Caylin grew up in a working-class family in Northeast Baltimore. Caylin was blessed to have parents that stressed the importance of a good education. He graduated from Baltimore City College, Hampton University and the University of Baltimore School of Law. In law school, Caylin served as the National Chair of the National Black Law Students Association.

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Caylin has spent his career serving the people of Baltimore and the State of Maryland.

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• Director of Public Policy at the ACLU of Maryland

• Director of Legislative Affairs for the Office of City Council President Brandon Scott

• Community Outreach Coordinator for Senator Nathaniel McFadden

• Law Clerk and Community Liason for State's Attorney Marilyn J. Mosby

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Caylin has played a critical role in passing legislation that impacts the issues that matter to the people of our communities.

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• Comprehensive police reform legislation, including the repeal of the LEOBR and the most robust standard regulating police use of force in the country.

• Supported the passage of the Kirwan Commission recommendations to provide new funding for our students

• Requiring the Mayor to create a biennial crime reduction plan

• A program to provide tenants with counsel in eviction proceedings

• Requiring the city to hire a city administrator for better service delivery

• Reestablishing Local Control of the BPD

• Strengthening the gun offender registry to include gun traffickers and straw purchasers

• Centering public engagement: Organized 9 town halls city-wide with then-Council President Scott including 2 in the 45th