CaboPress 2014

April 25, 2014 • Ben May •

Earlier this year Chris Lema announced a Mastermind group / event in Cabo San Lucas, Mexico, called “CaboPress” which got my attention.

For those who don’t know what a Mastermind is:

Mastermind groups offer a combination of brainstorming, education, peer accountability and support in a group setting to sharpen your business and personal skills. A mastermind group helps you and your mastermind group members achieve success.


I pretty quickly made my mind up and organised my flights around the world to hang out for 4 nights with a bunch of Chris’ friends. Now, these weren’t just a bunch of random friends, they were all people who’ve accomplished something or had some insight to share. They’re all known in various circles within the WordPress community / eco system.

In total, the group was only 12. Chris, Karim and Kari Leigh, Cory and Lindsey, Syed, Jared and Sam, Ken, Rebecca, Suzette and yours truly. (Oh, and Cory and Lindsey’s newly born son) Also, I was the only non-American there.

The group was a really interesting mix of people, who all have businesses of different shapes and sizes, from different backgrounds and industries (though somehow connected to WordPress) with unique experiences and insight to share.

What I really loved about the trip, was the laid back nature of it all. My other half asked me while I was over there, where the schedule was and like most, concluded that this was just a 4 day vacation to an amazing part of Mexico, to eat and drink by (or in) the pool.

Well, to the untrained eye, that probably did look like it. But in reality, the structure was there so you could make the most of it, for what anyone wanted to get out of it.

We all got together for our three meals a day, and that was about it as far as the schedule went. For example, after breakfast one morning, I hung with Rebecca and Ken for a bit, we all talked about our own businesses and where things are, and advice for each others pain points. Later in the day, I was over at one of the pools, talking with Chris, Karim, Jared and Syed. Then we’re all back at lunch together.

After each dinner, we did retire to a bar where there was more of a “round table” / group discussion. Again, you could contribute as much or as little as you wanted to the discussion.

Because of the laid back, somewhat structure free schedule, it meant that if you wanted to use the four days to just chill (and in my opinion, waste) you could do just that. If you wanted to talk to a certain someone, you could go and chat one on one. It you was your job to get what you wanted to get out of it.

Needless to say, I had a great time. Met a bunch of great people who I look forward to seeing again at another WordCamp or event in the States next time I’ve over there.

Below are a bunch of photos I snapped on my phone over the 4 days. We were blessed with amazing weather. Ideal for swimming in the pool, and enjoying a refreshment or two.

A massive thanks goes to Chris, his generosity is noted and appreciated. One thing I got to learn by spending a bit of time with him is, he’s one of those rare, totally genuinely good guys. People like that, I have unlimited time and respect for.

CaboPress 2014

Fiesta Americana Los Cabos

Sunrise at Fiesta Americana Los Cabos

Sunset at Dinner at Fiesta Americana Los Cabos

Swimming pool at Fiesta Americana Los Cabos


Mexico meets Coast


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