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@jaypenn
Experienced professional in music, real estate, and campaign consulting.
Hi, I’m Jayson. With over 15 years of diverse experience in music and sound production, real estate, and political campaign consulting, I bring a unique blend of creativity and strategic thinking to every project. My journey has been defined by a commitment to service, integrity, and continuous learning. I thrive in fast-paced environments where I can leverage my skills to drive efficiency and foster growth.
Throughout my career, I have successfully managed social media strategies for political figures, significantly increasing their online engagement and community presence. My role as a Senior Campaign Consultant has allowed me to develop comprehensive outreach strategies and build strong coalitions, ensuring effective voter engagement. Additionally, my experience as a Property Field Adjuster has honed my analytical skills, enabling me to navigate complex claims and provide exceptional service to policyholders.
I am passionate about fostering community connections and advocating for diverse cultural perspectives. As a member of the Cultural Affairs Advisory Board for the City of Doral, I actively contribute to initiatives that enhance community engagement and celebrate our rich cultural heritage. I am excited to continue my professional journey, seeking opportunities that align with my values and allow me to make a meaningful impact.
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Work history, roles, and key accomplishments
Chuck Callesto Political Social Media Influencer
Jun 2024 - Present (1 year 5 months)
Developed and wrote engaging political content for social media platforms, ensuring consistency with political messaging and public persona. Managed content schedules, monitored trends, and adapted strategies to optimize reach and audience engagement. Grew social media following from 800k to 885k, increasing engagement and strengthening the online community.
City of Doral
Jan 2022 - Present (3 years 10 months)
Provided strategic input on cultural initiatives, ensuring alignment with the city’s vision and enhancing community engagement. Collaborated with city officials to plan and promote cultural events, fostering a vibrant and inclusive environment. Reviewed and recommended funding allocations for cultural projects and served as a liaison between the board and local artists.
Jet Appraisal Corporation
Mar 2015 - Present (10 years 8 months)
Created and implemented developmental strategies to broaden the company’s footprint and acquired relationships with existing and prospective clients. Spearheaded appraiser recruiting strategies in key Florida counties and represented the company on the ServiceLink EXOS Innovation Council. Piloted the implementation of the EXOS platform as the lead partner office in South Florida.
The Campaign for Christi Fraga for Mayor of Doral
Jan 2022 - Dec 2024 (2 years 11 months)
Spearheaded outreach efforts through canvassing, door-to-door engagement, and phone banking to increase voter awareness and drive fundraising. Developed and executed targeted strategies to engage voters and strengthen community support. Managed and updated social media platforms to effectively communicate the candidate’s message and ensure consistent public engagement.
The Campaign for Johnny Fratto for U.S. Congress
Feb 2024 - Aug 2024 (6 months)
Conducted extensive fundraising efforts, managing donor outreach and securing contributions to meet campaign goals. Strategically planned candidate appearances and developed comprehensive campaign strategies to maximize voter outreach and engagement. Managed social media accounts, acted as a surrogate speaker, and provided real-time Spanish translation at events.
EA RENFROE & Company
Sep 2021 - Aug 2024 (2 years 11 months)
Investigated, determined coverage, and adjusted property loss claims across multiple projects, including major hurricanes and tornadoes. Conducted inspections of loss sites, wrote appraisals for dwelling repairs, and coordinated vendor services. Explained coverage to policyholders and assisted with damages, emergency repairs, and additional living arrangements.
Anco Media Group (Evolution 93.5 FM)
Feb 2015 - Sep 2015 (7 months)
Produced radio shows, working closely with on-air personalities to enhance vocal recordings and production quality. Scouted and recruited DJ talent to strengthen the station’s programming. Prepared music mixes tailored to designated time slots, ensuring optimal audience engagement.
Degrees, certifications, and relevant coursework
Undergraduate Studies, English
Activities and societies: Founding Father – PH Chapter of Phi Mu Alpha
Undertook studies in English at Florida International University. Focused on developing strong communication and analytical skills.
High School Diploma, General Studies
Obtained a High School Diploma from South Miami Senior High School. Completed general education requirements.
Pre-Licensing Certification, Adjuster Certification
Completed the Florida Certified Adjuster Pre-Licensing course through Adjuster Pro Online School. This program provided foundational knowledge and skills necessary for property adjusting.
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