My Tipsy Gypsy

10/16/2026

Bring your friends and get your giggle on.

10/16/2026

We're Hiring a Mill Keeper!
20–30 hours/week

Love history, good conversation, and being the person who keeps things running smoothly? The Mill Paoli is looking for a friendly, take-charge leader to help manage our historic property and be a welcoming face for the guests who visit.

About the role:
This is a hands-on, part-time position that blends property management, bartending, and hospitality. You'll be the go-to person on site, making sure our guests, performers, and businesses have what they need for a great experience.

What you'll do
• Serve as the on-site point person for The Mill Paoli property
• Take a lead role at The Lazy Squirrel and My Tipsy Gypsy
• Make sure our bands have everything they need
• Keep the property owner in the loop on maintenance needs, issues, or concerns
• Welcome guests, answer questions, and share the stories behind The Mill and Paoli
• Step up and take charge when something needs handling

Who we're looking for:
• A warm, outgoing personality who genuinely enjoys talking with people
• A natural storyteller who can make guests feel at home
• Someone dependable, organized, and comfortable making decisions on the spot
• Bartending experience preferred
• Clear, proactive communicator
• Availability for evenings, weekends, and event days
• Must be 18+ (We’ll pay for your WI bartending license)
• Bonus points if you're a history buff! Our visitors love hearing about the history of Paoli and The Mill, and we'd love someone excited to share it.

Why you'll love it:
• Competitive pay based on experience
• A one-of-a-kind historic setting
• Live music, local businesses, and a great community
• A role where your leadership and personality really matter

How to apply
Send your resume and a short note about why you'd be a great fit to [email protected]. Tell us your favorite piece of local history while you're at it, we'd love to hear it!

10/15/2026

Thursday Treasures from My Tipsy Gypsy!

These dipping pretzels are an easy go-to snack when you're visiting The Mill Paoli

10/14/2026

10/13/2026

Fall is finally here—and we’re celebrating in style! Come for live music, hearty Oktoberfest eats from The Menu at The Mill Paoli , and crisp seasonal drinks. Our outdoor space is fully decked out with maximum autumn energy.

Join us for music by Joe iaquinto Music, Common Chord, The Grazers - Traditional & Contemporary Bluegrass, BlueZone Band, Nick Matthews - Rock/Country/Folk, and Jason Thomas Band

Enjoy our Farmers' Market on Sunday from 9 am - 1 pm. Kindly remember no carry-in's permitted. We have everything you need, right here at The Mill Paoli ! Thank you for supporting our small but mighty businesses, and of course, the local musicians who love to play for you!

Music brought to you by our friends My Tipsy Gypsy, Hop Garden Brewing & Tap Room - Paoli, WI, The Lazy Squirrel, and The Menu at The Mill Paoli

10/13/2026

13 Tickets remain for this weekend's haunting... Will you join us?!? https://www.mytipsygypsy.com/tickets

10/09/2026

10/08/2026

Thursday Treasures from My Tipsy Gypsy!

We've got Pantalones Añejo! A smooth, organic tequila aged for 15 months. Did you know that Matthew McConaughey co-founded this sweet, oak-aged spirit?

10/07/2026

Can you believe it’s October already?! We only have a few tickets left for this Saturday’s Voices of The Mill! Securing your spot means stepping into history alongside some of the top paranormal investigators and mediums in the region. Get your tickets here: https://www.mytipsygypsy.com/tickets

Here is the incredible expert lineup joining us:

Dennis | Founder of Peculiar Encounters
With over 45 years of combined team experience, Dennis has investigated spooky spots across the region—including the Lake House Inn, Old Baraboo Inn, The Mill, private residences, historic churches, and graveyards. As seen on Travel Channel’s Hometown Horror!

Gail & Jon | Co-Founders & Lead Investigators
Trained with the original TAPS crew (founded by Jason Hawes & Grant Wilson), this duo has investigated haunted locations across the country, including the Queen Mary, Sheboygan Asylum, Holy Trinity, Old Baraboo Inn, and The Mill.

Hannah | Investigator
Two years into her time with the team, Hannah has quickly proven her incredible abilities to communicate with the other side across numerous investigations.

Scotty Rorek & Gail Burkel | Psychic Mediums & Paranormal Investigators
Bringing years of talent to parades, paranormal conventions, and investigations at iconic sites like the Lake House Inn, Old Baraboo Inn, and The Mill! In addition to investigating, they support the Make-A-Wish Foundation, teach classes on mediumship, and Scotty serves as a spiritual awareness coach.

Grab your tickets before they’re gone—you won’t want to miss what the spirits have to say! 🕯️🔮