Charlette Sinclair

Charlette Sinclair

Legal Consultant

Key Facts

Portland State University, BS in Criminal Justice
Professional Affiliations
Oregon Trial Lawyers Association Oregon Criminal Defense Lawyers Association


Charlette Sinclair has dedicated her career to helping lawyers maximize settlement value for their legitimately injured clients. Her background isn’t traditional - while working as a paralegal for mass volume law firms she realized the ineffectiveness of the traditional, narrative-style demand letter. She then learned about the Colossus bodily injury claim software and other claims evaluation software from leading insurance software expert Aaron DeShaw, who taught her “there is an art to advocacy, but a science to settlement.” As she continued to develop her knowledge of the insurance industry evaluation process, she had the privilege of learning more from former insurance adjusters and insurance claim process experts who provided great insight, and embarked on a mission to help change the way law firms prepare and present their cases to insurance companies.

Since 2010, Charlette has studied the demand letter process, analyzed cases, consulted with law firm on their settlement practices, and written demand letters.  For over a decade she has refined a series of demand letter methods that trigger the bodily injury software systems, and traditional evaluation methods that insurers use to evaluate bodily injury claims. Often referred to as a law firm’s "secret weapon," she led a team of doctors, nurses and paralegals who helped law firms outsource demand package preparation, treatment chronologies, etc. She has consulted directly with law firms, training lawyers and their staff on the use of her proprietary demand letter formats as a tool to achieve higher settlement offers for their clients. She often is called in to consult with firms who are consistently getting “low ball” offers for their cases in order to turn around their claim values and improve their settlement practice.

She has lectured nationally on the demand letter process for many legal organizations including Trial Guides, Mass Torts Made Perfect, 360 Advocacy and more.

Charlette also gained experience working with a variety of different law firms as a visual media consultant for High Impact - training at their headquarters in Denver, and collaborating with their team of medical illustrators, animators, and medical specialists. While training in legal visual exhibits, she acquired niche skills in advanced visual claim presentation methods, that allows her to better serve lawyers during the demand submission process, in ADR, and during trial.

Aside from serving the Plaintiff’s bar, Charlette also spent the past several years assisting corporate counsel managing commercial contracts and legal operations for Fortune 100 companies with cutting edge legal automation, and more recently a leading Healthcare AI company equipping providers with industry-leading artificial intelligence.

Her passion for legal technology led her to develop new Software as a Service (SaaS) to help personal injury lawyers achieve maximum settlement value without hiring a consultant. In 2020, Sinclair co-founded Settlement Intelligence, next generation legal automation including AI Demand Letter SaaS that instantly generates demand letters in the same proprietary format that she has provided to her clients for so many years.

When she’s not working, she enjoys travel, spending time with friends and family, driving sports cars, fishing, and playing with her dog.

Charlette Sinclair's Products