Gain With Media
HABLALO Real Estate FL Education Contact

Francisco J. Jaramillo

Chef J.

Chef by training. Veteran. Entrepreneur. Real estate agent. Builder of digital systems that help people and businesses grow.

Based in St. Augustine, FL — I've spent years moving between kitchens, service, and the digital world. Today I run Gain With Media, a digital agency that builds web tools and WhatsApp automation for small businesses. I'm also a licensed Florida real estate agent, and through FranciskoEmprende I share the methods that have worked for me with aspiring entrepreneurs across Latin America.

Francisco J. Jaramillo — Chef J, professional headshot

St. Augustine, FL

The Story

From the Army to the Pentagon kitchen — to building businesses that last.

I'm Francisco J. Jaramillo — Chef J. I grew up developing a love for food and service, but it was the U.S. Army that shaped how I work: with discipline, precision, and the understanding that showing up matters. I served as a Staff Sergeant (SSG), earning the kind of work ethic that doesn't leave you when the uniform comes off.

As an Army chef, I earned my ACF Certified Executive Chef (CEC) credential through the American Culinary Federation — one of the highest professional designations in the culinary industry. That credential wasn't given; it was tested and earned.

The pinnacle of my culinary career came when I was assigned as chef of the Chairman's Dining Room at the Pentagon, cooking for the Joint Chiefs of Staff — the highest military leadership in the country. In FY18, I won the Chairman's Top Chef Competition and received a Certificate of Achievement presented by Rear Admiral Michael J. Dumont, Vice Director of the Joint Staff, U.S. Navy.

After the military, I brought that same standard into the civilian world. Today I'm a licensed Florida real estate agent (LPT Realty, St. Augustine), the founder of Gain With Media — a digital agency building web tools and WhatsApp automation for small businesses — and the creator of HABLALO, a WhatsApp AI platform that helps service businesses stop losing leads.

Everything I build comes from having actually run the operations: kitchens, catering, e-commerce, real estate. I know what breaks at 11 PM on a Friday — and I build systems that don't.

Credentials & Milestones

Chef J with ACF Certified Chef badge

American Culinary Federation

ACF Certified Executive Chef (CEC)

One of the highest professional culinary designations in the United States.

Chef J receiving Certificate of Achievement from Rear Admiral Michael J. Dumont

Joint Staff · FY18

Chairman's Top Chef Competition Winner

Certificate of Achievement presented by RDML Michael J. Dumont, Vice Director Joint Staff, U.S. Navy.

Chef J receiving USO award from Air Force general

U.S. Air Force · USO

USO Recognition Award

Recognized for service at a USO event by a U.S. Air Force general officer.

Francisco J. Jaramillo in U.S. Army dress uniform, Staff Sergeant

U.S. Army

Staff Sergeant (SSG) · Veteran

Served with distinction. Chef of the Chairman's Dining Room at the Pentagon, cooking for the Joint Chiefs of Staff.

Kitchen · Uniform · Award

Chef J — dramatic B&W portrait, arms crossed
Chef J sharpening a knife in the kitchen
Francisco J. Jaramillo in Army dress uniform in front of flags
Chef J receiving Chairman's Top Chef Competition award

Get in Touch

Whether it's a home, a business tool, or just a conversation — I'm here.

Real Estate inquiries: (904) 599-5732 · fjj_myhome@outlook.com