Boldy You! Shine without Apology!

Boldy You!  Shine without Apology Summit!

One or two-day summit for Women Entrepreneurs and Professionals

Wisdom House, Litchfield, Connecticut

Friday, April 11th, 2025 – a full-day summit

Thursday April 10th, 2025 –  Dinner & optional overnight stay at Wisdom House

Calling Women Entrepreneurs, Aspiring Business Owners, and Mid-Career Professionals

🎉 Welcome to Boldly You! Shine Without Apology Summit! 🌟

This isn’t just another event – it’s a movement to help you take center stage in your life and career, unapologetically. If you’ve ever felt stuck in the shadows or hesitant to celebrate your own brilliance, this event is for YOU.

Self-promotion isn’t about bragging; it’s about owning your impact and creating opportunities. You’ll discover how to:✨ Break free from societal narratives that tell you to stay quiet.✨ Reframe self-promotion as an act of service to those who need your skills and perspective.✨ Boost your confidence to showcase your talents in a way that feels authentic and exciting.✨ Learn practical tools to advocate for yourself without second-guessing or self-doubt.

This event is your chance to redefine what it means to shine. You’ll leave inspired, equipped, and ready to step into any room knowing you’re worthy of being there.

This experience is designed for women who:💡 Are entrepreneurs, leaders, or professionals ready to amplify their voice.💡 Struggle with imposter syndrome or feel hesitant to share their achievements.💡 Want to build a powerful presence in their industry without compromising their authenticity.💡 Are tired of waiting for recognition and ready to claim it for themselves!

If you’ve ever asked, “Am I enough?” or “Why does this feel so hard?”, Boldly You is your answer.

✨ If You Answered Yes…

Then it’s time to take the leap! Join Coach Jackie, and an incredible lineup of inspiring experts for an experience designed to help you step into your boldest, most confident self.

Prepare for an interactive, empowering journey that mixes heart and strategy:

🌸 Inspiring Guest Speakers: Hear from women who’ve shattered the barriers of self-doubt and transformed their careers.🌸 Engaging Workshop: Participate in hands-on exercises to rewrite your inner narrative, identify your unique strengths, and craft your personal brand story.🌸 Authentic Networking: Connect with a community of like-minded women who share your desire to grow, support, and succeed together.🌸 Actionable Takeaways: Walk away with a playbook of strategies to elevate your confidence and self-promotion game starting immediately.

You are not “too much,” and you are certainly not “not enough.” The world needs your voice, your talents, and your boldness. Join us to celebrate you – shining without apology. 🌟

Let’s break the cycle of staying small and step into the spotlight, where you’ve belonged all along.

Why This Retreat Matters

This isn’t your typical workshop – it’s a transformational space where you’ll:💡 Silence your inner critic and replace it with a bold, supportive voice.💡 Build the confidence to promote your work, ideas, and achievements without fear.💡 Learn from industry experts who are passionate about helping women thrive.💡 Connect with a dynamic community of women who will cheer you on every step of the way.

Whether you’re a professional, an entrepreneur, or someone dreaming of taking that next big step, this retreat will give you the tools, mindset, and energy to make it happen.

🌸 It’s Time to Shine Without Apology!Join us for a transformative experience that will leave you feeling confident, aligned, and ready to boldly step into the spotlight. We can’t wait to see the amazing impact you’ll make when you embrace your greatness. 💡

🎉 Save your spot now and let’s start this incredible journey together!

If you are ready to embark on a transformative journey towards weakening your inner critics and elevating your creativity to step into your Zone of Genius.  

Join Coach Jackie, Leslie Gomez, and Mary Carangelo for a one or two-day experience like no other, nestled in the serene beauty of Litchfield, CT during the beauty of Spring 2025.

Facilitated by Coach Jackie, a seasoned Career Coach for Women Leaders, this immersive event is designed to be a catalyst for connection, renewal, and action.

About Your Retreat Leader

Coach Jackie Ross is a Professional Certified Coach, credentialed by the International Coaching Federation. She’s a Certified Positive Intelligence Coach with training in Leadership Development and Mental Fitness. Jackie is the author of the book and a professional speaker and presenter.

