Why Switching Travel Agency Software Feels Impossible

Data migration fear keeps more agencies trapped on bad software than any other factor. Here's what actually goes wrong in traditional migrations—and how AI-powered import finally makes switching painless.

S

SimpTrav

December 10, 2025

Why Switching Travel Agency Software Feels Impossible

You know your current software is holding you back. You've seen the demos, compared the features, maybe even picked your replacement. But then you think about the migration—and suddenly staying stuck feels easier than switching. You're not alone. Data migration fear keeps more agencies trapped on bad software than any other factor.

Let's talk about why onboarding to new travel agency software feels so terrifying, what actually goes wrong, and how AI-powered data import is finally making pain-free migrations a reality.

The Migration Fear Is Real

Ask any travel agency owner what stops them from switching software, and you'll hear the same concerns:

  • "What if we lose customer data?" — Years of booking history, preferences, passport details, notes. Gone.
  • "How long will it take?" — Weeks of manual data entry while still running the business?
  • "What if it goes wrong mid-migration?" — Stuck between two half-working systems.
  • "Can we even export our data?" — Some systems make leaving intentionally difficult.
  • "Who's going to do all this work?" — Your team is already stretched thin.

These fears aren't irrational. They're based on real experiences—horror stories passed around the industry about migrations that went catastrophically wrong.

The hidden cost: Agencies lose an estimated £15,000-50,000 per year staying on inadequate software because the perceived cost of switching feels higher. It rarely is.

What Actually Goes Wrong in Traditional Migrations

Having helped agencies migrate from dozens of different systems, we've seen every failure mode. Here's what typically derails migrations:

1. Data Format Chaos

Your old system stores dates as "15/12/2024". The new one expects "2024-12-15". Your customer names are "SMITH, JOHN" but need to be "John Smith". Phone numbers have brackets, dashes, spaces—all different.

Multiply these tiny format differences across thousands of records and dozens of fields. Manual fixing takes days and inevitably introduces errors.

2. Field Mapping Nightmares

Your old system has a field called "Client Reference". The new system has "Customer ID", "Account Number", and "External Reference". Which maps to which? What about fields that don't exist in the new system?

Without careful mapping, data ends up in wrong fields or gets lost entirely.

3. Broken Relationships

Customer #1234 has bookings #5678 and #9012. In your old system, these are linked. But when you import customers first, then bookings separately, how does the new system know booking #5678 belongs to customer #1234?

Preserving the relationships between customers, bookings, payments, and notes is where most DIY migrations fail completely.

4. Duplicate Disasters

John Smith, J. Smith, Mr John Smith, and john.smith@email.com—are these one customer or four? Your old system might have duplicates you never noticed. Import them blindly and you've multiplied the problem.

5. The "Oops, We Forgot" Fields

You import all your customers, only to realise you forgot the passport expiry dates. Or the marketing preferences. Or the notes field that contains critical booking details. Back to square one.

The Traditional "Solutions"

Until recently, agencies had three options for migration—all painful:

Option 1: Do It Yourself

Export to CSV. Spend weekends reformatting in Excel. Hope you mapped everything correctly. Discover problems months later when you can't find a booking.

Cost: £0 cash, 40-100 hours of your time, high risk of errors

Option 2: Hire a Consultant

Pay someone £500-2,000 to manage the migration. Better than DIY, but they still face the same format and mapping challenges. And they don't know your business.

Cost: £500-2,000, still 2-4 weeks, medium risk

Option 3: Start Fresh

Abandon your history. Start the new system with a clean slate. Lose years of customer data, booking history, and business intelligence.

Cost: Priceless data lost forever

None of these are good options. Which is why agencies stay stuck, year after year, on software they've outgrown.

How AI Changes Everything

AI-powered data import isn't just faster manual work. It fundamentally solves the problems that made migrations painful:

AI Understands Context

When AI sees "15/12/2024" and "2024-12-15" in the same dataset, it understands these are the same format challenge and converts them consistently. It recognises "UK", "United Kingdom", "Great Britain", and "GB" as the same country without you creating a mapping table.

AI Infers Relationships

AI can look at your data and understand that "Customer_ID" in your bookings table matches "ID" in your customers table—even if they're named differently. It rebuilds the relationships automatically.

AI Flags Problems Before They Happen

Instead of discovering errors months later, AI reviews your entire dataset before import. Impossible dates? Flagged. Potential duplicates? Highlighted for review. Missing required fields? Listed clearly.

AI Learns Your Patterns

If you correct AI's interpretation of one field, it applies that learning to similar fields automatically. The more you use it, the smarter it gets about your specific data patterns.

What Migration Looks Like Now

With AI-powered import, the process becomes surprisingly simple:

  1. 1. Export your data — From your old system, however it comes out. CSV, Excel, whatever format you can get.
  2. 2. Upload to the template — Paste your data into our template spreadsheet. Don't worry about formatting—AI handles that.
  3. 3. Let AI analyse — In minutes, AI maps your columns, identifies relationships, flags potential issues, and prepares the import.
  4. 4. Review and approve — See exactly what will be imported, make any adjustments, approve when you're happy.
  5. 5. Import — Your data flows in, properly formatted, correctly linked, ready to use.
  6. 6. Get your mapping report — Download a complete old-ID-to-new-ID mapping so you can cross-reference during transition.

Total time: Hours, not weeks. Total stress: Minimal.

The Parallel Running Strategy

Even with AI making migration easy, we recommend running both systems in parallel for 2-4 weeks. Here's why:

  • Confidence building — See your data in the new system while your old system is still running as backup
  • Team training — Learn the new system without pressure, knowing you can fall back if needed
  • Process adjustment — Adapt your workflows gradually rather than all at once
  • Zero-risk cutover — When you're confident, switching is just a matter of stopping use of the old system

Pro tip: During parallel running, use the ID mapping report to quickly find the same record in both systems. Old booking reference #12345 instantly shows you the new SimpTrav booking ID.

What to Look For in AI Import Tools

Not all "AI import" features are equal. When evaluating software, ask:

  • Preview before import? — Can you see exactly what will happen before committing?
  • Rollback capability? — Can you undo the import if something's wrong?
  • ID mapping report? — Do you get old-to-new reference mapping for cross-referencing?
  • Legacy ID search? — Can you search by your old reference numbers after migration?
  • Incremental imports? — Can you import in stages rather than all at once?
  • Error reporting? — Does it clearly explain what was cleaned, fixed, or flagged?

Stop Letting Fear Hold You Back

The migration fear that's keeping you on inadequate software? It's based on yesterday's reality. AI-powered import has fundamentally changed what's possible.

Yes, switching software is a decision that deserves careful thought. But "what if migration is a nightmare?" is no longer a valid reason to stay stuck. The technology exists to make it painless.

The real question isn't whether you can migrate safely—it's how much longer you're willing to pay the cost of not switching.

See AI Import in Action

SimpTrav includes AI-powered data import free with every plan. Download the template, paste your data, and watch AI do the heavy lifting. No consultants, no weekends lost to spreadsheets.

Tags: Migration AI Data Import Onboarding Software

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