Questions to ask a Cigar Roller for Hire

When looking to hire a cigar roller for an event or celebration, it’s important to consider various topics to discuss with potential candidates. Here are some key topics and questions to explore when hiring a cigar roller:

Experience and Expertise:

  • How many years of experience do you have as a cigar roller?
  • Have you worked at events similar to mine, such as weddings, corporate gatherings, or private parties?
  • Can you provide references or examples of past events where you’ve worked?

Tobacco Selection and Quality:

  • What types of tobacco do you use for rolling cigars?
  • Can you guarantee the quality and freshness of the tobacco leaves?
  • Do you offer a variety of cigar blends and sizes to suit different preferences?


  • Are you able to create custom cigar bands with names, dates, or event-specific messages?
  • What options do you offer for personalizing the cigars to match the event’s theme or branding?

Presentation and Setup:

  • How do you typically set up your cigar rolling station or booth at events?
  • Can you adapt your setup to align with the event’s decor or theme?
  • Do you provide all necessary equipment, such as cutting tools and lighters?

Entertainment and Engagement:

  • What is your approach to engaging with event guests while rolling cigars?
  • Can you educate guests about the cigar-making process or provide cigar etiquette tips?
  • Do you offer any interactive elements, such as allowing guests to roll their cigars?

Legal Compliance:

  • Are you familiar with local and state regulations related to cigar rolling at events?
  • Do you possess any necessary permits or licenses for your services?
  • How do you handle age verification for guests who wish to smoke cigars at the event?

Availability and Scheduling:

  • Are you available on the date and time of my event?
  • How early do you need to arrive to set up your cigar rolling station?
  • What is the duration of your services, and can you accommodate my event’s schedule?

Cost and Packages:

  • What is your pricing structure, and what does it include (e.g., cigars, customization, labor)?
  • Do you offer different packages or pricing options to fit various budgets?
  • Are there any additional fees or charges I should be aware of?

References and Recommendations:

  • Can you provide references from past clients who hired you for similar events?
  • Are there any industry professionals or venues that recommend your services?

Logistics and Requirements:

  • What specific requirements or accommodations do you need from the event venue or host?
  • How do you handle the disposal of cigar waste and maintain a clean environment?
  • Do you have any technical requirements, such as access to electricity for lighting cigars?

Insurance and Liability:

  • Do you carry liability insurance to cover any unexpected incidents or accidents during the event?
  • How do you handle situations where guests may be inexperienced or unfamiliar with cigar smoking?

Contract and Payment:

  • Will you provide a written contract that outlines all agreed-upon terms and details?
  • What is your payment schedule, including deposit requirements and final payment?
  • Are there any cancellation or refund policies I should be aware of?

Menu and Cigar Offerings:

  • What types of cigars do you typically offer, and can you provide descriptions of their flavors and strengths?
  • Can you recommend cigar and beverage pairings for the event?
  • Do you offer any additional services, such as cigar tastings or cigar-related giveaways?

By addressing these topics and asking relevant questions, you can make an informed decision when hiring a cigar roller for your event. This ensures that the experience is not only enjoyable for your guests but also seamlessly integrated into the overall atmosphere and theme of your celebration.