Since 2013, she’s been helping ambitious women entrepreneurs and professionals fuel their careers with purpose and passion.   

🌟 📸 As a seasoned photographer and coach, Leslie has dedicated her career to helping businesswomen stop hiding and start showing up. Her empowering methods will teach you how to shine confidently in front of the camera, making your presence unforgettable. Whether you need to update your professional headshot or create a personal brand that truly reflects your energy, Leslie’s expertise will inspire you to embrace the spotlight with ease.

🌟 👗 Mary is not just a stylist – she’s a fashion therapist with a gift for helping women rediscover their confidence and true style. Her passion lies in aligning your outward appearance with the brilliance that already exists within you. Through her guidance, you’ll learn how to dress with purpose, radiate authenticity, and show up as your most vibrant self every day.

,About The Retreat

The core of the retreat is a life-changing full-day summit on Friday, April 11th, 2025.  In addition, for a limited number of attendees, you’re invited to join us for a special add-on day dinner with an optional overnight on Thursday, April 10th, so you can fully take in the depth and breadth of this journey.

Workshop Title:  Boldy You!  Shine without Apology Summit!   

Date(s) & Location:

Date:  Frida,y April 11th 2025 

Location:  Wisdom House Retreat and Conference Center, Litchfield, CT

Summit Details:  Friday, April 11th, 2025

• Registration 8:30 am, Event 9:30 am – 4 pm EST
• Wisdom House Retreat and Conference Center, Litchfield, CT 

The "Boldy You!  Shine without Apology Summit" is designed to empower women entrepreneurs and professionals by guiding you through a transformative journey of self-discovery and actionable goal-setting.

The serene and picturesque Wisdom House Retreat and Conference Center offers a tranquil setting perfect for reflection and growth. Participants are greeted with a continental breakfast, allowing for casual networking and a relaxed start to the day. The welcoming ceremony sets a positive and inclusive tone, fostering a sense of community among attendees.

The morning session introduces an exploration of your Zone of Genius, helping you identify and harness your unique strengths for success. We'll dive into recognizing and overcoming limiting beliefs and saboteurs that hold you back, empowering you to style your life with confidence. Reclaim your boldness as we address self-doubt and share strategies for cultivating an unshakable sense of self. Together, we’ll build a strong personal brand, aligned with your true values and vision, and design a personalized empowerment plan that will guide you toward sustained success and fulfillment.

Pre-Summit Dinner with Special Guest and an Optional Overnight Stay at Wisdom House

Date:  Thursday, April 10th 5 - 8 pm

Location:  Dinner (location TBD)  

, author of , will lead a powerful discussion on styling with confidence. Her unique approach goes beyond fashion advice—by transforming your wardrobe, she helps you tap into your true potential, boost your self-assurance, and create a lasting impact on your life. Mary believes that the right style can unlock a newfound sense of empowerment, enabling you to present your boldest, most authentic self to the world.

Join Coach Jackie, along with Special Guests Lesie Gomez and Mary Carangelo, for an unforgettable prelude to the retreat amidst the picturesque beauty of Litchfield Connecticut. As the Northern Hemisphere awakens to the first whispers of spring, flowers will begin to bloom, filling the air with the promise of renewal and vibrant possibilities.  

🌟 Enhance Your Boldly You Experience: Join the Pre-Summit Dinner!

Start your transformative journey with an intimate and inspiring evening the night before the summit! Join fellow attendees for a special discussion led by Mary Carangelo, Fashion Therapist, and an add-on dinner at a beautiful local restaurant in Litchfield, featuring a stunning private dining room setting that’s perfect for connection and conversation.

✨ Why You Should Join the Pre-Summit DinnerDuring last October’s event, attendees who participated in the pre-retreat dinner shared how it set the tone for a deeper and more meaningful experience. They expressed feeling more connected, supported, and bonded with their fellow participants, making the next day’s workshop even more impactful.

Imagine sharing stories, laughter, and encouragement with like-minded women over a delicious meal as you build relationships that will inspire and uplift you throughout the retreat and beyond.

