I really enjoyed today’s interview because is it packed full of eureka moments. Sometimes looking at a business from the outside it is hard to work out exactly what it does and how and why it does it. Visiting the website of a company of this sort tends to throw up more questions than it answers. And that’s frustrating for a journalist as It’s my job to make sense of these thingsFor me cyber reinsurance underwriter Envelop Risk was one of those business – a bit of a black box that was hard to see into. I had known Jonathan Spry its CEO for about twenty years. Jonathan is very smart and has always operated at the high added value end of the Insurance value chain, where insurance and reinsurance blur into the capital markets, but in all that time I had never sat down and had a really long, researched conversation with him. And that’s why this is such a satisfying interview. In the next forty-five minutes we dissect Envelop’s augmented underwriting business model, looking at its Lloyd’s and Bermuda platforms and its Machine-learning-powered approach to underwriting cyber risk.But this conversation goes way beyond and examines the future of underwriting itself in the global syndicated risk and capital markets, as well as outlining some of the new classes of business that will emerge in the coming decades.Envelop has an appetite way beyond Cyber and this is a really rewarding encounter with someone who understands our business in a more tech and capital savvy way than most of us. At the end of this conversation I felt like the person who has been allowed deep inside the black box and gets to see how it works and interrogate its way of thinking. Jonathan was on excellent form and was disarmingly open and accessible about Envelop’s modus operandi.I feel enlightened for this experience and so will you NOTES:  GOFAI = Good Old-Fashioned AI LINKS:We thank our naming sponsor AdvantageGo:https://www.advantagego.com