
Cool Incubator
The group's build arm. Product development, design and technology consulting.
Most groups stop at the investment. We keep going, because the team that built House Advantage knows what a company needs in the two years after the money lands.
Outright acquisitions and strategic equity in companies with technology worth owning.
Board seats and hands-on direction across marketing, technology and loyalty.
Cool Inc, our own product, design and engineering team, goes to work on the product.
Twenty-five years of gaming, hospitality and technology relationships, opened up.
Wholly owned businesses and strategic positions across technology, hospitality, media and gaming. The list grows; the way we work with each one does not change.

The group's build arm. Product development, design and technology consulting.

Cybersecurity for small and mid-sized businesses, acquired by the group in 2019.

Streaming channels and original content reaching viewers worldwide.

An award-winning craft brewery with a Southern California twist.

A patent-pending rewards platform built for the video gaming market.

Modern media across film, television, games and music, plus brand licensing.
Four restaurants, run with the same operating playbook we bring to technology.
Cool Inc is how Entourage builds. A product, design and engineering team that works on the companies we own, takes on consulting for partners, and gets an idea from a conversation to something people can use.
What the companies in and around the group have done. Figures come from the awarding organisations, not from us.
Jon starts a loyalty and marketing technology company in Las Vegas, later building teams there and in India.
A private group to own and back technology and lifestyle businesses, with operators rather than passive money.
House Advantage at No. 1453 on the Inc. 5000 and 347th on Deloitte's Technology Fast 500, after 287 percent growth. TV4 Entertainment named to Fast Company's Most Innovative Companies the same year.
HALo and around twenty of the team move to the gaming industry leader. Eighteen years from founding to exit. Announcement
Cool Inc gives the group its own product, design and engineering team, so the next company gets built as well as backed.
Entourage supports non-profits that deliver real services to children and families in need. The drives run every year, and the involvement goes past writing a cheque.
They are the unsung heroes in the Las Vegas community, helping so many local young people on the path to success.
Jon Wolfe, on Olive Crest



Granting wishes for children with critical illnesses. Jon chairs the board.
Children and families served daily across California, Nevada and the Pacific Northwest.

Founder, Chairman & CEO
Jon founded Entourage in 2009 after more than twenty-five years running technology and operations inside the gaming industry. He built House Advantage, the Las Vegas loyalty platform behind HALo, into an international business, and Light & Wonder acquired its assets in 2022.
Today he invests in and builds technology and lifestyle companies, takes board seats where he can be useful, and gives the same attention to the charities the group supports.
Track recordNo deck needed to start. What you are building, who it is for, and where you are stuck.
Either way. A no comes with the reason, so you are not left guessing.
The conversation covers what you need beyond money: the build, the board, the introductions.
If your company fits the way we invest and build, we would like to hear about it. Founders get a reply from a person, not a form letter.