ARTICLE
22 April 2025

Does It Ever Feel Like The "Right Time" To Start IT Roadmapping?

R
Riveron

Contributor

Founded in 2006, Riveron professionals simplify and solve complex business problems. We partner with CFOs, private equity firms, and other stakeholders to maximize outcomes.

Riveron teams bring industry perspective and a full suite of solutions focused on the office of the CFO, M&A, and distress.

In 2023, the company was acquired by affiliates of Kohlberg & Company from H.I.G. Capital – which is continuing its partnership with Riveron through a minority investment. Riveron has 18 global offices.

Think of all the hints your spouse, partner, or children give you around their birthday or the holidays. They drop subtle clues, leave wish lists in plain sight, or outright tell you what they want.
United States Corporate/Commercial Law

Think of all the hints your spouse, partner, or children give you around their birthday or the holidays. They drop subtle clues, leave wish lists in plain sight, or outright tell you what they want. Just like that, your IT environment gives you signals that it's time to create a roadmap. Here are some "hints" to watch for:

  • When your IT environment feels like a house of cards: If a single-server failure causes widespread chaos, it's time to plan for stability.
  • When company leadership starts throwing around words like "digital transformation" and "AI adoption", "RPA implementation" - without a plan to make these concepts happen: An IT roadmap helps convert buzzwords into actionable steps.
  • When budget discussions turn into survival games: A roadmap clarifies priorities and ROI so you can justify funding before someone suggests "cutting IT costs."
  • When your IT team spends more time firefighting than innovating: A roadmap helps shift focus from short-term patchwork to long-term solutions.
  • When compliance and security audits make everyone sweat: Planning ahead ensures you stay ahead of potential fines (and panic attacks).
  • When end-users start treating IT like a mystical oracle: If you're constantly answering, "Why doesn't this work?," then it's time to take control with a strategic roadmap.
  • Spreadsheets become your data source: When critical business decisions rely on fragile spreadsheets, it's a clear sign your IT strategy needs structure and proper system integration.

By focusing on a balanced approach that prioritizes business demands (keeping your sense of humor intact), IT teams can build a roadmap that ensures stability, efficiency, and long-term success—until the next budget cut, anyway.

The real takeaway? In IT, adaptability is key, coffee is essential, and a good sense of humor is non-negotiable.

The content of this article is intended to provide a general guide to the subject matter. Specialist advice should be sought about your specific circumstances.

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