J.C. Newman Cigar Co. has started shipping the first 2026 release of Diamond Crown Julius Caeser Troublemaker, a limited production size in the company’s Diamond Crown Julius Caeser line.
The Troublemaker stands out for its unusual shape, which the company says was inspired by a cigar pictured on a vintage poster hanging in the office of Rich Dolak, vice president of operations for both J.C. Newman and Arturo Fuente. According to Drew Newman, the idea for the cigar came after asking whether that shape could be recreated for production.
“One of my longtime mentors is Rich Dolak, the vice president of operations at both J.C. Newman and Arturo Fuente,” said fourth-generation owner Drew Newman. “Since I was a teenager, I’ve sat in Rich’s office and listened to him teach me about the cigar business. Above Rich’s desk hangs a vintage poster with a unique cigar shape. Three years ago, I asked him, ‘Why can’t we roll a cigar like that?’”
J.C. Newman says Dolak hand-shaped a dowel with a knife to match the cigar shown on the poster, which was then used to create custom molds for the vitola.
“We call it ‘The Troublemaker’ because it was very difficult to make,” said Newman. “Rich used a knife to shape a dowel to match the cigar shown in the poster above his desk. We then used that hand-carved dowel to create custom cigar molds for this special size.”
“Because this cigar was such a pain to create, the factory has another name for it,” said Newman. “As that name is not appropriate to print, it’s officially called ‘The Troublemaker’.”
The cigar uses an Ecuadorian Havana wrapper, a Dominican binder, and fillers from the Caribbean and Central America.
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