Jaimie Pickles

Co-Founder & CEO, First Interpreter

Role: Associate

Site: CDL-Wisconsin

Stream: Risk

Jaimie Pickles is an entrepreneur in the insurance advertising, distribution and sales space. He has pioneered and led multiple companies, including InsWeb Corporation (the first online insurance marketplace), We Speak Insurance (the first insurance call generation company), Canal Partner LLC (an advisor and investor in early-stage innovation in the insurance sector) and now, First Interpreter, his ninth start up – the first and only company that enables carriers and agents to know their competitive position in real-time when considering a lead, click or call. Jaimie lives in Wilmington, DE and has a bachelor’s from the University of Tennessee and an MBA from the University of Chicago.