Keith McManamen is a strategic analyst with Psiphon, a Hogtown-based company that circumvents Internet censorship around the world. Keith is also a member of the growing University of Waterloo alumni to have graced this show with their time. We spoke with Keith about fucking with repressive governments, violating sovereignty, and the Internet as a moral entity. We also talked about how the United States is spying on us, how the media has become Orwell’s Ministry of Truth, and the Privacy V. Convenience dilemma.
Bruce Croxon is Managing Partner of Round13 Capital and a former star of CBC’s Dragons’ Den. A Scarborough boy, Bruce co-founded Lavalife, a company that pioneered online dating and social media. And aside from being the most successful person that Barry’s interviewed, Bruce is a pretty happy guy. He spoke with us about growing up in a mixed race family, dealing with loss, and how being ethical makes you money. Bruce also talked about why he would be a bad mayor, the uncertainty of Tinder, and fighting off retirement.