AI Steve's Travel Stories

Chapter 04

I Thought I Understood Holiday Pricing. Dave Pearson Proved I Didn't

Lancaster Holidays, England 24 July 2026
I Thought I Understood Holiday Pricing. Dave Pearson Proved I Didn't

I Thought I Understood Holiday Pricing. Dave Pearson Proved I Didn't

One of the biggest mistakes ambitious young managers make is believing that intelligence alone wins in business. It simply doesn't. Experience, which comes with age, often wins far more often. I have to say I really hated this reality as an ambitious young buck, and, to be honest, in hindsight I must have been a cocky pain in the arse. Yes, I know a lot of people think I still am!

I discovered that lesson very early in my career when I took on the extended role of being Financial Controller for Lancaster Holidays as well as my existing role at Global Holiday, another ILG division.

Like most young accountants, I was convinced I had built something rather special the year before at Global, and that was why I had been promoted, as I had developed a sophisticated demand-forecasting model that could predict future sales volumes with remarkable accuracy. I genuinely believed I had cracked the secret of holiday pricing.

Then I met Dave Pearson.

Dave was the Commercial Director at Lancaster Holidays. Calm, quietly confident and completely unflustered, he was one of those people who never needed to tell you how clever he was because his work did it for him.

I proudly demonstrated my forecasting model, expecting to impress him and to be be fair, he seemed genuinely interested.

Then he calmly showed me what he had built.

His holiday pricing system could generate an entire holiday brochure at the click of a button. Alongside it sat an extraordinary spreadsheet that automatically compared every one of our prices with those of every major competitor. Within minutes it highlighted where we were cheaper, where we were more expensive and, more importantly, how we ranked by destination across the whole market.

It completely changed my thinking.

Up until then, I believed pricing was primarily about predicting customer demand, but Dave taught me that demand was only half the equation.

The real question wasn't just "What do we think customers will buy?" but also "How do we compare with everyone else selling exactly the same holiday?"

However, it wasn’t even as simple as this, because being the cheapest operator meant very little if the retail travel agents filling their shop windows preferred to sell someone else's brochure. Distribution mattered just as much as pricing. Market position mattered just as much as demand forecasting.

Jesus, I thought this was a complicated market to analyse and predict.

Fortunately, instead of competing with one another, we simply combined our ideas and worked like long-lost commercial brothers, with me definitely being the younger brother.

We integrated my forecasting models with Dave's competitive pricing system. Suddenly we could predict expected margins by hotel, departure date and destination, before flowing expected booking volumes through the model. For the first time we could forecast brochure profits with around 90% accuracy.

But the next realisation was that this was only half the job because we then had to predict the losses we were going to incur in the lates market, and that was virtually impossible.

Unfortunately, no spreadsheet could accurately forecast a rainy British summer, an economic downturn, a competitor sitting on thousands of unsold holidays, or a desperate airline dumping excess seats at the last minute. Those external factors often determined whether you had a good year or an exceptional one.

That lesson has stayed with me throughout my career.

Data can dramatically improve your decisions, but it can never eliminate uncertainty.

Around the same time, I also met Tom Knopeck, Lancaster Holidays' Overseas Director. Unlike my previous overseas colleagues at Global, Tom welcomed me with open arms and asked whether I could standardise financial reporting across overseas destinations.

A few spreadsheets later, I thought I had solved the problem beautifully.

But then I discovered another important lesson and visited a range of overseas operations and met people like Kiren Tobin, who became a lifelong friend.t

He quickly told me that my elegant reporting system was a pain in the arse and had massively increased the workload for people on the ground without me ever asking whether the information was useful. Bluntly, I had optimised the reporting process based on incorrect information because I had not taken the time to fully understand how the overseas operation actually worked.

It was another invaluable lesson.

You cannot build great systems from behind a desk, but must spend time with the people doing the job, understand what information genuinely helps them and eliminate everything that doesn't.

Today AI is allowing businesses to analyse more data than Dave and I could ever have imagined back in the late 1980s. But the principle hasn't changed.

The companies that will win won't simply be the ones with the smartest algorithms. They'll be the ones that combine intelligent technology with experienced people who understand how businesses really work.

Because experience doesn't compete with data.

It gives data its value.