"What if we tried our hands at a Cigar Company? Could we make something better?"

The Idea

It began, as most great things do, with a conversation between friends. In March 2024, amidst the rich aroma of well-aged tobacco, we—Caleb Doolittle and Matthew Redding—found ourselves asking what was missing from the American cigar market. The answer was right in our hands: a truly premium, hand-rolled cigar that celebrated honor, service, craftsmanship from seed to smoke.

That realization was the spark. It was the moment Bomber Jacket Cigar Company was born.

We aren't just creating another cigar; we are on a mission to build an American icon. Our passion is to craft the finest cigars in the United States, and we believe that combining this commitment to quality with your retail expertise creates a powerful partnership for the future.

The Team

A single spark of passion can start a fire, but it takes a dedicated team to build it into a lasting legacy. Bomber Jacket began as a shared dream for crafting America's Cigar, a vision born from friendship. The individuals below are the ones who stoke that fire, a team whose collective expertise and unwavering commitment are forging that dream into a reality.

Caleb Doolittle, CEO

At the helm of the company, Caleb is the operational leader who steers the mission forward, ensuring every step we take is true to our purpose.

Adam Coker,

CFO

Adam brings a sharp analytical mind to our creative fire. His strategic expertise provides the solid foundation on which our vision is built.

Natalea Waller,

CPO

Natalea is the deep well of knowledge behind every cigar we create. She is the crucial link to our community, translating the complex notes of each blend into a story that brings our mission to life.

Matthew Redding, COO

As the creative soul of the company, Matthew channels our passion into the very essence of our cigars, overseeing the craft from leaf to label.

Ryan Waller,

CSO

Ryan is the backbone that carries our story to the world. He builds the bridge connecting our craft with the community it’s made for.

Scott Arnold,

Director of Sales

Scott is the architect of our growth, building the key partnerships that carry our cigars to new horizons. He’s on the front lines, forging the relationships that expand the Bomber Jacket family.

Our Heritage. Our Mission.

More than a Name

The name Bomber Jacket Cigar Company was chosen to honor the military history woven into the very fabric of our families.

A Legacy of Greatness

At the heart of our story is General Jimmy Doolittle, Caleb’s blood relative, and the celebrated figure often credited as the father of modern aviation.

A Shared Heritage

This profound connection to service isn't just one thread, but a common bond that unites all of our founding members, each with their own deep ties to the U.S. military.

A Mission to Serve

We believe that honoring this heritage requires action. We are a mission-driven company, founded on the clear and simple principle of giving back to those who serve.

90% Smoke.

10% Giveback.

We are proud to commit 10% of all sales—not just profits—directly to charities that support our nation's heroes, both locally and across the country.

Honoring our Heroes

These funds are directed to vital organizations focused on supporting active service members and veterans, with a heavy emphasis on suicide prevention. It is our privilege to support their work and our goal to grow our contributions for years to come

Our Commitment to the Craft

Our heritage inspires our mission, and our mission is simple: to create an unforgettable, American-made cigar. We are dedicated to the art of our craft, confident in our quality, and excited to share our passion with you.

Now, our story continues with you. As we grow, our passion for the art and community of cigar smoking only deepens, and we hope to share that experience with every person who tries a Bomber Jacket cigar. We invite you to join us in this mission, to build a partnership that honors tradition while crafting a new legacy of American excellence.

We've poured our hearts into this company, not just as a business, but as a way to honor the legacies we carry and the community we serve. We sincerely hope for the opportunity to build a partnership with you and share this journey together.

From all of us here, thank you for taking the time to hear our story.

~ The Bomber Jacket Cigar Company Team