Andy Wheeler’s career spans over two decades and multiple industries, from helping arts and culture institutions move off paper diaries to running property and accounting software today. In this episode, he reflects on the lessons learned from building and leading management software across very different verticals — and what remains surprisingly consistent no matter the industry. From product roadmaps and client intimacy to pricing and innovation, Andy shares how the challenges of a theatre or museum can echo those of a property manager or landlord. His story shows how the fundamentals of vertical Management Software travel across sectors, and why leaders who understand these common threads can build stronger, more resilient platforms.