About
Why we built Oliver
People get good at hard conversations by having them: the price objection, the angry customer, the renewal that is quietly slipping away. The problem is that real practice is rare and expensive, and it usually happens in front of a customer who cannot afford for you to get it wrong.
Oliver gives that practice back. Pick a scenario, have a realistic voice call with an AI partner who pushes back the way a real person would, then get a scorecard and a clear next move. No audience, no awkwardness, no real deal on the line.
The person behind Oliver
Oliver was built by Dave Wilson. Dave is the founder of Oliver AI and the CEO of iT360, an IT services company in Auckland, New Zealand. He has spent more than 15 years helping organisations adopt technology that changes how they actually work, and the last few years building AI-enabled business systems.
He started Oliver after seeing the same gap again and again. Teams were expected to handle high-stakes conversations with almost no safe way to rehearse them. Practice with a manager is awkward and happens rarely. For most people, the only practice is the real call, where the stakes are real too. Oliver closes that gap: realistic practice on demand, with feedback you can act on straight away.
Connect with Dave on LinkedInTry a practice call yourself
The quickest way to understand Oliver is to use it. Pick a scenario, add your name, and speak with a realistic AI partner. No sign-up required.