CareerConext is an AI-based communication tool that automates key admissions, enrollment, financial aid, human resource and career services processes.

More basically, it improves business insight and electronically streamlines communication with students, graduates and employers.

The tool updates all stakeholders through mobile-friendly web portals, bi-directional text communications and custom message alerts.

CareerConext Enroll enables new students the ability to complete their entire enrollment process on the phone. Including transcript requests, background checks and electronic signing of all CareerConext’s student portal helps students complete large, paper-intensive processes by breaking the process into small, manageable tasks. Students, faculty and staff are alerted to where students are in every step of the process and their gentle text nudges remind students via text to keep moving towards completion.

Founder Michael (Mike) O’Brien is passionate about innovation, and was a co-founder and the CEO of, a pioneer in providing college finance solutions online. Founded in 2000, became one of the most successful student loan companies in the U.S., capitalizing on Mike’s direction and innovative Internet marketing strategies. funded more than $1 Billion in student loans each year. At, Mike conceptualized and created (at the time, the number one online college search engine), (online feedback community) and (a college social networking website). In October of 2004, Mike sold and properties to Education Lending Group (now Student Loan Xpress) which in turn was purchased by CIT (NYSE: CIT) for $400MM in January 2005. 

CareerConext is the Cool Tool Award Finalist (2021) for “Best Enrollment & Admissions Solution” as part of The EdTech Awards from EdTech Digest. Learn more.


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