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Industry Insight

From Spreadsheets to SaaS: Why Event Planning Still Breaks at Scale

Listening isn’t just a skill, it’s the heartbeat of innovation. Sean Whalin built HopSkip by obsessively listening to event planners, shaping a solution that truly solves real pain points and evolves with feedback.

Gregory Perrine · Jan 19, 2026 · 2 min read

Event planning has never lacked tools, it’s lacked systems that scale with reality.

Event planning has always required precision, adaptability, and calm under pressure. But as events scale in size and complexity, one thing has become increasingly clear: the tools many planners rely on weren’t built for today’s reality.

Spreadsheets, PDFs, shared drives, and email threads still dominate event operations. While familiar, these tools start to fail when multiple stakeholders, vendors, and timelines collide.

In a recent Event Logistics Lab conversation, Sean Whalin, Co-Founder & CEO of Hopskip, summed it up simply:

“Spreadsheets work — until they don’t. And when they break, planners are the ones absorbing the risk.”

Why Event Planning Still Feels So Manual

Most planners aren’t short on technology. They’re short on connected systems.

Budgets live in one place. Room sets live in another. Food & beverage specs, staffing plans, AV orders, and contracts all live separately and are often maintained by different people, in different formats.

At small scale, experience and late nights compensate. At large scale, fragmentation becomes operational risk.

The Limits of “Better Spreadsheets”

Spreadsheets were never designed to:

  • Act as a shared source of truth across teams

  • Handle real-time collaboration under pressure

  • Maintain clean version control across work streams

  • Support post-event analysis without manual cleanup

As events grow, planners don’t just need better files, they need structure.

This is where the shift from spreadsheets to SaaS begins. Not because planners want new tools, but because the work itself demands systems that can scale.

Technology Can Accelerate, But Humans Still Decide

Automation and AI are powerful accelerators. They can analyze documents, flag inconsistencies, and reduce repetitive tasks.

What they can’t replace is context.

Human planners still:

  • Read between the lines

  • Navigate stakeholder dynamics

  • Make judgment calls when information is incomplete

  • Balance risk, experience, and expectations in real time

The goal isn’t replacing planners, it’s giving them tools that support faster, more confident decision-making.

The Takeaway for Event Teams

If your planning process feels harder every year, it’s not a personal failure — it’s a systems problem.

Start by asking:

  • Where does information break down?

  • What data gets recreated repeatedly?

  • What knowledge lives only in people’s heads?

These are the pressure points where modern event tech can help.

Events don’t fail because planners aren’t capable. They fail when systems aren’t built for how events actually operate.

Want a deeper dive?

Want a deeper dive? Watch, listen, or read the full conversation with Sean Whalin on Event Logistics Lab, where we explore what it really takes to move event planning from spreadsheets to scalable systems.

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