• A warm and welcoming atmosphere to meet and connect with other attendees.
• An inspiring session led by , author of , focused on styling with confidence. 
• Delicious cuisine crafted to complement the serene Litchfield setting.
• Conversations that spark inspiration and help you feel part of a vibrant community before the retreat begins.

This dinner is more than a meal – it’s an opportunity to create lasting connections, set intentions, and step into the Boldly You experience with confidence and camaraderie.

💡 Seats are limited, so don’t miss this opportunity to connect and shine! Add the dinner to your registration and join us for an unforgettable evening that will leave you energized and ready to dive into your transformative journey. 🌸

This pre-summit add-on dinner promises opportunities for relaxation, connection,  and culinary delight, setting the stage for a transformative experience awaiting you the following day. 

Why Attend a Live In-Person Retreat?

Since we live in a virtual world you may be asking why you should attend an in-person live event.   

Here is why … Attending a live event for women entrepreneurs and professionals offers several distinct advantages over participating in an online event. Here are some powerful reasons to choose to attend this live event:

Distraction-Free Environment:

Being physically present at this live event will help you to minimize distractions.  Without the interruptions of daily life or the temptation to multitask, you can fully immerse yourself in the event, maximizing your focus and engagement.  The Wisdom House Retreat and Conference Center offers a peaceful and beautiful location that has an outdoor Labyrinth, gardens, and outdoor spaces for contemplation, an art gallery and walking distance to Topsmead State Forest.

Hands-On Learning:

This live event offers an engaging and interactive experience that allows for hands-on learning. This practical approach will enhance understanding and retention of information, providing you with a deeper learning experience.

Supportive Community for Women:

Attending a women-only or women-identified-only event fosters a supportive and empowering environment. It provides conditions to create a safe space to share experiences, challenges, and successes unique to women, promoting solidarity, mutual encouragement, and a sense of belonging. This exclusive focus can enhance personal and professional growth in ways that are particularly meaningful and impactful for women.

Networking Opportunities:

This live event will provide unparalleled opportunities for face-to-face networking. You can meet other entrepreneurs, leaders, potential collaborators, and like-minded individuals, and you can start to foster relationships that can lead to future collaborations, partnerships, and professional growth.

Immersive Experience:

The atmosphere of this live event, set in beautiful Litchfield CT, will be inspiring. The energy of the attendees, the direct interaction with the speaker(s), and the tangible environment will create a memorable and impactful experience that is difficult to replicate online.

 Instant Feedback and Interaction:

At this live event, you will ask questions and get immediate feedback from the facilitators.  The real-time interaction can clarify doubts, provide deeper insights, and foster a more dynamic and engaging discussion.

What People Say about Coach Jackie’s Events:

“From the moment I walked into the retreat center, I was greeted by warm smiles and felt the positive energy buzzing! Coach Jackie has special gifts for making others feel comfortable and uniting a room. Even though I didn’t know most of the attendees, she quickly helped me connect with other amazing women.

Under Coach Jackie’s leadership, the day was fun and flew by fast. The content and conversations were thought-provoking, providing me with new insights about myself, my purpose, and my values—insights I’ve since applied to my business.

I highly recommend working with Jackie and/or attending one of her events. Not only does she inspire people to become the best versions of themselves with her shine and charisma, but she also has a remarkable ability to help others discover what makes them great.” Allysa Hawn

“Coach Jackie is a powerhouse and her knowledge and vigor shared during the session she facilitated in November 2024. The Alliance Conference was impactful! Having the attendees participate in breakout conversations gave us the opportunity to immediately use what we were learning. She’s generous with her expertise in sharing her information and providing sessions beyond the conference for professionals.” Andrea Barlow

  “I had the honor and privilege of attending Coach Jackie’s women’s retreat. I will honestly say that I went in open minded. I did not know what to expect until I met these inspiring women. I have never felt so fulfilled, relaxed, and empowered all at the same time. The series of events over the two days fit so well with this group. I left with a plan feeling confident enough to execute. I also spent a lot of time reflecting which has helped me in defining my purpose. This event exceeded all of my expectations. Coach Jackie is extraordinary and I encourage anyone struggling with their purpose to reach out.” Leann Crosby 

Why spend time in Litchfield CT?

