JOIN THE TEAM AT BOOTLEGGERS
Would you like to cultivate a career in luxury hospitality and fine dining?
Bootleggers is seeking professional, hospitality-focused team members who are career-driven with a team-player mindset. While we are hiring for the upcoming season, we prioritize applicants looking for a long-term home with our crew.
Current Openings: We are currently accepting applications for Servers, Bartenders, and Housekeeping.
Why Bootleggers?
WE PAY MORE - Come join us!
Located on the shores of Lake Nokomis in the Northwoods of Wisconsin, Bootleggers offers a fun, fast-paced, and empowering environment. We look for responsible, positive individuals who work with integrity and take initiative.
The Schedule: We offer Full-Time and Part-Time opportunities, with primary shifts running Thursday–Monday.
The Benefits:
Top-Tier Pay: High hourly wages plus excellent tip potential.
Flexible Scheduling: Work-life balance in a beautiful setting.
Growth Opportunities: We love to promote from within and sharpen your skills.
The View: You won't find a better "office" window in the Northwoods.
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The Opportunity Are you outgoing, detail-oriented, and looking for a lucrative position at the premier spot on Lake Nokomis? Bootleggers is looking for new faces to join our bar team! While we are an upscale venue, prior experience is not essential. Some of our best bartenders started with zero experience and were trained right here. If you have a great personality and a strong work ethic, we will teach you the rest.
What We’re Looking For
Self-Motivated: You don’t wait to be told what to do; you see a glass that needs polishing or a guest who needs a refill and you jump in.
Willingness to Learn: You’re excited to master upscale service, craft cocktails, and the art of Northwoods hospitality.
Creativity: You enjoy experimenting with ingredients and helping guests find their new favorite drink.
Requirements: Must be 18+ and able to obtain a Wisconsin Responsible Beverage Server License.
The Day-to-Day
Provide a high standard of service while ensuring all guests are of legal drinking age.
Operate the POS system, maintain balanced cash registers, and manage guest tabs with precision.
Keep the bar "battle-ready" by stocking ice, glassware, and product throughout the shift.
Physical Requirements: This is an active role; you must be able to stand for long shifts.
Availability: Weekend availability is required, as that’s when the magic—and the best tips—happen.
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The Opportunity: Join the team at one of the busiest and most beautiful venues in the Northwoods. We are looking for dependable individuals to provide top-tier hospitality to our dining and wedding guests. At Bootleggers, we value a "can-do" attitude and a friendly smile above all else—we are happy to train the right person!
What We’re Looking For
Great Energy: You enjoy a social, fast-paced setting and stay calm when the patio is full and the "rush" is on.
Professionalism: You take pride in your appearance and personal hygiene, acting as a positive representative of our brand.
The Team Player: You take initiative and are happy to assist other positions when the team needs a hand.
Flexibility: Availability for our busy summer weekends and wedding events is required.
The Day-to-Day
Provide friendly, attentive service across our dining room, bar, and patio.
Introduce our menu, suggest specials, and accurately manage guest orders.
Deliver food and drinks with proper accompaniments while maintaining high food safety standards.
Physical Requirements: Ability to be on your feet for long periods.
Reliability: Must have reliable transportation to our Tomahawk location.
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The Opportunity: Join the team at one of the busiest and most beautiful venues in the Northwoods. We are looking for dependable individuals to provide top-tier hospitality to our dining and wedding guests. At Bootleggers, we value a "can-do" attitude and a friendly smile above all else—we are happy to train the right person!
What We’re Looking For
Great Energy: You thrive in a social, fast-paced setting and stay focused when the patio is full and the "rush" is on.
Professionalism: You take pride in your appearance and personal hygiene, acting as a positive representative of our brand.
The Team Player: You take initiative, anticipate the needs of our servers and bartenders, and love keeping the energy high.
Flexibility: Availability for our busy summer weekends and wedding events is required.
The Day-to-Day
Set the Stage: Clear, clean, and reset tables efficiently to keep guest wait times low.
Dining Room Support: Pre-bus tables during service by removing empty glassware, plates, and trash.
Keep it Sparkling: Maintain cleanliness in the dining room, bar, and patio areas, ensuring a welcoming environment for guests.
Team Assist: Help restock ice, glassware, and service stations so the front-of-house team runs smoothly.
Physical Requirements: Ability to stand and walk for long periods and comfortably lift/carry heavy tubs or trays of dishes.
Reliability: Must have reliable transportation to our Tomahawk location.
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The Opportunity: Do you take pride in creating a clean, welcoming space? Bootleggers Lodge is seeking dependable Housekeepers to maintain our upstairs guest rooms. Our rooms are a key part of the "Bootleggers experience," especially for wedding parties and weekend travelers. We are looking for self-motivated individuals who enjoy working independently and have a sharp eye for the small details that make a room feel upscale and inviting.
No prior professional housekeeping experience is required. If you are thorough, reliable, and take pride in your work, we will gladly train you on our specific standards.
What You’ll Do:
Room Turnovers: Efficiently clean and reset guest rooms between bookings (bed linens, towels, dusting, and vacuuming).
Attention to Detail: Ensure each room meets our "upscale lodge" standards—from perfectly tucked linens to a spotless bathroom.
Restocking: Manage supplies and amenities to ensure guests have everything they need for a comfortable stay.
Stewardship: Maintain the beauty and cleanliness of the lodge's common upstairs areas.
What We’re Looking For:
Reliability: You are someone we can count on to show up and get the job done on schedule.
Physical Requirements: You are comfortable being on your feet and handling the physical aspects of cleaning (lifting linens, stairs, etc.).
Independence: You work well without constant supervision and can manage your time effectively.
A High Standard: You notice the little things and aren’t satisfied until the room is perfect.
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The Opportunity: Bootleggers is looking for reliable, experienced cooks to join our culinary team. We balance a refined nightly menu with high-volume event catering, and we need team members who understand the fundamentals of woking in a professional kitchen. This is a clean, organized, and respectful environment where your skills will be valued and your shifts will fly by.
What We’re Looking For:
Proven Experience: Previous experience on a professional line or in a high-volume kitchen is required.
Skill & Speed: You should be comfortable with standard cooking techniques, knife skills, and maintaining quality under pressure.
Dependability: Our kitchen thrives on teamwork; we need professionals who are punctual and consistent.
Hustle: You enjoy the "rush" of a busy service and take pride in sending out perfect plates.
How to Apply
Ready to join the crew? Click the link below to fill out our online application. Once submitted, a member of our hiring team will review your info and reach out!
Questions? If you have any questions or need to update your application after submission, please give us a call at (715) 453-7971.
Bootleggers is an equal opportunity employer that is committed to diversity and inclusion in the workplace. We prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.
This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, recall, leave of absence, compensation, benefits, training, and apprenticeship. Bootleggers makes hiring decisions based solely on qualifications, merit, and business needs at the time.