Testing Challenges of B.O.S.T.O.N. – A Self-Driving AI Bus System

Bob Crews, CEO of longtime SQGNE sponsor Checkpoint Technologies


Bob Crews's Highly-Interactive Fun AI Exercise - Zoom/In Person
Try to attend in person!


Wednesday May 21, 2025 6:30-8:00 pm


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Check in between 6:00 and 6:30 to network


The disruptive role of AI technologies and tools has revolutionized Quality Assurance and Software Testing from two sides – using AI to test and testing AI systems. The specific challenges, and the degree of their disruption, depend upon your role. Is your perspective that of a developer, test engineer (manual and/or automation), test lead, manager, executive, or owner(s)? Utilizing a realistic, but completely fictitious scenario, this dynamic, interactive presentation/exercise will focus on the early engagement on an AI project and identify the six categories of challenges as seen through the eyes of an IT Executive Board.

The Scenario: YOU, the attendees, will be participating as members of the Checkpoint Technologies Executive IT Team. Checkpoint Technologies has been awarded a prestigious contract by Imaginary Corporation to test their state-of-the-art, fully autonomous self-driving bus system B.O.S.T.O.N. – Behavioral Omnidirectional Self-driving Transportation Optimization Network. The AI system is a strong AI, meaning it has a higher level of autonomous reasoning, learning, and adaptability than traditional narrow AI systems. This makes testing uniquely complex and highstake.

We must provide Imaginary Corp. with a list of our concerns and risks so that they can provide more detailed information as we work to develop a comprehensive test strategy. Your goal is to ensure project success, minimize and mitigate risk, and protect Checkpoint Technologies (from potential liabilities arising from negligence)

  • Provide a guide to better anticipate and plan to overcome AI challenges
  • How teams have been asked to evolve their testing in recent years, and what impact that has on legacy app testing
  • Understand how organization challenges, risks, and concerns impact Quality Assurance and Software Testing of and with AI
About the Speaker. . .

Fan favorite Bob Crews, CEO of longtime SQGNE sponsor Checkpoint Technologies, is a consultant with 33 years of IT experience in full life-cycle development and software testing. Bob and his organization provide services and solutions focused on QA with a concentration in functional, performance and security testing. He's assisted 290+ organizations such as Harvard University, Raymond James, the FBI, and the DVA in developing teams, processes, and solutions. He's exceptionally enthusiastic about the future of IT and software testing and believes "The best is yet ahead!"

Grateful thanks to sponsors Microsoft and mabl for making SQGNE possible. Please let us know of any additional prospective sponsors.


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May 2025