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The VIP Legacy High Roller Chronicles

Chapter 7 — Everything Is Bigger in Texas (and Oklahoma!). March 29 – April 11, 2005. San Antonio to Stillwater: three invitation emails, Wednesday timing, and why roadshow conversations beat any CRM report.

Chapter 7 – Everything Is Bigger in Texas (and Oklahoma!)

San Antonio • Longview • Dallas • Wichita Falls • Oklahoma City • Stillwater | March 29 – April 11, 2005

Quick links: Chapter 1 — California 2003 · Chapter 2 — Florida & Georgia 2003 · Chapter 3 — African Safari & Cape Town 2004 · Chapter 4 — Florida Car Draw 2004 · Chapter 5 — European Roadshow & MiG-29 2004 · Chapter 6 — Meeting Terrance Watanabe · Best high roller casinos · Past VIP events · Meet Jörn

By the spring of 2005, our North American roadshows had become one of the highlights of my year. Every trip was another opportunity to turn online usernames into real people, shake hands, share a meal, and build relationships that simply couldn't be created through email alone.

This particular roadshow took me through the heart of Texas and into Oklahoma. Over two weeks I travelled through San Antonio, Longview, Dallas, Wichita Falls, Oklahoma City, and Stillwater, meeting players who had spent months — or even years — playing with us online.

Looking back over twenty years later, I still have the original invitation emails I sent before the trip. They make me smile because they were simple, genuine, and very much reflected my philosophy of VIP management.

One line in particular always makes me laugh:

"PS: I'm not selling timeshare or Tupperware!"

Sometimes a little humour is all that's needed to encourage someone to reply.


Three Emails… One Objective

Before every roadshow, I never relied on sending just one invitation.

The first email introduced the trip and invited clients to join me for lunch, dinner, a sporting event, or simply a friendly handshake.

A few days later came the follow-up.

The subject line was impossible to ignore:

WE WANT TO SEE YOU!

Many people still didn't respond.

Not because they weren't interested.

Because life gets in the way.

People are busy.

Emails disappear beneath dozens of newer ones.

Some are opened while standing in a supermarket queue and then forgotten.

Others arrive at exactly the wrong moment.

So a third email followed.

This time I added a simple incentive:

"Kindly respond to this email and earn yourself $100 complimentary."

Response rates immediately increased.

Not because everyone wanted the $100.

Because it reminded people that a real person was waiting for their reply.


Timing Is Everything

One of the biggest lessons I learnt from years of email marketing had nothing to do with design, copywriting, or bonuses.

It was timing.

The worst time to send an email?

Friday afternoon.

People are already mentally on the weekend.

The second worst?

Monday morning.

Everyone is catching up after two days away from the office.

After hundreds of campaigns over many years, I found that Wednesday — and especially Thursday — consistently produced the best engagement.

It's a small detail, but in VIP marketing, small details often make a very big difference.


What Players Told Me

One of the reasons I loved these roadshows was that they provided something no statistics report ever could.

Real conversations.

You discover what players really think.

You hear what they enjoy.

You learn what frustrates them.

Some of the common feedback from this trip included:

  • Almost everyone commented on the spinning reels and slower gameplay. Back in 2005, internet bandwidth was nowhere near what it is today, and waiting for games to load was simply part of the online casino experience.
  • Most players were regular visitors to their local land-based casino and almost all had visited Las Vegas at least once, with many making it an annual trip.
  • Very few players were loyal to a single online casino. They enjoyed trying different brands and promotions.
  • The quality of our customer service received consistent praise. Players appreciated being able to reach a real person whenever they needed assistance.
  • Fast withdrawals — known back then as "cash-ins" — were frequently mentioned as one of Fortune Lounge's biggest strengths. That lesson still shapes how we think about fast payout VIP casinos today.
  • And perhaps unsurprisingly, everyone loved receiving gifts from the casino.

Those conversations reinforced something I had believed from the very beginning.

Players rarely remember every promotion they've received.

They always remember how you made them feel.


Before CRM Systems Knew Everything

Today, casinos have sophisticated CRM platforms, AI models, predictive analytics, and behavioural scoring that can identify almost everything about a player's activity.

Back then, there was only one reliable way to understand your customers.

You got on an airplane.

You met them.

You listened.

Those conversations shaped many of the decisions we made long before "player insights" became an industry buzzword.


The Importance of Following Up

Looking back at those three invitation emails reminds me of another lesson that still applies today.

Never assume that no reply means no interest.

People are busy.

Emails are missed.

Timing isn't always perfect.

A polite follow-up often produces more responses than the original invitation itself.

Persistence — when done respectfully — is one of the most valuable skills in relationship marketing.


Looking Ahead

Unfortunately, after searching through countless old hard drives and photo albums, I wasn't able to find any photographs from this Texas and Oklahoma roadshow.

However, I did uncover something even better.

The next chapter of my chronicles takes us to Las Vegas, where I finally found a collection of photographs from another unforgettable roadshow. It remains one of the most fascinating experiences of my career — meeting online players who lived in the casino capital of the world, yet still chose to play with us online.

Sometimes, the best stories are the ones you least expect.


Closing Thoughts

"Every roadshow wasn't about acquiring players. It was about building friendships that lasted for years."


This was Chapter 7 of The VIP Legacy High Roller Chronicles.

From California roadshows and Florida car draws to African safaris, European dinners and fighter jets, evenings at Bellagio, and a two-week loop through Texas and Oklahoma — every chapter taught me the same lesson.

After more than 30 years in VIP gaming, one lesson has remained constant.

VIP gaming has never been about casinos.
It has always been about people.
Relationships built over time.
And memories that last a lifetime.

If you've enjoyed this story, browse the Past Events section for photographs from these early VIP experiences — explore our best high roller casinos guide when you want operator fit without the welcome-bonus noise — and visit VIP Legacy Club when you're ready for a genuinely personal approach to premium online gaming.