Montgomery is a former Chicago newspaper editor and an award-winning documentary filmmaker. Since 2015, has led mobile journalism courses at the EFJ school of journalism in Paris, and FH Wien School of Journalism in Vienna.
He has trained reporters from CNN, The New York Times, Reuters, Channel News Asia, Belgian Public Television, Russ Media, Al Jazeera and Singapore Press Holdings
As a distinguished visiting professor he has lectured and led courses for the Medill School of Journalism, the Danish School of Journalism, American University, Cairo University, and KU.
In 2011 he developed the mobile journalism training program for Radio Free Europe / Radio Liberty and has trained more than 20,000 storytellers in mobile video methods.
He authored the Mobile Journalism syllabus used by leading universities and leads a certificate course in digital storytelling for the United Nations public information officers.
He holds a b.a. in Journalism (1990 - Eastern Illinois University) and worked as an editor at the Chicago Tribune and Chicago Sun-Times between 1993 and 2005.
His clients include Reuters, CNN, Radio Free Europe, TVN, TVP, VRT, MTV3, France24, Al Jazeera, Mediacorp, Correctiv, Reporter Fabrik, Russ Media, APA, WAN-IFRA Asia, Channel News Asia, SPH, IREX, Thomson Reuters Foundation, Caritas, and
The New York Times.