Insured Success

Monica Cain, CIP, ICP

Monica Cain is an insurance professional with expertise in personal and commercial property and casualty insurance and is an award-winning instructor with the designation of Instructor Certification (ICP).


Career History

Monica has extensive corporate experience as a consultant/product manager in, underwriting, claims and as a program developer and trainer. She has worked for leading insurance companies including Aviva, CAA Insurance, Prudential of America and Royal Insurance. Over the years Monica has seen how the right products launched with the right programs empower employees and deliver measurable, sustainable improvements to the top and bottom lines.

Monica was certified as a CIP, Chartered Insurance Professional, in 1982 and as an advanced instructor (ICP) in 2013.

With over 40 years in the insurance industry and 35 years instructing insurance professionals combined with a passion for lifelong learning, Monica has a broad insurance experience and a deep knowledge base.

Her areas of expertise include personal and commercial lines underwriting, claims, marketing, product development, customer care and sales.

Teaching History

Monica has over 35 years hands-on experience as an instructor with the Insurance Institute, George Brown, Seneca, and Centennial College IBAO, IBAA, IBABC, Custom Software Solutions Inc.and as an on location instructor for numerous insurance companies. Her ability to not only instruct CIP students but also to inspire them to become students of the insurance business resulted in her winning the first ever Instructor of the Year award from the Insurance Institute. Monica's love of the industry and of teaching spurred her to take on many volunteer opportunities with the Insurance Institute. One significant opportunity was to chair a team of underwriting experts in the creation of three new and progressive text books now part of the CIP curriculum. For her dedication to teaching and promoting professionalism through volunteering with the Insurance Industry Monica was presented with the Insurance Institute Award of Merit in 2002. Monica also volunteered to co-author and pilot the Insurance Institute’s new Advanced Instructor Certification course in 2013.

Since establishing Insured Success in 2009, Monica has helped many to succeed and grow in this exciting and rewarding profession. Please take a moment to take a look at the testimonials by previous Insured Success customers and students.


Services provided include customized learning solutions, product creation, program assessments and recommendations, construction of interpretive information for sales, service and customers and more. Monica offers an array of seminar and webinars as well as full service online tutoring for various courses and licensing requirements. Tutoring includes the completion of a full service online program for RIBO and OTL licensing including a highly successful course for the RIBO Equivalency examination.

Monica Cain
Monica is ready to put these skills and talents to work with you for your organization. Please call (416-412-7336) or email For additional information, visit