Mission Driven Success for Heart-Centered ACA Agents
Join Kristina George for 3 transformational nights in Milwaukee
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ACA ACADEMY
NIGHTS
3
MAX GROUP
20
ACCOMMODATION
DATE OF RETREAT
14 Sep - 17 Sep 25
PRICE FROM
USD
$2,000
Leave behind the noise of everyday work and step into a bold, results-driven retreat designed just for you—an experienced, heart-centered insurance professional navigating the evolving ACA landscape.
Led by educator and ACA expert Kristina George, this 3-night Milwaukee retreat is more than professional development. It’s your opportunity to refine your ACA strategy, access expert guidance and connect with peers who understand your mission.
You’ll experience deep-dive training sessions, strategic 1:1 time with Kristina and a unique mix of purpose-led education and community—all designed to fuel your business with momentum and clarity.
Set in Milwaukee's vibrant Third Ward, you’ll enjoy boutique accommodation, curated learning and a Welcome Dinner at a surprise location to kick things off. This is not another stuffy insurance conference. This is your space to think bigger, lead smarter and walk away with tools that work.
Key Retreat Highlights
Enjoy 3 nights boutique accommodation with daily breakfast, in Milwaukee’s vibrant Third Ward—steps from lakefront trails and top-rated dining
Experience Strategic ACA deep dives and practical group sessions with Kristina George, designed to give you clarity, confidence and real tools to grow and navigate change
Enjoy a Welcome Dinner at a secret location, designed to break the ice, spark connection and kick off your retreat with a bit of fun
Receive a Private 1:1 Strategy Session with Kristina, tailored to your business goals—offering personal guidance, honest feedback, and high-level planning
Connect with a like-minded community of mission-driven insurance agents who understand your world and share your passion for service-led success
Included in Your Retreat
A high-touch, no-fluff retreat designed for real-world impact, including:
3 Nights Boutique Accommodation Unwind at The Kimpton Journeyman Hotel, a contemporary boutique stay in Milwaukee’s Historic Third Ward. With walkable access to local shops, lakeside paths and vibrant restaurants, it's the perfect backdrop to focus, connect and relax.
Fun and Purposeful Welcome Dinner
Break the ice in style with a group dinner experience full of intrigue, connection and surprise. Hosted at a secret location, this immersive evening sets the tone for the retreat—sparking curiosity, laughter and camaraderie from the very start.
Strategic ACA Deep Dives Led by Kristina, you’ll explore timely ACA updates, learn how to stay ahead of the curve and gain practical strategies to serve more clients with clarity and confidence. With every session tailored to real-world application—not theory—this retreat offers more than just knowledge. It delivers direction. These sessions are focused, honest and free of fluff.
Mission Briefings and Practical Workshops These group sessions go beyond training—they’re dynamic discussions with fellow agents who share your mission. Expect to walk away energized, empowered and equipped with fresh insight and a stronger sense of purpose.
1:1 Private Strategy Session With Kristina Each attendee will receive an individual session with Kristina—designed to address your unique challenges, explore growth opportunities and build a strategic action plan that fits your goals.
Custom Swag and Thoughtful Touches You’ll receive a branded retreat t-shirt featuring your own business logo, plus other curated gifts to enhance your experience and support your learning.
Daily Breakfast Enjoy a relaxed breakfast each morning before sessions begin—fueling you for connection, collaboration and growth.
Boutique Hotel Amenities As a retreat guest, you’ll enjoy access to the hotel's thoughtfully designed amenities including:
Rooftop bar and lounge with stunning views of Milwaukee’s Historic Third Ward
Complimentary morning coffee and tea service in the lobby
On-site fitness center open 24/7
Free Wi-Fi throughout the hotel
Gallery
Sample Itinerary
Day 1: Welcome to Milwaukee
Arrive in Milwaukee and check into the Kimpton Journeyman Hotel, nestled in the vibrant Third Ward—home to boutique shopping, lakefront walks and local eateries. Check-in opens at 3:00pm, but if you arrive early, feel free to drop your bags and unwind at the rooftop lounge or explore the local area.
You’ll receive a special welcome gift in your room on arrival—a thoughtful surprise to kick off your experience.
At 6:00pm, we officially begin with a fun and interactive off-site Welcome Dinner at a secret location. Designed to spark curiosity and connection, this unique experience sets the tone for the retreat ahead.
