Patience Is a Virtue: Gambling, Points & Miles and Playing the Long Game

Whether it’s gambling, points & miles, or life in general, patience isn’t just waiting; it’s staying calm and taking a long-term perspective to make better decisions. One of the easiest ways to make poor decisions in miles & points and gambling is believing you have to solve something right now or have a particular result […]

Debunking Common Gambling Myths

Miles and Points enthusiasts new to gambling should avoid common myths, misunderstandings, and superstitious thinking. Those active in points and miles circles may dip their toes into gambling due to the overlap among casino loyalty, travel loyalty, and credit cards. One challenge is that there is a wealth of bad information, especially from gambling influencers […]

Gambling Onboard Virgin Voyages Resilient Lady

Virgin Voyages’ casino onboard the Resilient Lady ship offers interesting Blackjack and Craps gambling opportunities paired with credit card rewards, but the awful Video Poker paytables told me to abandon ship — or at least the casino. Ahoy! I’m currently cruising with Virgin Voyages thanks to a status match promotion with Ocean Casino Resort — […]

Online Gambling Restrictions Hurt Responsible Gamblers Without Fixing Problem Gambling

Loyalty and Points Corner

Recent government-led regulations in the name of “consumer protections” against “predatory” online casinos have greatly restricted online gambling activity, hurting responsible gamblers. Government overreach doesn’t really fix the problem of compulsive gambling, especially when people can move their wagers to offshore casinos and in-person casinos. The war on happiness continues, this time with government overreach […]

Sometimes We Need To Reevaluate Our Gambling

Pai Gow Poker Cosmopolitan

Today is a personal tale based on a post I saw on social media earlier this week. Eventually, we all hit a bad place when gambling, and I thought I’d share my most recent experience. We’ll start with a little of my gambling history for those who aren’t familiar. Gambling Since Grade School I’ve been […]

Gambling Taxes After the One Big Beautiful Bill Act

Gambling Taxes

Why records matter more than ever. Earlier this month, while I was presenting at ZorkFest, several attendees asked me about the One Big Beautiful Bill Act (H.R. 1, 119th Congress) and how it might change gambling taxes. My answer at the time was honest. I was cautiously optimistic that a legislative fix would undo the […]

Gambling Onboard Margaritaville At Sea Islander Ship

Margaritaville at Sea

The Margaritaville at Sea Islander balcony suite room exceeded my expectations, but the casino left some to be desired. I booked a comp cruise on the Margaritaville At Sea Islander ship through a promotion on their website asking for casino loyalty statuses and cruise offers. I submitted my MGM Platinum status (earned from MGM credit […]