Visiting Litchfield, CT, during the start of Spring is a perfect getaway for those seeking a blend of history, scenic beauty, and delightful experiences. Nestled in the picturesque Litchfield Hills, this charming town comes alive with vibrant spring colors, offering stunning views at every turn.

Visit Litchfield CT, it notes “scenic, historic, and lifestyle amenity-rich Litchfield, Connecticut, named a top small town destination by Smithsonian Magazine and a Top 20-weekend getaway in New England by Travel + Leisure for our rich history, scenic beauty and nature preserves, outdoor activities, shopping, dining, signature community events, and great people!

You can enjoy a leisurely tour of local wineries such as Hawk Ridge Vineyard and Sunset Meadow Vineyards, where you can savor exquisite wines amidst the breathtaking backdrop of fall leaves. Indulge in exceptional dining experiences at quaint restaurants like West Street Grill, known for its farm-to-table cuisine. For outdoor enthusiasts, the area boasts numerous hiking trails, including those at White Memorial Conservation Center, providing an immersive nature experience. Whether exploring historic landmarks, like the Litchfield Historical Society, or simply taking in scenic vistas, Litchfield promises a memorable and enriching autumn escape.

Litchfield CT is just:

• 2 hours 30 minutes from Boston
• 2 hours 15 minutes from NYC
• 2 hours 20 minutes from Providence, RI
• 1 hour 30 minutes from Stamford CT
• 55 minutes from Western MA
• 50 minutes from Hartford CT

Coach Jackie will provide a comprehensive list of recommended places to stay and enjoy during your venture to Litchfield Hills.

🌟 Boldly You: Step Into Your Light 🌟

Are you ready to celebrate your unique brilliance and claim your place at the forefront of your life and career? Join Coach Jackie for an unforgettable one- or two-day retreat in the picturesque beauty of Litchfield, CT, at the height of spring.

In these challenging times, stepping into your Zone of Genius and shining brightly isn’t just empowering—it’s transformative. This summit is designed for women entrepreneurs, aspiring entrepreneurs, and professionals who are ready to break free from fear, self-doubt, and hesitation. Together, we’ll explore new ways to unlock your unique gifts, embrace your full potential, and reignite the bold passion that will drive you to shine in all that you do.

✨ Why This Experience Is for You

• Rediscover what truly motivates you and fuels your business or career.
• Learn how to break through the barriers that keep you from fully showing up.
• Tap into your purpose as a powerful foundation for success and joy.

This retreat isn’t about small steps—it’s about bold leaps. By the end of our time together, you’ll feel recharged, confident, and ready to shine unapologetically in everything you do.

💡 Your time to shine is now. Join us in this supportive, inspiring space and reclaim the power that’s already within you. 🌸

This summit isn’t just an event; it’s a life-changing experience designed to help you move from where you are now to where you’re meant to be. Through powerful workshops, expert guidance, and meaningful connections, you’ll walk away with:

• From: Feeling stuck, uncertain, or unsure of your next step.
• To: Knowing exactly what drives you and having a clear path to move forward with purpose and intention.

• From: Hesitating to speak up, self-promote, or share your accomplishments.
• To: Boldly advocating for yourself and your work, knowing your value and worth without apology.

• From: Operating on autopilot, feeling disconnected from what you do.
• To: Reconnecting with your passions, leveraging them as a source of energy and fulfillment in your career or business.

• From: Wishing for change but unsure how to make it happen.
• To: Equipped with tools, insights, and a personalized playbook to take intentional, confident steps forward.

• From: Navigating challenges in isolation.
• To: Building a network of like-minded women who support, inspire, and uplift each other long after the retreat ends.

💡 Before: Struggling to articulate your accomplishments in a way that feels authentic.After: Crafting a personal brand story that highlights your value and feels natural to share.

💡 Before: Feeling invisible in your workplace or industry.After: Confidently stepping into opportunities that align with your goals and getting recognized for your contributions.

