’t deliver value.

These weren’t failures, they were warning signals that the industry needed a more pragmatic, grounded approach.

How STEP Helps Organizations Get Legacy Modernization Back on Track

At STEP Software, we don’t believe in one-size-fits-all modernization. Legacy systems exist for a reason. They are often stable workhorses that have been built to support core business operations, and they have been relied upon for years.

In 2025, we helped organizations by:

  • Assessing legacy environments honestly, without judgment or hype. Usually, we started with a software audit, to get a sense of the gameboard.
  • Identifying which systems should be modernized, re-platformed, retired, or left alone.
  • Building phased modernization roadmaps aligned to business priorities
  • Reducing risk through incremental change rather than full rip & replace rewrites.
  • Ensuring modernization efforts enable future initiatives like AI, automation, and analytics.

Most importantly this year, we focused on clarity — helping leaders understand their options, trade-offs, and realistic timelines.

Looking Ahead: Carrying These Lessons Forward

As we head into 2026, the need for modernization isn’t diminishing — it’s intensifying. AI, cybersecurity threats, regulatory pressure, and customer expectations will continue to expose fragile systems.

Our commitment to our current and future clients remains the same:

  • To meet organizations where they are
  • To respect the complexity of legacy environments
  • To provide thoughtful, experience-driven guidance — not shortcuts

Thank you for trusting STEP Software to be part of your journey this year. We’re looking forward to continuing the conversation and helping more organizations build technology foundations that are ready for 2026 and beyond.

We’d love to hear your thoughts on blog topics this year, drop us a line if you have feedback or an idea for future content.

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