The Major BBS/Galacticomm
Brinker was the second customer of, and eventually one of the first employees of, Galacticomm, the company founded by Tim Stryker that created The Major BBS. He purchased The Major BBS and one of Galacticomm's multi-modem cards in September 1986 when he was 15 years-old and launched Moonshae Isles BBS in South Florida.
In January 1991, Brinker joined Galacticomm as vice president, primarily leading the company's marketing efforts. In April 1993, he was promoted to president and CEO at age 21 . In 1996, Galacticomm brought on Robert Shaw as CEO, and in October 1996, Galacticomm was sold to a group led by Peter Berg and Yannick Tessier. Brinker sold his interest in the company at that time and left to pursue a new venture with Christopher Robert, the then CTO of Galacticomm.
Some of Brinker's experiences with Galacticomm are recounted in the film BBS: The Documentary.
In 1998, Brinker co-founded i-on interactive, inc. with Anna Talerico, Justin Talerico, and Christopher Robert. ion interactive was initially a boutique web development firm with clients that included Citrix, Office Depot, Siemens, and Yahoo! .
Starting in 2005, Brinker and the Talericos began to develop a post-click marketing platform called LiveBall, a software-as-a-service landing page management system. In 2007, the company stopped taking on new web development projects and focused on building this new business, which Brinker has described as "landing pages 2.0". 
Brinker is currently the president and chief technology officer of the company. 
Although Brinker initially went to the University of Miami on early admission from his junior year in high school, he dropped out when he joined Galacticomm full-time in 1991. In 2002, Brinker returned to school part-time at the School of General Studies at Columbia University in New York City, where he graduated with a B.S. in Computer Science summa cum laude as valedictorian of his class . From 2005 to 2007 he was a part-time Sloan Fellow at the MIT Sloan School of Management where he earned an MBA.
Brinker is married to Jill Geiser, they have recently had a daughter and currently live in the Boston area.
He writes a personal blog on marketing technology called Chief Marketing Technologist.