💡 Before: Being held back by fear of judgment or failure.After: Taking bold actions with courage and trust in your abilities.

💡 Before: Feeling uninspired or burned out.After: Rediscovering joy and purpose, leaving you energized and excited for what’s ahead.

This summit is your chance to rewrite your story, embrace your greatness, and move from hesitation to bold, unapologetic action. 🌸

Do not miss this opportunity to be Boldy You!  Shine without Apology.     Reserve your spot today and take the first step towards a bold, confident, and unapologetically empowered version of yourself. 🌟

🌟 Top 5 Goals You'll Achieve at Boldly You 🌟

1. Reignite Your Unique Value:  Gain clarity on your unique passions and strengths, and discover how to align them with your career or business goals to create a more fulfilling and meaningful path forward.
2. Build Unshakable Confidence: Overcome self-doubt and fear of judgment by learning strategies to silence your inner critic and step into every opportunity with authenticity and self-assurance.
3. Master the Art of Self-Promotion: Develop tools to share your story and achievements effectively, without feeling boastful or uncomfortable, so you can confidently advocate for yourself and your work.
4. Create a Personal Action Plan: Leave with a tailored playbook designed to help you implement what you’ve learned, set achievable goals, and take purposeful steps toward your vision.
5. Foster Meaningful Connections: Build lasting relationships with like-minded women who inspire and support you, creating a powerful community to cheer you on as you move forward boldly.

If these goals resonate with you, Coach Jackie invites you to register for this memorable summit ,today. Designed specifically for women entrepreneurs and professionals, this summit will guide you through the essential steps to unlock your full potential, overcome self-doubt, and confidently promote yourself and your work in a way that feels authentic and powerful. 

🌟Join us to embark on a journey of self-discovery, empowerment, and bold transformation as you step into your full potential and shine without apology. 

🌸Do not miss this opportunity to elevate your impact and find renewed direction in your career and life. 

So that you receive the most value from this experience, Coach Jackie lovingly asks that you honor her agreement of participation:

• End-to-End Attendance: Please be prepared to be present from beginning to end.

• Full Engagement & Presence: We ask that you show up fully present and ready to engage, so you AND others receive the most value from this experience.

Thank you for your understanding!

Investment:

Summit: All-day workshop Friday, April 11th, 2025, to include a continental breakfast, and a full nutritious lunch.  

• Early Bird $347 
• February 23 - April 9th,2025, $397

Summit & Pre-Summit Dinner: All-day workshop on Friday April 11th, 2025 & Thursday dinner:  includes Thursday dinner event,  and a continental breakfast and full nutritious lunch on Friday.

• Early Bird $417 
• February 23 - April 9th,2025, $467

VIP Package: All-day workshop on Friday, April 11th, 2025, to include a full nutritious breakfast and lunch, main event, dinner and overnight at Wisdom House Thursday, April 10th, 2025.  

Private Room with Shared Hall Bathroom Price:  

• Early Bird $647 
• February 23 - April 9th,2025, $697

Private Room with Ensuite Bathroom Price:  

• Early Bird $677 
• February 23 - April 9th,2025, $727

 Shared Room with hall bath

• Early bird $627
• February 23 - April 9th,2025, $677 

Wisdom House, located in Litchfield CT, hosts meetings, conferences, and retreats for a variety of organizations. They welcome over 500 groups annually, many returning year after year. 

Accommodations & Amenities:

You will be staying in a private room either with an attached ensuite bathroom or a shared hall bathroom. 

•  All guest rooms include desks, chairs, and beautiful New England views
• Super dining and meal options for breakfast & lunch on Monday, October 14th
• Coffee, tea, and artesian well water available in their 24-hour hospitality rooms
•  An outdoor Labyrinth
•  Gardens and outdoor spaces for contemplation
• Chapel
• Art Gallery
• Wi-Fi is available throughout the facility
• Two kitchenettes with refrigerators and microwaves
• Bookstore
• Walking distance to Topsmead State Forest
•  1 mile from Litchfield Center,

Host or Publisher Coach Jackie Ross