Cynthia Gray
@cynthiagray
Experienced claims adjuster and licensed private investigator specializing in subrogation.
What I'm looking for
I am an experienced claims adjuster and licensed private investigator with a career spanning insurance investigation, subrogation, SIU work, and law enforcement. I hold certifications including Certified Fraud Examiner and multiple adjuster licenses across several states.
I have built and led subrogation departments, reduced claim backlogs significantly, and managed large-loss property and automobile claims exceeding $300,000. I consistently handled high caseloads, often managing 100+ claims and reducing pendings to the low 20s.
My investigative background includes SIU and fraud investigations, recorded and written statements, scene documentation with photos and video, background investigations, and testimony as an expert witness. I also developed training materials and manuals for loss prevention and law enforcement duties.
I bring a disciplined, detail-oriented approach from decades in law enforcement and insurance, with strengths in negotiation, data entry and analysis, claims recovery, and contractor-based desk adjusting. I seek opportunities where I can apply deep investigative and subrogation expertise to improve recovery and reduce loss.
Experience
Work history, roles, and key accomplishments
Licensed Private Investigator
Lawdawg's Private Investigations
Oct 2009 - Present (16 years 4 months)
Operated an independent investigations and adjusting practice managing desk and field subrogation/property/auto claims, conducting scene investigations, recorded statements, and extensive background inquiries.
Managed subrogation, liability, and property desk claims, handling litigated matters from inception to close and improving throughput while supporting mediations and complex recoveries.
Insurance Adjuster/Investigator
R.E.D. Stone Assets, LLC
Jan 2011 - Jan 2014 (3 years)
Built and led a subrogation department, reduced claim backlogs from triple to double digits, and processed automobile and property damage claims as an owner/operator contractor for carriers.
Claims Adjuster
Capitol Preferred Insurance Company
Apr 2008 - Oct 2009 (1 year 6 months)
Processed and managed in-house property and casualty claims for Florida and Louisiana from assignment to resolution, ensuring regulatory and carrier compliance.
Auxiliary Trooper
Florida Highway Patrol
Jul 1995 - Nov 2008 (13 years 4 months)
Served as an auxiliary trooper supporting highway patrol operations until retirement, assisting with enforcement and public safety duties.
Special Agent I
Florida Lottery
Oct 2004 - Jun 2007 (2 years 8 months)
Investigated statutory violations, authored loss prevention guidance for retailers, and developed training materials for law enforcement and lottery staff.
Special Investigator
Florida Department of Insurance
Nov 1989 - Oct 2004 (14 years 11 months)
Supervised and trained field investigators, conducted investigations and audits, and testified as an expert witness in administrative and criminal hearings related to insurance regulation.
Risk Manager / Claims Adjuster
Hunt Insurance Group
Nov 1985 - Nov 1989 (3 years 11 months)
Managed claims for sheriffs' self-insurance plan, conducted risk management seminars, and edited risk publication content to support loss control initiatives.
Personal Lines Underwriter
Butler-Vause Insurance Agency
Sep 1984 - Nov 1985 (1 year 2 months)
Underwrote personal lines policies, assessed risk profiles, and supported agency operations and client servicing for retail insurance products.
Education
Degrees, certifications, and relevant coursework
Command Spanish for Law Enforcement Officers
Certificate, Law Enforcement / Language Training
Completed specialized training in Spanish language skills tailored for law enforcement communication and operations.
Certified Fraud Examiner
Certified Fraud Examiner, Fraud Examination
Attained Certified Fraud Examiner credential to support investigative and fraud examination capabilities.
Certified Public Manager Program
Certified Public Manager, Public Management
Completed the Certified Public Manager program to develop public sector management and leadership skills.
Lively Criminal Justice Training Academy
Law Enforcement Officer Certification, Criminal Justice / Law Enforcement
Completed law enforcement officer certification at Lively Criminal Justice Training Academy to meet standards for policing duties.
Florida State University
Bachelor of Science, Criminology
Completed a Bachelor of Science in Criminology at Florida State University, providing foundational knowledge in criminal justice and investigative practices.
Tallahassee Community College
Associate of Science, Legal Assisting/Paralegal
Earned an Associate of Science in Legal Assisting/Paralegal, focusing on legal procedures and support for legal professionals.
General Lines Property and Casualty Agent License
Agent License - General Lines Property and Casualty, Insurance
Held a General Lines Property and Casualty Agent license (A102737) qualifying to sell and service property and casualty insurance.
Tallahassee Community College
Associate of Arts, Law Enforcement
Completed an Associate of Arts with a focus related to law enforcement and foundational general studies.
Florida Notary
Notary Commission, Notary Services
Commissioned as a Florida Notary to perform notarial acts and attest documents.
All Lines Adjuster / Non-Resident Adjuster
All Lines Adjuster / Non-Resident Adjuster, Insurance Adjusting
Licensed as an All Lines Adjuster and non-resident adjuster across multiple states to perform insurance adjusting duties.
Availability
Location
Authorized to work in
Job categories
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