Insurance Fraud, Personal Branding, and 37 Years of Solving Riddles with Kelly Riddle

When your last name is Riddle, solving problems kind of feels inevitable.

In this episode, Kelly sits down with Kelly Riddle, founder and CEO of Kelmar Global, to unpack a 37-year career in fraud investigation — from insurance fraud and corporate theft to how the field has evolved in the digital age.

They dive into what actually makes someone commit fraud, the differences between male and female embezzlers, and why no one committing fraud thinks they’re the bad guy. Kelly Riddle also shares his go-to interview techniques for getting people to confess — without ever leading with accusations.

Plus: why committing insurance fraud is a terrible idea (they know more than you think), how technology has changed investigations, and the surprisingly strategic side of naming and branding a business.

🔍 In this episode:

• Why insurance fraud is harder to get away with than ever
• The psychology of fraud: rationalization, guilt, and opportunity
• Male vs. female embezzlers — who actually gets away with more?
• Interview techniques that get people talking (and confessing)
• How fraud investigation has evolved over nearly four decades
• The role of social media and digital footprints in modern cases
• Why you should never name your business after yourself
• How strong branding shapes your reputation in an industry

Connect with Kelly Riddle: https://www.linkedin.com/in/kellyriddle/

Kelmar Global:https://www.kelmarglobal.com/About-Us

PI Insitute: https://piinstitute.com/