Accommodation: Kimpton Journeyman Hotel
Meals Included
Welcome Dinner
Day 2: Strategic Deep Dive
Begin your day with a relaxed buffet breakfast before diving into the first strategy session with Kristina. We’ll explore upcoming ACA changes and walk through the latest CMS rules and regulations—giving you clarity on how to stay compliant and lead with confidence.
After a break for lunch (feel free to explore Milwaukee’s café culture), we’ll reconvene for an afternoon session on agency growth. Together, we’ll discuss smart strategies for expansion, sustainability and scale—without losing the heart of your mission.
The evening is yours to enjoy—take a lakeside walk, connect with fellow attendees over dinner or wind down in your room.
Accommodation: Kimpton Journeyman Hotel
Meals Included
Breakfast
Included Activities
Morning Session - ACA Updates & CMS Compliance
Afternoon Session - Smart Agency Growth
Day 3: Personalized Planning & Peer Learning
After breakfast, we’ll gather for a dynamic group session focused on handling complex ACA cases with confidence. We’ll also walk through layered quoting scenarios to sharpen your strategy and boost your value to clients.
In the afternoon, each guest will have a private 1:1 session with Kristina. These tailored conversations are your chance to get focused guidance on your business, challenges and goals.
We'll finish the day with optional peer circles—guided small-group discussions where you can share takeaways, trade ideas and connect on a deeper level with fellow agents who "get it."
Accommodation: Kimpton Journeyman Hotel
Meals Included
Breakfast
Included Activities
Morning Workshop: Complex ACA Cases + Quoting Scenarios
Private 1:1 strategy session with Kristina
Optional peer circles and reflection
Day 4: Closing Session & Farewell
On the final morning, we’ll gather over breakfast for a short closing session. This wrap-up session includes a special class on serving clients year-round while growing your client base with purpose and consistency.
You’ll reflect on your retreat experience, share final insights and walk away with actionable next steps and new professional relationships. Many of the agents you’ve connected with here may become collaborators, mentors or peers in your future journey.
Whether you're heading home or staying to explore, you’ll leave with clarity confidence and a renewed sense of mission.
Meals Included
Breakfast
Included Activities
Morning session: Year-Round Client Care & Growth
Closing circle and group farewell
Customer Reviews
See what some of ACA Academy's customers are saying
Kristina's expertise is truly outstanding!
"Kristina's expertise in marketplace insurance and ancillary products is truly outstanding. She has a remarkable ability to make complex insurance topics easy to understand, and her presentations are consistently engaging and full of valuable insights.
Kristina’s professionalism is complemented by her caring attitude and sharp wit, which makes her a dynamic and approachable speaker. She has a rare ability to turn challenging topics like health insurance into digestible and engaging conversations. If you are considering attending one of Kristina's events, considering her for a speaking engagement or consultation, you can expect a knowledgeable and energetic presence that will leave a lasting impression."
Eric | United States of America
Frequently asked questions
Do I have to pay the full amount upfront?
It's up to you. To secure your place on this retreat you can select to pay the full amount upfront, or pay a 30% deposit. If you select the deposit, the remaining amount is due by 16th July 2025. Interested in a flexible payment plan? Email us on hello@womanexplore.com.
Do I need to bring my laptop with me?
You’re welcome to bring your laptop for use during your stay, but we ask that you leave it in your room for the sessions. The sessions are designed to help you step back from client work and stay focused on strategy, clarity and connection. For note-taking, a tablet or notebook is ideal to stay present and distraction-free.
Can I share a room with a guest?
Yes. You’re welcome to bring a non-retreat guest to share your room for an additional fee of $800. This includes their accommodation and breakfast. If your guest wishes to attend any part of the program, they must be registered as a full retreat participant.
Are airfares included?
No. Given the complexity of booking airfares for agents coming from across the country, unfortunately airfares are not included. If you need assistance in booking airfares, please email hello@womanexplore.com and we can put you in touch with our travel partners.
Book your spot today!
Prices are in USD. You can select to pay the full amount or a 30% deposit at the time of booking. If you select the deposit, the remaining balance is due by 16th July 2025.
Don't delay - online bookings close in early July!
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Price from
14 September 2025
17 September 2025
$2,000
USD